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Keywords = Ruta graveolens

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21 pages, 6371 KiB  
Article
Ruta graveolens Plant Extract as a Green Corrosion Inhibitor for 304 SS in 1 M HCl: Experimental and Theoretical Studies
by Sonia Estefanía Hernández-Sánchez, Juan Pablo Flores-De los Rios, Humberto Alejandro Monreal-Romero, Norma Rosario Flores-Holguin, Luz María Rodríguez-Valdez, Mario Sánchez-Carrillo, Anabel D. Delgado and Jose G. Chacón-Nava
Metals 2024, 14(11), 1267; https://doi.org/10.3390/met14111267 - 8 Nov 2024
Viewed by 600
Abstract
This study evaluated the corrosion inhibitory effects of Ruta graveolens leaf extract for 304 stainless steel in 1 M HCl. The analysis of the leaf extract using HPLC indicated that the primary compounds present in the leaf extract were rutin, caffeic acid, p-coumaric [...] Read more.
This study evaluated the corrosion inhibitory effects of Ruta graveolens leaf extract for 304 stainless steel in 1 M HCl. The analysis of the leaf extract using HPLC indicated that the primary compounds present in the leaf extract were rutin, caffeic acid, p-coumaric acid, and apigenin. The inhibition efficiency (IE%) of the extract was studied using weight loss, potentiodynamic polarization, electrochemical impedance spectroscopy (EIS), and computational simulation (density functional theory, DFT). The effects of the inhibitor concentration and solution temperature were investigated. The results indicated that the IE% increased for increasing concentrations of the extract, while the reverse was true with increasing temperatures. At 25 °C and a 600 ppm extract concentration, the results indicated a maximum inhibition efficiency of 95%, 98%, and 96% by weight loss, potentiodynamic polarization, and EIS techniques, respectively. SEM observations showed a significant change in the surface morphology of the 304 SS with and without the addition of the inhibitor compound. At all temperatures, the adsorption of the inhibitor components onto the 304 SS surface was found to follow the Langmuir isotherm model, and the inhibition process was governed by physical adsorption. Furthermore, chemical interactions between the inhibitor and the 304 SS steel surface were elucidated via density functional theory (DFT) calculations. Full article
(This article belongs to the Special Issue Recent Advances in Corrosion and Protection of Metallic Materials)
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Figure 1

Figure 1
<p>Chromatogram of <span class="html-italic">Ruta graveolens</span> extract showing the detected compounds: (<b>1</b>) rutin, (<b>2</b>) caffeic acid, (<b>3</b>) p-coumaric acid, and (<b>4</b>) apigenin.</p>
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<p>Plots of (<b>a</b>) weight loss vs. immersion time and (<b>b</b>) efficiency percentage vs. time for the corrosion of 304SS without and with various concentrations of <span class="html-italic">Ruta graveolens</span> extract in 1 M HCl at 25 °C.</p>
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<p>Plots of (<b>a</b>) weight loss vs. immersion time and (<b>b</b>) efficiency percentage vs. time for the corrosion of 304 SS without and with various concentrations of <span class="html-italic">Ruta graveolens</span> extract in 1 M HCl at 40 °C.</p>
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<p>Plots of (<b>a</b>) weight loss vs. immersion time and (<b>b</b>) efficiency percentage vs. time for the corrosion of 304 SS without and with various concentrations of <span class="html-italic">Ruta graveolens</span> extract in 1 M HCl at 60 °C.</p>
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<p>Polarization curves for 304 SS in 1 M HCl solution for different concentrations of <span class="html-italic">Ruta graveolens</span> extract at (<b>a</b>) 25 °C, (<b>b</b>) 40 °C, and (<b>c</b>) 60 °C.</p>
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<p>Nyquist plots for 304 SS in 1.0 M HCl containing 150 ppm, 300 ppm, 450 ppm, and 600 ppm of <span class="html-italic">Ruta graveolens</span> extract at (<b>a</b>) 25 °C, (<b>b</b>) 40 °C, and (<b>c</b>) 60 °C.</p>
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<p>Randles equivalent circuit model for the <span class="html-italic">Ruta graveolens</span> inhibitor studied.</p>
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<p>SEM images of samples exposed to 1 M HCl medium in the absence and presence of <span class="html-italic">Ruta graveolens</span> extract at a concentration of 600 ppm at 25 °C (<b>a</b>,<b>b</b>), 40 °C (<b>c</b>,<b>d</b>), and 60 °C (<b>e</b>,<b>f</b>).</p>
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<p>Langmuir adsorption plot of 304 SS in a 1 M HCl solution containing different concentrations of <span class="html-italic">Ruta graveolens</span>.</p>
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<p>B3LYP/6-311G (d,p) optimized structures and HOMO and LUMO distributions for the components in <span class="html-italic">Ruta graveolens</span>: rutin, caffeic acid, p-coumaric acid, and apigenin.</p>
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22 pages, 4569 KiB  
Article
Ruta graveolens, but Not Rutin, Inhibits Survival, Migration, Invasion, and Vasculogenic Mimicry of Glioblastoma Cells
by Iolanda Camerino, Paola Franco, Adriana Bajetto, Stefano Thellung, Tullio Florio, Maria Patrizia Stoppelli and Luca Colucci-D’Amato
Int. J. Mol. Sci. 2024, 25(21), 11789; https://doi.org/10.3390/ijms252111789 - 2 Nov 2024
Viewed by 948
Abstract
Glioblastoma (GBM) is the most aggressive type of brain tumor, characterized by poor outcome and limited therapeutic options. During tumor progression, GBM may undergo the process of vasculogenic mimicry (VM), consisting of the formation of vascular-like structures which further promote tumor aggressiveness and [...] Read more.
Glioblastoma (GBM) is the most aggressive type of brain tumor, characterized by poor outcome and limited therapeutic options. During tumor progression, GBM may undergo the process of vasculogenic mimicry (VM), consisting of the formation of vascular-like structures which further promote tumor aggressiveness and malignancy. The resulting resistance to anti-angiogenetic therapies urges the identification of new compounds targeting VM. Extracts of natural plants may represent potential therapeutic tools. Among these, components of Ruta graveolens water extract (RGWE) display a wide range of biological activities. To test the effect of RGWE on human GBM and rat glioma cell line VM, tube formation on a gelled matrix was monitored. Quantitative assessment of VM formation shows the clear-cut inhibitory activity of RGWE. Unlike rutin, one of the most abundant extract components, the whole RGWE strongly reduced the migration and invasion of GBM tumor cells. Moreover, RGWE induced cell death of GBM patient-derived cancer stem cells and impaired VM at sub-lethal doses. Overall, our data reveal a marked RGWE-dependent inhibition of GBM cell survival, migration, invasion, and VM formation. Thus, the clear-cut ability of RGWE to counteract GBM malignancy deserves attention, holding the promise to bring natural products to clinical use, thus uncovering new therapeutic opportunities. Full article
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Graphical abstract

Graphical abstract
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<p>Tube formation by HUVEC, U87-MG, and C6 cells. (<b>A</b>) Representative images of HUVEC cells cultured in polystyrene dishes with or without ECM (Geltrex<sup>TM</sup>). Images were obtained by analyzing cells under the Inverted Microscope Axiovert 25 at 5× magnification, scale bars: 50 µm. (<b>B</b>) Representative images of U87-MG GBM cells cultured in polystyrene dishes, in a bright field or stained with PAS. Images were obtained by analyzing cells under the Inverted Microscope Axiovert 25 at 10× magnification in a bright field (scale bars: 100 µm) or under the Inverted Microscope DMI Leica 6000 at 10× magnification, for PAS staining, scale bar: 500 µm. (<b>C</b>) Immunocytochemistry assay on C6 glioma cells stained with anti-VE-cadherin antibodies. Antibody positivity (arrows) was revealed by DAB chromogenic substrate. Controls were incubated with secondary Ab (IgG) to exclude false positive signals. Images were obtained by observing cells under the Inverted Microscope Axiovert 25 at 10× magnification, scale bars: 100 µm.</p>
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<p>Effect of <span class="html-italic">Ruta graveolens</span> on U87-MG tube formation. (<b>A</b>) Representative images of VM formation of U87-MG cells in control (ctrl) and in treated samples at the specified concentrations. Branching point number was evaluated in each well by using the Inverted Microscope Leica DMI 6000 at 10× magnification, scale bars: 250 µm. (<b>B</b>) Quantification of branching points, defined as the intersection of at least three points [<a href="#B19-ijms-25-11789" class="html-bibr">19</a>]. They were counted in each well and expressed as a percentage of the ctrl, taken as 100%. The cell rate viability was tested by an MTT assay (<b>C</b>) and Trypan blue exclusion test (<b>D</b>). ** <span class="html-italic">p</span>-value &lt; 0.005; *** <span class="html-italic">p</span>-value &lt; 0.001.</p>
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<p>Effect of <span class="html-italic">Ruta graveolens</span> on U87-MG cellular migration and invasion in wound healing assays and chemotaxis assays. (<b>A</b>) Representative photograms of U87-MG cellular migration in wound healing assay in controls (ctrl) and in treated samples at the specified concentrations within 24 h. The images were obtained using the Inverted Microscope Leica DMI 6000 at 10× magnification, scale bars: 250 µm. Wound widths were quantitated by averaging the measurement of the wound margin distance at three points for each well. Results are expressed as wound width, as a percentage of the initial distance at T0, taken as 100%. (<b>B</b>) Directional migration assay in Boyden chambers of U87-MG exposed to 1 mg/mL Bovine serum albumin (BSA), 5% fetal bovine serum (FBS), or to the indicated concentrations of RGWE. (<b>C</b>) Directional invasion assay in Boyden chambers of U87-MG exposed to 1 mg/mL BSA, 5% FBS, or to the indicated concentrations of RGWE. Migrated and invaded cells were counted and expressed as a percentage of the cells recovered in the absence of chemoattractant (random migration/invasion, respectively), taken as 100% (BSA). * <span class="html-italic">p</span>-value &lt; 0.05, ** <span class="html-italic">p</span>-value &lt; 0.005, *** <span class="html-italic">p</span>-value &lt; 0.001.</p>
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<p>Effect of rutin on U87-MG VM, migration, and invasion. (<b>A</b>) U87-MG cells were plated on Geltrex<sup>TM</sup>, exposed to the indicated concentrations of rutin or to the whole extract, and branching points were counted as described in the legend to <a href="#ijms-25-11789-f002" class="html-fig">Figure 2</a>. U87-MG cells were subjected to a migration assay (<b>B</b>) or to an invasion assay (<b>C</b>) in the presence of rutin at the specified concentrations, according to the procedure described in the legend to <a href="#ijms-25-11789-f003" class="html-fig">Figure 3</a>. ** <span class="html-italic">p</span>-value &lt; 0.005.</p>
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<p>Effect of <span class="html-italic">Ruta graveolens</span> on U251-MG VM and viability. (<b>A</b>) Representative images of VM formation by U251-MG cells in control (ctrl) and in treated samples at the specified concentrations. Images were obtained analyzing cells under the Inverted Microscope Axiovert 25 at 5× magnification, scale bars: 50 µm. (<b>B</b>) Branching point numbers were evaluated as described in the legend to <a href="#ijms-25-11789-f002" class="html-fig">Figure 2</a>. (<b>C</b>) Cell rate viability was tested by a Trypan blue assay. * <span class="html-italic">p</span>-value &lt; 0.05; *** <span class="html-italic">p</span>-value &lt; 0.001.</p>
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<p>Effect of <span class="html-italic">Ruta graveolens</span> on U251-MG migration and invasion. (<b>A</b>) Representative photograms of U251-MG cellular migration in wound healing assay in controls (ctrl) and in treated samples at the specified concentrations within 24 h. The images were obtained using the Inverted Microscope Axiovert 25 at 5× magnification, scale bars: 50 µm. Wound widths were quantified as specified in the legend to <a href="#ijms-25-11789-f003" class="html-fig">Figure 3</a>. (<b>B</b>) Analysis of U251-MG migration in Boyden chambers in the presence of the indicated concentrations of RGWEs, according to the procedure described in the legend to <a href="#ijms-25-11789-f003" class="html-fig">Figure 3</a>. (<b>C</b>) Analysis of U251-MG invasion in Boyden chambers in the presence of the indicated concentrations of RGWE, according to the procedure described in the legend to <a href="#ijms-25-11789-f003" class="html-fig">Figure 3</a>. * <span class="html-italic">p</span>-value &lt; 0.05, ** <span class="html-italic">p</span>-value &lt; 0.005, *** <span class="html-italic">p</span>-value &lt; 0.001.</p>
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<p>Effect of <span class="html-italic">Ruta graveolens</span> extract on C6 tube formation and wound healing closure. (<b>A</b>) Representative images of VM formation by C6 cells in control (ctrl) and in RGWE-treated samples at the specified concentrations. Branching point number was evaluated in each well by using the Inverted Microscope Axiovert 25 at 5× magnification, scale bars: 50 µm. (<b>B</b>) Quantification of branching points. (<b>C</b>) Cell rate viability of C6 exposed to the indicated concentrations of RGWEs for 24 h was tested by an MTT assay. (<b>D</b>) Representative photograms of C6 wound healing assay in control (ctrl) and in treated samples at the specified concentrations for 20 h. Images were analyzed under the Inverted Microscope Axiovert 25 at 5× magnification and wound widths were quantified as specified in the legend to <a href="#ijms-25-11789-f003" class="html-fig">Figure 3</a>. Scale bars: 50 µm. * <span class="html-italic">p</span>-value &lt; 0.05, *** <span class="html-italic">p</span>-value &lt; 0.001.</p>
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<p>Effect of <span class="html-italic">Ruta graveolens</span> on patient-derived GBM GSC survival. (<b>A</b>) Table reporting clinical characteristics of patients and tumors selected for the isolation of CSCs. Cell rate of GBM1 (<b>B</b>), GBM2 (<b>C</b>), and GBM3 (<b>D</b>) primary culture viability by MTT assay in 72 h. ** <span class="html-italic">p</span>-value &lt; 0.005; *** <span class="html-italic">p</span>-value &lt; 0.001.</p>
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<p>Effect of <span class="html-italic">Ruta graveolens</span> on tube formation by patient-derived GBM CSCs. (<b>A</b>) Representative images of VM formation by GBM2 GSCs in control (ctrl) and in treated samples at the specified concentrations. Images were obtained by analyzing cells under the Inverted Microscope Axiovert 25 at 5× magnification, scale bars: 50 µm. (<b>B</b>) Quantification of branching points was performed as described in <a href="#ijms-25-11789-f002" class="html-fig">Figure 2</a> legend. (<b>C</b>) Cell rate viability tested by MTT assays at 24 h. * <span class="html-italic">p</span>-value &lt; 0.05.</p>
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15 pages, 1233 KiB  
Article
Ethnobotanical Inventory of Plants Used by Mountainous Rural Communities in NW Portugal
by Alexandre Sá, Teresa Letra Mateus, Nuno V. Brito, Cristiana Vieira and Ângela M. Ribeiro
Plants 2024, 13(19), 2824; https://doi.org/10.3390/plants13192824 - 9 Oct 2024
Viewed by 1135
Abstract
Mountains matter. Rural subsistence communities living in areas with high biodiversity, such as mountains, are hotspots of ecological knowledge. However, modern lifestyles may threaten this unique cultural heritage. Our study aimed to document and analyze information on plants used to fulfill the everyday [...] Read more.
Mountains matter. Rural subsistence communities living in areas with high biodiversity, such as mountains, are hotspots of ecological knowledge. However, modern lifestyles may threaten this unique cultural heritage. Our study aimed to document and analyze information on plants used to fulfill the everyday needs of the people in three rural communities in NW Portugal. Fieldwork was carried out for a period of one year and information was collected through face-to-face semi-structured interviews. A total of 98 species, belonging to 46 families, were identified, and 142 vernacular names were recorded. Ethnobotanical richness was similar among the studied communities. The five most frequently cited species were: Pterospartum tridentatum, Erica arborea, Ruta graveolens, Zea mays and Chamaemelum nobile. Phanerophytes and hemicryptophytes comprise nearly 81% of the list. The top three uses categories (total 14) were: medicine, fuel and ritual. Digestive, skin and respiratory symptoms were the most often conditions treated with plants. Medicinal plants were used fresh and dried, mostly as infusions. The insights gathered here are important for the preservation of the cultural heritage of the local communities. Moreover, the data are of considerable scientific interest because it provides the fundaments for future studies that aim to validate/invalidate specific uses. Full article
(This article belongs to the Special Issue New Insights into Ethnobotany and Ethnoecology)
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<p>Uses for all plants mentioned and identified to the species level (98 species) as categorized into 14 classes. (<b>A</b>) Proportion of reports per category. (<b>B</b>) Proportion of species per category. Medicinal purpose was the most frequently cited (36.48%, 232 mentions) and the most species-diverse category (26.37%, 53 species).</p>
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<p>Details about the ethnobotanical resources exploited by three studies communities of NW Portugal: (<b>A</b>) plant families, (<b>B</b>) life form and (<b>C</b>) broad habitat groups where harvested.</p>
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<p>Details about human health afflictions treated with local plants. (<b>A</b>) Health disorders reported as categorized according to ICPC2. (<b>B</b>) Preparation mode of remedies. (<b>C</b>) Plant condition (fresh or dried) when preparing the remedy. General unspecified—all ills; UNK—specific illness unidentified.</p>
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<p>Geographic location of the three studied communities in NW Portugal: 1. Castro Laboreiro, 2. Serra d’Arga, 3. Soajo. Inset shows placement in the Iberian Peninsula. Photography of one informant teaching us how to use <span class="html-italic">Pterospartum tridentatum</span> flowers to make adornments.</p>
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29 pages, 1811 KiB  
Review
New Insights Concerning Phytophotodermatitis Induced by Phototoxic Plants
by Cristina Grosu (Dumitrescu), Alex-Robert Jîjie, Horaţiu Cristian Manea, Elena-Alina Moacă, Andrada Iftode, Daliana Minda, Raul Chioibaş, Cristina-Adriana Dehelean and Cristian Sebastian Vlad
Life 2024, 14(8), 1019; https://doi.org/10.3390/life14081019 - 16 Aug 2024
Viewed by 1583
Abstract
The present review explores the underlying mechanisms of phytophotodermatitis, a non-immunologic skin reaction triggered by certain plants followed by exposure to ultraviolet radiation emitted by sunlight. Recent research has advanced our understanding of the pathophysiology of phytophotodermatitis, highlighting the interaction between plant-derived photosensitizing [...] Read more.
The present review explores the underlying mechanisms of phytophotodermatitis, a non-immunologic skin reaction triggered by certain plants followed by exposure to ultraviolet radiation emitted by sunlight. Recent research has advanced our understanding of the pathophysiology of phytophotodermatitis, highlighting the interaction between plant-derived photosensitizing compounds (e.g., furanocoumarins and psoralens) and ultraviolet light leading to skin damage (e.g., erythema, fluid blisters, edema, and hyperpigmentation), identifying these compounds as key contributors to the phototoxic reactions causing phytophotodermatitis. Progress in understanding the molecular pathways involved in the skin’s response to these compounds has opened avenues for identifying potential therapeutic targets suitable for the management and prevention of this condition. The review emphasizes the importance of identifying the most common phototoxic plant families (e.g., Apiaceae, Rutaceae, and Moraceae) and plant species (e.g., Heracleum mantegazzianum, Ruta graveolens, Ficus carica, and Pastinaca sativa), as well as the specific phytochemical compounds responsible for inducing phytophototoxicity (e.g., limes containing furocoumarin have been linked to lime-induced photodermatitis), underscoring the significance of recognizing the dangerous plant sources. Moreover, the most used approaches and tests for accurate diagnosis such as patch testing, Wood’s lamp examination, or skin biopsy are presented. Additionally, preventive measures such as adequate clothing (e.g., long-sleeved garments and gloves) and treatment strategies based on the current knowledge of phytophotodermatitis including topical and systemic therapies are discussed. Overall, the review consolidates recent findings in the field, covering a diverse array of phototoxic compounds in plants, the mechanisms by which they trigger skin reactions, and the implications for clinical management. By synthesizing these insights, we provide a comprehensive understanding of phytophotodermatitis, providing valuable information for both healthcare professionals and researchers working to address this condition. Full article
(This article belongs to the Section Plant Science)
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<p>Schematic representation depicting Type I and Type II phototoxic response.</p>
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<p>Schematic representation of the developmental stages of phytophotodermatitis. The figures in the diagram were created using the Flaticon platform and Servier Medical Art (licensed under Creative Commons Attribution 3.0 Unported License).</p>
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19 pages, 1004 KiB  
Article
An Evaluation of Sex-Specific Pharmacokinetics and Bioavailability of Kokusaginine: An In Vitro and In Vivo Investigation
by Kaiqi Shang, Chengyu Ge, Yindi Zhang, Jing Xiao, Shao Liu and Yueping Jiang
Pharmaceuticals 2024, 17(8), 1053; https://doi.org/10.3390/ph17081053 - 9 Aug 2024
Viewed by 888
Abstract
Kokusaginine is a bioactive ingredient extracted from Ruta graveolens L., which has a range of biological activities. Its pharmacokinetic (PK) properties are particularly important for clinical applications; however, they have not been fully elucidated. In addition, the effect of sex differences on drug [...] Read more.
Kokusaginine is a bioactive ingredient extracted from Ruta graveolens L., which has a range of biological activities. Its pharmacokinetic (PK) properties are particularly important for clinical applications; however, they have not been fully elucidated. In addition, the effect of sex differences on drug metabolism is increasingly being recognized, but most studies have ignored this important factor. This study aims to fill this knowledge gap by taking an in-depth look at the PK properties of kokusaginine and how gender affects its metabolism and distribution in the body. It also lays the foundation for clinical drug development. In this study, a sensitive ultra-high-performance liquid chromatography (UPLC) method was developed and validated for quantifying kokusaginine in Sprague Dawley (SD) rat plasma and tissue homogenates. Metabolic stability was evaluated in vitro using gender-specific liver microsomes. Innovatively, we incorporated sex as a variable into both in vitro and in vivo PK studies in SD rats, analyzing key parameters with Phoenix 8.3.5 software. The developed UPLC method demonstrated high sensitivity and precision, essential for PK analysis. Notably, in vitro studies revealed a pronounced sex-dependent metabolic variability (p < 0.05). In vivo, gender significantly affected the Area Under the Moment Curve (AUMC)(0-∞) of the plasma PK parameter (p < 0.05) and the AUMC(0-t) of brain tissue (p < 0.0001), underscoring the necessity of sex-specific PK assessments. The calculated absolute bioavailability of 71.13 ± 12.75% confirmed the favorable oral absorption of kokusaginine. Additionally, our innovative tissue-plasma partition coefficient (Kp) analysis highlighted a rapid and uniform tissue distribution pattern. This study presents a sex-inclusive PK evaluation of kokusaginine, offering novel insights into its metabolic profile and distribution. These findings are instrumental for informing clinical medication practices, dosage optimization, and a nuanced understanding of drug efficacy and safety in a sex-specific context. Full article
(This article belongs to the Section Pharmaceutical Technology)
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<p>Specialty chromatogram of kokusaginine in rat plasma (1, kokusaginine; 2, dictamine).</p>
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<p>Specialty chromatogram of kokusaginine in the heart, liver, spleen, lung, kidney, and brain of rats. ((<b>a</b>), blank sample; (<b>b</b>), a blank sample spiked at the LLOQs; (<b>c</b>), a sample taken from a rat 120 min after oral administration of 28 mg/kg kokusaginine; 1, kokusaginine; 2, dictamine).</p>
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<p>Residual effects of kokusaginine in rat plasma (1, Kokusaginine; 2, Dictamine).</p>
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<p>Metabolic elimination curve of kokusaginine in male and female rat liver microsomes (Data are Mean ± SD, <span class="html-italic">n</span> = 3, Equal Sex Ratio, ** <span class="html-italic">p</span> &lt; 0.01, **** <span class="html-italic">p</span> &lt; 0.0001, ns—not significant. compared to the male group).</p>
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<p>Plasma concentration-time curves of kokusaginine in rats after oral administration of kokusaginine 28 mg/kg and i.v. administration 7 mg/kg (Data are Mean ± SD, <span class="html-italic">n</span> = 6, Equal Sex Ratio).</p>
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<p>Tissue distribution of kokusaginine in rat tissues after oral administration of 28 mg/kg kokusaginine. (Data are Mean ± SD, <span class="html-italic">n</span> = 4, Equal Sex Ratio).</p>
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<p>Tissue and plasma concentration-time curves of kokusaginine in rats after oral administration of kokusaginine 28 mg/kg (Data are Mean ± SD, <span class="html-italic">n</span> = 4, Equal Sex Ratio).</p>
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<p>Chemical structures of kokusaginine (<b>a</b>) and dictamine (<b>b</b>).</p>
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17 pages, 2616 KiB  
Article
Antifungal Mechanism of Ruta graveolens Essential Oil: A Colombian Traditional Alternative against Anthracnose Caused by Colletotrichum gloeosporioides
by Yeimmy Peralta-Ruiz, Junior Bernardo Molina Hernandez, Carlos David Grande-Tovar, Annalisa Serio, Luca Valbonetti and Clemencia Chaves-López
Molecules 2024, 29(15), 3516; https://doi.org/10.3390/molecules29153516 - 26 Jul 2024
Viewed by 821
Abstract
Here, we report for the first time on the mechanisms of action of the essential oil of Ruta graveolens (REO) against the plant pathogen Colletotrichum gloeosporioides. In particular, the presence of REO drastically affected the morphology of hyphae by inducing changes in [...] Read more.
Here, we report for the first time on the mechanisms of action of the essential oil of Ruta graveolens (REO) against the plant pathogen Colletotrichum gloeosporioides. In particular, the presence of REO drastically affected the morphology of hyphae by inducing changes in the cytoplasmic membrane, such as depolarization and changes in the fatty acid profile where straight-chain fatty acids (SCFAs) increased by up to 92.1%. In addition, REO induced changes in fungal metabolism and triggered apoptosis-like responses to cell death, such as DNA fragmentation and the accumulation of reactive oxygen species (ROS). The production of essential enzymes involved in fungal metabolism, such as acid phosphatase, β-galactosidase, β-glucosidase, and N-acetyl-β-glucosaminidase, was significantly reduced in the presence of REO. In addition, C. gloeosporioides activated naphthol-As-BI phosphohydrolase as a mechanism of response to REO stress. The data obtained here have shown that the essential oil of Ruta graveolens has a strong antifungal effect on C. gloeosporioides. Therefore, it has the potential to be used as a surface disinfectant and as a viable replacement for fungicides commonly used to treat anthracnose in the postharvest testing phase. Full article
(This article belongs to the Special Issue Plant Bioactive Compounds in Pharmaceuticals)
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<p>Effect of REO on membrane potential of <span class="html-italic">C. gloeosporioides</span>: (<b>a</b>,<b>b</b>) control sample, (<b>c</b>) sample treated with 8.2 µg/mL REO after one hour. Scale bars represent 10 µm.</p>
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<p>Effect of REO on the cell constituents release over time: (<b>A</b>) concentration of material released in <span class="html-italic">C. gloeosporioides</span> treated with REO, (<b>B</b>) concentration of released proteins, (<b>C</b>) extracellular pH. Values are the averages of the replicates for all the analyses. Error bars are ±SD of the means. Different lowercase letters in the same treatment mean significant differences among the times (<span class="html-italic">p</span> &lt; 0.05). Different uppercase letters at the same time mean significant differences between treatments (<span class="html-italic">p</span> &lt; 0.05).</p>
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<p><span class="html-italic">C. gloeosporioides</span> (<b>a</b>) control, (<b>b</b>) treated with REO. The germinated conidium after one hour of REO treatment was fixed and stained with Hoechst 33258. The nuclei are fluorescently stained in blue. Scale bars, 10 mm.</p>
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<p>Effect of REO in ROS generation in <span class="html-italic">Colletotrichum gloeosporioides</span>: (<b>a</b>) control sample, (<b>b</b>) sample exposed to REO. Scale bar represents 10 mm.</p>
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<p>Enzymatic production by <span class="html-italic">C. gloeosporioides</span> in Czapek broth treated with REO (8.2 µg/mL). Different lowercase letters in the column mean a significant difference during time of incubation (<span class="html-italic">p</span> &lt; 0.05), and different uppercase letters in the column mean a significant difference between the treatments.</p>
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15 pages, 1364 KiB  
Article
The Herbicidal Activity of Nano- and MicroEncapsulated Plant Extracts on the Development of the Indicator Plants Sorghum bicolor and Phaseolus vulgaris and Their Potential for Weed Control
by Marco Antonio Tucuch-Pérez, Evelyn Isabel Mendo-González, Antonio Ledezma-Pérez, Anna Iliná, Francisco Daniel Hernández-Castillo, Cynthia Lizeth Barrera-Martinez, Julia Cecilia Anguiano-Cabello, Elan Iñaky Laredo-Alcalá and Roberto Arredondo-Valdés
Agriculture 2023, 13(11), 2041; https://doi.org/10.3390/agriculture13112041 - 24 Oct 2023
Viewed by 1922
Abstract
Weeds decrease yield in crops through competition for water, nutrients, and light. Due to the circumstances mentioned above and the challenge of the emergence of herbicide-resistant weeds, developing sustainable alternatives becomes imperative. Plant extracts formulated into nano- and micro-encapsulates (NPs) emerge as a [...] Read more.
Weeds decrease yield in crops through competition for water, nutrients, and light. Due to the circumstances mentioned above and the challenge of the emergence of herbicide-resistant weeds, developing sustainable alternatives becomes imperative. Plant extracts formulated into nano- and micro-encapsulates (NPs) emerge as a viable option for weed management. The objectives of this study were to identify phytochemical compounds within the ethanolic extracts of Carya illinoinensis, Ruta graveolens, and Solanum rostratum; determine their pre-emergence herbicidal activity on the indicator plants Sorghum bicolor and Phaseolus vulgaris; produce and characterize NPs with plant extracts; and assess their phytotoxicity under greenhouse conditions. The extracts were provided by Greencorp Biorganiks de México. Phytochemicals were identified through colorimetric assays and HPLC-MS, while pre-emergence tests were conducted in vitro, assessing concentrations of 12.5, 25, and 50% for each extract. NPs were synthesized using the ionotropic pre-gelation method, with size, zeta potential, and encapsulation efficiency (EE) being characterized. Finally, post-emergence tests were carried out in a greenhouse with seedlings. Compounds belonging to the hydroxycinnamic acid, flavonol, methoxyflavonol, hydroxybenzoic acid, methoxyflavone, tyrosol, stilbene, and lignan families were identified in all extracts. The pre-emergence herbicidal activity was observed for all extracts, with germination percentages ranging from 0 to 41% in both indicator plants. NPs exhibited sizes between 290 and 345 nm, zeta potentials ranging from −30 to −35 mV, and EE up to 94%. Finally, enhanced herbicidal activity was observed with plant extract NPs, with the species S. bicolor being more susceptible. NPs containing plant extracts are a viable option for bioherbicide production; however, continued research is necessary to refine formulations and enhance efficacy. Full article
(This article belongs to the Section Crop Protection, Diseases, Pests and Weeds)
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<p>Phytotoxicity and effect on the development of the indicator plants <span class="html-italic">Sorghum bicolor</span> (<b>a</b>) and <span class="html-italic">Phaseolus vulgaris</span> (<b>b</b>) treated with plant extracts and NPs loaded with extracts from <span class="html-italic">Carya illinoinensis</span>, <span class="html-italic">Ruta graveolens</span>, and <span class="html-italic">Solanum rostratum</span>. RCi: ethanolic extract of husk of <span class="html-italic">C. illinoinensis</span> 100%; HCi: ethanolic extract of leaves of <span class="html-italic">C. illinoinensis</span> 100%; Rg: ethanolic extract of <span class="html-italic">R. graveolens</span> 100%; Sr: ethanolic extract of <span class="html-italic">S. rostratum</span> 100%; NPs RCi: NPs of husk of <span class="html-italic">C. illinoinensis</span>; NPs HCi: NPs of leaves of <span class="html-italic">C. illinoinensis</span>; NPs Rg: NPs of <span class="html-italic">R. graveolens</span>; NPs Sr: NPs of <span class="html-italic">S. rostratum</span>; NpsSe: NPs witouth extract; TA: Absolute control. Values with the same letter are not significantly different.</p>
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10 pages, 1428 KiB  
Communication
Antifungal Activity of Rue Essential Oil and Commercial Chitosan on Native Corn Foliar Diseases
by Luis Fernando Ceja-Torres, Sigifredo López-Díaz, María Guadalupe Silva-Ramos, José Teodoro Silva-García, José Roberto Medina-Medrano and Germán Fernando Gutiérrez-Hernández
Plants 2023, 12(19), 3416; https://doi.org/10.3390/plants12193416 - 28 Sep 2023
Cited by 1 | Viewed by 1450
Abstract
Native corn in Cherán, Michoacán, southwestern Mexico, represents a high-impact economic, social, and religious support, although its yield is low due to fungal diseases. Fungicides are mainly used for their control, but the fungi involved create resistance. The aims of this study are [...] Read more.
Native corn in Cherán, Michoacán, southwestern Mexico, represents a high-impact economic, social, and religious support, although its yield is low due to fungal diseases. Fungicides are mainly used for their control, but the fungi involved create resistance. The aims of this study are to determine the incidence of foliar diseases in the field, isolate the causal fungi, evaluate the in vitro effect of the essential oil of rue (Ruta graveolens) on them, and identify the secondary metabolites. The essential oil was obtained using the steam distillation technique on fresh plants. Also used was an industrial-grade chitosan, and the commercial fungicide benomyl was used as a positive control. Rue essential oil was characterized by mass spectrometry with ultra-high-performance liquid chromatography with electrospray ionization (UHPLC-ESI). The highest incidence of disease was obtained for leaf rust (35%), followed by gray leaf spot (GLS) (24%) and leaf blight (19%). Rue essential oil inhibited 100% of the mycelial growth of Coniothyrium phyllachorae and 96% of the mycelium of Exseroilum turcicum. The benomyl fungicide effectively inhibited C. phyllachorae (86 to 91%), but not E. turcicum, with the opposite effect when using chitosan by inhibiting 89 to 90% of the latter’s mycelial development. The majority compound of the essential oil of R. graveolens was 2-(3-phenylprop-2-enoyl)chromen-4-one; however, fatty acids were also detected: linoleic, palmitic, and retinoic acid. Full article
(This article belongs to the Special Issue Embracing Systems Thinking in Crop Protection Science)
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<p>Incidence percentage of foliar diseases on native corn in Cherán, Michoacán, Mexico.</p>
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<p>Antifungal activity of chitosan (5 μL) against <span class="html-italic">Coniothirium phyllachorae</span> (<b>a</b>–<b>d</b>) and control fungus (<b>e</b>) at 192 h of evaluation.</p>
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<p>Antifungal activity of rue essential oil (3 μL) against <span class="html-italic">Coniothirium phyllachorae</span> (<b>a</b>–<b>d</b>) with benomyl fungicide (<b>e</b>) and control fungus (<b>f</b>) at 192 h of evaluation.</p>
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<p>Antifungal activity of chitosan (5 µL) against <span class="html-italic">Exserohilum turcicum</span> (<b>a</b>–<b>d</b>) and control fungus (<b>e</b>) at 192 h of evaluation.</p>
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<p>Antifungal activity of rue essential oil (3 µL) against <span class="html-italic">Exserohilum turcicum</span> (<b>a</b>–<b>d</b>) with benomyl fungicide (<b>e</b>) and control fungus (<b>f</b>) at 192 h of evaluation.</p>
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<p>Positive-ion mass fragmentation pattern of semi-volatile cinnamoyl chromone (2-(3-phenylprop-2-enoyl)chromen-4-one) obtained by UHPLC-ESI-MS analyses.</p>
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23 pages, 9974 KiB  
Article
Formulation, Physico-Chemical Characterization, and Evaluation of the In Vitro Release Capacity of the Ruta graveolens L. Phytocomplex from Biodegradable Chitosan and Alginate Microspheres
by Olimpia Daniela Frent, Laura Gratiela Vicas, Narcis Duteanu, Nicoleta Sorina Nemes, Bogdan Pascu, Alin Teusdea, Claudia Mona Morgovan, Mariana Eugenia Muresan, Tunde Jurca, Annamaria Pallag, Ana Maria Vlase, Laurian Vlase, Ioana Dejeu, George Emanuiel Dejeu and Eleonora Marian
Appl. Sci. 2023, 13(17), 9939; https://doi.org/10.3390/app13179939 - 2 Sep 2023
Cited by 2 | Viewed by 1695
Abstract
The objective of this study was to develop microspheres (Ms) from natural materials, chitosan (Ch) and sodium alginate (Na-Alg), that protect Ruta graveolens L. (RG) extract against temperature, pH, and the oxidative impact of degradation. The microspheres also masked the unpleasant taste by [...] Read more.
The objective of this study was to develop microspheres (Ms) from natural materials, chitosan (Ch) and sodium alginate (Na-Alg), that protect Ruta graveolens L. (RG) extract against temperature, pH, and the oxidative impact of degradation. The microspheres also masked the unpleasant taste by enclosing them in a biodegradable polymeric matrix. First, the total polyphenols, total flavonoid content, and antioxidant activity were quantified spectrophotometrically. Individual polyphenol contents were identified and quantified by high-performance liquid chromatography (HPLC) with UV detection. The RG extract was encapsulated in microspheres of chitosan–sodium alginate–Ruta graveolens L. extract (CARG-Ms) using two distinct procedures (method 1, in which the RG extract was added to the Ch solution and the Na-Alg solution was dripped into this mixture, and method 2, in which the RG extract was added to the Na-Alg solution and then dripped into the Ch solution) to determine which method was more advantageous. All microspheres were evaluated and characterized by confocal laser-scanning microscopy (CLSM), scanning electron microscopy (SEM), optical scanning, entrapping efficiency (EE%), swelling index (SWL%), and in vitro release (RGrel%), and all results underwent univariate and multivariate analysis using a regression model. Following these tests, it was observed that the extract had an appreciable flavonoid content of 37.98%, with antioxidant properties evidenced by the 54.25% inhibition of DPPH. Of the polyphenolic compounds identified in the extract by using the HPLC method, rutin was present in the highest amount, at 745.17 μg/mL. The microspheres prepared by method 2, which contained the highest concentration of chitosan, had several desirable properties, including a high degree of roughness, high entrapping efficiency (75%), a wrinkled appearance, a better in vitro release capacity, and a lower SWL%. On the other hand, CARG-Ms prepared by method 1, which contained a smaller concentration of Ch, had faster swelling and slower release of the extract due to the lower entrapping efficiency (35%). These results suggest that the concentration of wall material and the preparation method play important roles in the encapsulation process and final particle characteristics. According to the obtained results, after the multivariate statistical analysis, it can be observed that the microspheres prepared via method 2 of the complex coacervation process were the most efficient for encapsulating rue extract in microspheres, because the extract was protected against degradation from the gastrointestinal tract. Full article
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<p>Schematic representation of the two methods for the preparation of microspheres with RG extract.</p>
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<p>SEM analysis of microspheres with/without RG extract.</p>
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<p>Example of optical images under transmitted light for the first empty sample (<b>left</b>), first sample prepared by method 1 (<b>middle</b>), and first sample prepared by method 2 (<b>right</b>).</p>
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<p>Browning index (BI) pixel coding of transmittance scanned images for the first empty sample, the first sample prepared by method 1, and first sample prepared by method 2 (from left to right, corresponding to <a href="#applsci-13-09939-f003" class="html-fig">Figure 3</a>).</p>
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<p>Reflective scanned images for the first empty sample (<b>left</b>), first sample prepared by method 1 (<b>middle</b>), and the first sample prepared by method 2 (<b>right</b>).</p>
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<p>Browning index (BI) pixel coding of reflective scanned images for the first empty sample, the first sample prepared by method 1, and the first sample prepared by method 2 (from left to right, corresponding to <a href="#applsci-13-09939-f005" class="html-fig">Figure 5</a>).</p>
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18 pages, 5429 KiB  
Article
Ruta graveolens: Boost Melanogenic Effects and Protection against Oxidative Damage in Melanocytes
by Pazilaiti Ainiwaer, Zuopeng Li, Deng Zang, Lan Jiang, Guoan Zou and Haji Akber Aisa
Antioxidants 2023, 12(8), 1580; https://doi.org/10.3390/antiox12081580 - 8 Aug 2023
Cited by 1 | Viewed by 2005
Abstract
Vitiligo, an acquired depigmentation disorder, is characterized by the loss of functional melanocytes and epidermal melanin. In recent years, research has focused on promoting melanin biosynthesis and protecting melanocytes to reduce stress-related damage for the purpose of applying it to vitiligo treatment. Ruta [...] Read more.
Vitiligo, an acquired depigmentation disorder, is characterized by the loss of functional melanocytes and epidermal melanin. In recent years, research has focused on promoting melanin biosynthesis and protecting melanocytes to reduce stress-related damage for the purpose of applying it to vitiligo treatment. Ruta graveolens L. has been utilized as a medicinal herb in diverse traditional medicine systems to address conditions like vitiligo. In this investigation, we isolated and purified 16 unique alkaloid compounds from the chloroform extracts of R. graveolens, encompassing a new quinoline alkaloid and several recognized compounds. Bioactivity analysis showed that compound 13, an alkaloid derived from R. graveolens, promotes melanin production while protecting PIG3V melanocytes against 4-tert-butylphenol (4-TBP)-induced oxidative damage by downregulating endoplasmic reticulum (ER) stress and pro-inflammatory cytokines through interleukin-6 (IL-6) regulation. Additionally, the compound suppressed the expression of Bip, IRE1, p-IRE1, and XBP-1 proteins, suggesting a potential antioxidant function. These findings suggest that compound 13 isolated from R. graveolens can augment melanogenesis in melanocytes, reduce endoplasmic reticulum (ER) stress, and ameliorate vitiligo exacerbation. The melanogenic activity observed in the chloroform fraction emphasizes R. graveolens’s potential as a novel therapeutic target for vitiligo treatment, warranting further exploration in future studies. Full article
(This article belongs to the Section Health Outcomes of Antioxidants and Oxidative Stress)
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<p>The structures of the compounds isolated from <span class="html-italic">R. graveolens,</span> *—new compound.</p>
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<p>Selected key <sup>1</sup>H–<sup>1</sup>H COSY, HMBC, and NOESY correlations of compound <b>1</b>.</p>
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<p>Experimental and calculated ECD spectra of compound <b>1</b>.</p>
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<p>Preliminary screening for anti-vitiligo activities of different polarity fractions from <span class="html-italic">R. graveolens.</span> NC represents the solvent DMSO control group; 8-Methoxypsoralen (8-MOP) is a positive group with a concentration of 50 µm compared with the blank control group NC (n = 3; *** <span class="html-italic">p</span> &lt; 0.001, **** <span class="html-italic">p</span> &lt; 0.0001); ns: there is no statistical difference. YX-L is chloroform extract; YX-S is petroleum ether extract; YX-Y is ethyl acetate extract; YX-Z is <span class="html-italic">n</span>-butanol extract.</p>
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<p>Effect of petroleum ether and chloroform fractions of <span class="html-italic">R. graveolens</span> on tyrosinase activity and melanin contents. NC represents the solvent DMSO control group; 8-Methoxypsoralen (8-MOP) is a positive control group with a concentration of 50 µm (n = 3; ** <span class="html-italic">p</span> &lt; 0.01, **** <span class="html-italic">p</span> &lt; 0.0001 compared with the blank control group NC; <sup>##</sup><span class="html-italic">p</span> &lt; 0.01, <sup>###</sup> <span class="html-italic">p</span> &lt; 0.001, <sup>####</sup> <span class="html-italic">p</span> &lt; 0.0001, compared with the positive control group).</p>
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<p>Stimulation of melanin content of B16 cells by chloroform fractions of <span class="html-italic">R. graveolens.</span> Results were presented as the mean ± SD (n = 3), **** <span class="html-italic">p</span> &lt; 0.0001.</p>
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<p>Stimulation of melanin content of B16 cells by compound <b>13</b> of <span class="html-italic">R. graveolens</span>. NC is negative control; 8-MOP is positive control; * <span class="html-italic">p</span> &lt; 0.05, **** <span class="html-italic">p</span> &lt; 0.0001 versus untreated control; n = 3. NS: Not statistically significant.</p>
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<p>Effect of <b>13</b> on melanin contents and TYR activity in B16 melanoma cells. NC is negative control; 8-MOPis positive control; * <span class="html-italic">p</span> &lt; 0.05, ** <span class="html-italic">p</span> &lt; 0.01, *** <span class="html-italic">p</span> &lt; 0.001, **** <span class="html-italic">p</span> &lt; 0.0001 versus untreated control; n = 3. NS: Not statistically significant.</p>
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<p>Effects of <b>13</b> on 4-TBP-induced oxidative injury in PIG3V melanocytes: (<b>A</b>) Morphological changes in compound <b>13</b>-treated PIG3V cells at 200× magnification. (<b>B</b>) Effects of different concentrations (0–10 µM) of <b>13</b> on the cell viability of PIG3V melanocytes. (<b>C</b>). Effects of different concentrations (0–10 µM) of compound <b>13</b> after 4-TBP-induced oxidative injury measured by the CCK-8 assay (**** <span class="html-italic">p</span> &lt; 0.0001 versus 0 h, n = 3). NS: Not statistically significant.</p>
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<p>Effects of compound <b>13</b> on 4-TBP-induced ROS generation and cytokine IL-6 expression in PIG3V cells: (<b>A</b>,<b>B</b>) ELISA indicates decreased IL-6 levels in PIG3V melanocytes treated with <b>13</b> versus 4-TBP controls (** <span class="html-italic">p</span> &lt; 0.01 versus 4-TBP controls, *** <span class="html-italic">p</span> &lt; 0.001 versus 4-TBP controls). (<b>C</b>) Measurement of fluorescence intensities of the DCFH-DA probe at an excitation of 500 nm and emission of 530 nm after ROS generation (**** <span class="html-italic">p</span> &lt; 0.0001 versus 4-TBP controls, n = 3). (<b>D</b>) Micrographs taken under a fluorescence microscope. NS: Not statistically significant.</p>
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<p>Compound <b>13</b> inhibits 4-TBP-induce upregulation of the IRE1 initiation arm of UPR: (<b>A</b>) Western blot analysis of Bip, IRE1, p-IRE1, and XBP-1s in PIG3V melanocytes treated with 4-TBP and compound <b>13</b>. (<b>B</b>) Expression levels of each protein. The protein band density determined using the Photoshop program (* <span class="html-italic">p</span> &lt; 0.0001 versus 4-TBP controls, *** <span class="html-italic">p</span> &lt; 0.001, **** <span class="html-italic">p</span> &lt; 0.0001 versus 4-TBP controls, n = 3). NS: Not statistically significant.</p>
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<p>Compound <b>13</b> inhibited 4-TBP-induced production of IL-6 by interfering with UPR. Decreased production of IL-6 in <b>13</b>-treated PIG3V cells exposed to either rapamycin or salicylaldehyde (SA) after treatment with 4-TBP, and decreased expression levels of IL-6 after co-treatment with <b>13</b> versus 4-TBP controls (*** <span class="html-italic">p</span> &lt; 0.001, **** <span class="html-italic">p</span> &lt; 0.0001, n = 3).</p>
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18 pages, 3087 KiB  
Article
Combinations of Echinacea (Echinacea purpurea) and Rue (Ruta gravolens) Plant Extracts with Lytic Phages: A Study on Interactions
by Xymena Stachurska, Małgorzata Mizielińska, Magdalena Ordon and Paweł Nawrotek
Appl. Sci. 2023, 13(7), 4575; https://doi.org/10.3390/app13074575 - 4 Apr 2023
Cited by 3 | Viewed by 1956
Abstract
The use of combined biocontrol strategies to combat bacterial-related issues is an increasingly popular approach. Therefore, a novel investigation was performed, where interactions of lytic bacteriophages (MS2, T4 and phi6) and methanolic plant extracts (Echinacea purpurea (EP) and Ruta graveolens (RG)) in [...] Read more.
The use of combined biocontrol strategies to combat bacterial-related issues is an increasingly popular approach. Therefore, a novel investigation was performed, where interactions of lytic bacteriophages (MS2, T4 and phi6) and methanolic plant extracts (Echinacea purpurea (EP) and Ruta graveolens (RG)) in the bacterial environment have been examined to understand their application potential and limitations. Due to the complexity of these interactions, many up-to-date techniques were used (microdilution method, phage extract coincubation assay, static interactions synographies and dynamic growth profile experiments in a bioreactor). As a result of our study, antagonism interactions were observed: EP and RG extracts showed antiphage and bacterial stimulating activity. Effects caused by low extract concentrations on microorganisms depended on the species of phage and bacteria, while high concentrations suppressed bacterial lysis in general. Moreover, interactions observed in the static environment differed from those performed in a dynamic environment, showing the importance of performing multiple analyses when investigating such complex mixtures. Full article
(This article belongs to the Special Issue Antibacterial Activity of Plant Extracts)
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<p>Synogram showing the distribution of phage–extract combinations against the bacterial inoculum.</p>
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<p>Bacterial biomass-altering activity of the tested plant extracts, measured after 24 h of incubation. <span class="html-italic">Echinacea purpurea</span> extract activity assessed by the microdilution method, (<b>A</b>) and <span class="html-italic">Ruta graveolens</span> extract activity assessed by the microdilution method (<b>B</b>). Error bars represent standard deviation (SD) between the samples. The means sharing the star asterisk are significantly different from the control (extract concentration 0%) at <span class="html-italic">p</span> ≤ 0.05.</p>
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<p>Phage titres (MS2, phi6 and T4) after 24 h exposure to different concentrations of plant extracts: results after coincubation of phages with <span class="html-italic">Echinacea purpurea</span> extract, (<b>A</b>) and after coincubation of phages with <span class="html-italic">Ruta graveolens</span> extract (<b>B</b>). Error bars represent standard deviation between the samples. The means sharing the star asterisk are significantly different from the control at <span class="html-italic">p</span> ≤ 0.05.</p>
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<p>Effects of phage–extract combinations on host bacterial growth. Coloured heatmaps represent OD<sub>600nm</sub> measurements, and black and white heatmaps represent corresponding fluorescence measurements. Combined treatment of phages with the <span class="html-italic">Echinacea purpurea</span> extract (<b>A</b>–<b>A”</b>), combined treatment of phages with the <span class="html-italic">Ruta graveolens</span> extract (<b>B</b>–<b>B”</b>). Synograms (t = 24 h) represent the mean reduction (% of the control) or activity (% of the control) percentage of each treatment from the three replicates.</p>
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<p>Bacteriophage lytic kinetics with different extract concentrations, chosen in the synogram experiment. Combined treatment of phages with the <span class="html-italic">Echinacea purpurea</span> extract (phi6 (<b>A</b>); MS2 (<b>A’</b>); T4 (<b>A”</b>)), combined treatment of phages with the <span class="html-italic">Ruta graveolens</span> extract (phi6 (<b>B</b>); MS2 (<b>B’</b>); T4 (<b>B”</b>); phi6 exported results of the chosen curves from the B graph (<b>B</b>(<b>II</b>))).</p>
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<p>SEM micrographs of the mixtures of bacteria <span class="html-italic">P. syringae</span> and phage phi6 (<b>A</b>), compared to the same mixture of <span class="html-italic">P. syringae</span> and phi6, but with the addition of 0.049% <span class="html-italic">Echinacea purpurea</span> extract (<b>B</b>).</p>
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16 pages, 3339 KiB  
Review
Ruta angustifolia Pers. (Narrow-Leaved Fringed Rue): Pharmacological Properties and Phytochemical Profile
by Christian Bailly
Plants 2023, 12(4), 827; https://doi.org/10.3390/plants12040827 - 13 Feb 2023
Cited by 6 | Viewed by 3812
Abstract
The genus Ruta in the family Rutaceae includes about 40 species, such as the well-known plants R. graveolens L. (common rue) or R. chalepensis L. (fringed rue), but also much lesser-known species such as R. angustifolia Pers. (narrow-leaved fringed rue). This rue specie, [...] Read more.
The genus Ruta in the family Rutaceae includes about 40 species, such as the well-known plants R. graveolens L. (common rue) or R. chalepensis L. (fringed rue), but also much lesser-known species such as R. angustifolia Pers. (narrow-leaved fringed rue). This rue specie, originating from the Mediterranean region, is well-distributed in Southeast Asia, notably in the Indo-Chinese peninsula and other territories. In some countries, such as Malaysia, the plant is used to treat liver diseases and cancer. Extracts of R. angustifolia display antifungal, antiviral and antiparasitic effects. Diverse bioactive natural products have been isolated from the aerial parts of the plant, notably quinoline alkaloids and furocoumarins, which present noticeable anti-inflammatory, antioxidant and/or antiproliferative properties. The present review discusses the main pharmacological properties of the plant and its phytoconstituents, with a focus on the anticancer activities evidenced with diverse alkaloids and terpenoids isolated from the aerial parts of the plant. Quinoline alkaloids such as graveoline, kokusaginine, and arborinine have been characterized and their mode of action defined. Arborinine stands as a remarkable inhibitor of histone demethylase LSD1, endowed with promising anticancer activities. Other anticancer compounds, such as the furocoumarins chalepin and rutamarin, have revealed antitumor effects. Their mechanism of action is discussed together with that of other bioactive natural products, including angustifolin and moskachans. Altogether, R. angustifolia Pers. presents a rich phytochemical profile, fully consistent with the traditional use of the plant to treat cancer. This rue species, somewhat neglected, warrant further investigations as a medicinal plant and a source of inspiration for drug discovery and design. Full article
(This article belongs to the Collection Feature Papers in Plant Protection)
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<p>The plant <span class="html-italic">Ruta angustifolia</span> Pers. (FloresAlpes, <a href="https://www.florealpes.com" target="_blank">https://www.florealpes.com</a>) accessed on 17 December 2022.</p>
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<p>An essential oil manufactured from the aerial parts of <span class="html-italic">Ruta angustifolia</span> Pers. contained essentially 2-ketone derivatives, principally 2-undecanone and 2-decanone, which display antifungal and anti-inflammatory properties [<a href="#B6-plants-12-00827" class="html-bibr">6</a>,<a href="#B16-plants-12-00827" class="html-bibr">16</a>].</p>
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<p>Inhibition of HCV RNA replication by the alkaloids pseudane IX, γ-fagarine, arborinine, and kokusaginine isolated from <span class="html-italic">Ruta angustifolia</span> Pers. The most potent alkaloid is pseudane IX which inhibited replication more potently than the reference product ribavirin (IC<sub>50</sub> = 1.4 and 2.8 µg/mL, respectively) [<a href="#B21-plants-12-00827" class="html-bibr">21</a>].</p>
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<p>Graveoline is an inhibitor of isocitrate lyase 1 (ICL1) from the fungus <span class="html-italic">Candida albicans</span> [<a href="#B19-plants-12-00827" class="html-bibr">19</a>]. The enzyme catalyzes the cleavage of isocitrate to succinate and glyoxylate. The analogue graveoline is not active against ICL1 but displays antiangiogenic properties. These two quinoline alkaloids can be found in <span class="html-italic">Ruta</span> species, including <span class="html-italic">R. angustifolia</span> Pers.</p>
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<p>The structure of arborinine and its action as an inhibitor of histone lysine-specific demethylase 1 (LSD1), which is frequently overexpressed in cancer cells. Via this process, arborinine impairs the EMT dynamic (epithelial–mesenchymal transition) and reduces aggressivity of cancer cells in terms of survival, growth, dissemination and metastasis. Administered orally, arborinine can reduce tumor growth in a xenograft model of gastric cancer in mice [<a href="#B60-plants-12-00827" class="html-bibr">60</a>].</p>
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<p>Structural analogy between arborinine and other bi, tri or tetracyclic alkaloids with a 1-methylquinolin-4-one (echinopsine) unit. These compounds represent potential LSD1 inhibitors, which may be used to treat diverse human diseases, such as those indicated.</p>
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<p>(<b>a</b>) Structure of rutamarin and (<b>b</b>) its binding to human retinoic X receptor alpha (RXRα). The alkaloid (purple) is bound to the protein dimer (green), in the presence of a SRC1 peptide (orange). (<b>c</b>) A close-up view of rutamarin in the RXRα active site (from PDB structure 3PCU) [<a href="#B78-plants-12-00827" class="html-bibr">78</a>].</p>
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<p>Structure of four coumarins found in <span class="html-italic">R. angustifolia</span> Pers.</p>
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<p>Structure of benzodioxone derivatives found in <span class="html-italic">R. angustifolia</span> Pers.</p>
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14 pages, 1265 KiB  
Review
Parasiticides: Weapons for Controlling Microbial Vector-Borne Diseases in Veterinary Medicine; The Potential of Ethnobotanic/Phytoparasiticides: An Asset to One Health
by Rita Carvalho da Silva, Leonor Meisel, Nóemia Farinha, Orlanda Póvoa and Cristina De Mello-Sampayo
Antibiotics 2023, 12(2), 341; https://doi.org/10.3390/antibiotics12020341 - 6 Feb 2023
Cited by 2 | Viewed by 2196
Abstract
Some ectoparasites are vectors of illness-causing bacteria and viruses, and these are treated with antibiotic and antiviral drugs, which eventually contribute to the excessive use of antimicrobials. Therefore, the control of ectoparasites is crucial, and the challenge will be to manage them in [...] Read more.
Some ectoparasites are vectors of illness-causing bacteria and viruses, and these are treated with antibiotic and antiviral drugs, which eventually contribute to the excessive use of antimicrobials. Therefore, the control of ectoparasites is crucial, and the challenge will be to manage them in a sustainable way. Data from a preliminary ethnobotanical survey was reanalyzed to obtain information on the use of various plant species in companion animals and livestock as ectoparasiticides. The survey responses were reviewed for traditional use of plants as ectoparasiticides, and cross-sectional bibliographic research was undertaken. The following plants were selected among the nine mentioned plants: Juglans regia, Daphne gnidium and Ruta graveolens, which have the most potential to be developed as veterinary ectoparasiticides. Moreover, the absence of published data for Plantago lanceolata and Cistus populifolius suggests that their traditional use as ectoparasiticides is noted here for the first time. In summary, these plants could give promising plant-derived veterinary ectoparasiticides that, ultimately, will help reduce and even avoid the excessive use of antimicrobials. Full article
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<p>Percentage of phytoectoparasiticides use by different animal species.</p>
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<p>Schematic representation of data selection from the collected survey responses.</p>
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<p>Consort diagram of the literature research.</p>
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18 pages, 1188 KiB  
Article
The Influence of Exogenous Phenylalanine on the Accumulation of Secondary Metabolites in Agitated Shoot Cultures of Ruta graveolens L.
by Agnieszka Szewczyk, Wojciech Paździora and Halina Ekiert
Molecules 2023, 28(2), 727; https://doi.org/10.3390/molecules28020727 - 11 Jan 2023
Cited by 10 | Viewed by 1850
Abstract
This study aimed to examine the influence of the addition of a precursor (phenylalanine) on the accumulation of secondary metabolites in agitated shoot cultures of Ruta graveolens. Cultures were grown on Linsmaier and Skoog (LS) medium, with plant growth regulators (0.1 mg/L α-naphthaleneacetic [...] Read more.
This study aimed to examine the influence of the addition of a precursor (phenylalanine) on the accumulation of secondary metabolites in agitated shoot cultures of Ruta graveolens. Cultures were grown on Linsmaier and Skoog (LS) medium, with plant growth regulators (0.1 mg/L α-naphthaleneacetic acid—NAA—and 0.1 mg/L 6-benzylaminopurine—BAP). Phenylalanine was added to the cultures at a concentration of 1.25 g/L after 4 and 5 weeks of growth cycles. Biomass was collected after 2, 4, and 7 days of precursor addition. Both control and experimental cultures had the same secondary metabolites accumulated. Using the HPLC method, linear furanocoumarins (bergapten, isoimperatorin, isopimpinellin, psoralen, and xanthotoxin), furoquinoline alkaloids (γ-fagarine, 7-isopentenyloxy-γ-fagarine, and skimmianine), and catechin were detected and quantified in the methanolic extracts. In turn, phenolic acids, such as gallic acid, protocatechuic acid, p-hydroxybenzoic acid, syringic acid, p-coumaric acid, and ferulic acid were detected in hydrolysates. The production of phenolic acids and catechin (1.5-fold) was significantly increased by the addition of precursor, while there was no significant effect on the production of coumarins and alkaloids. The highest total content of phenolic acids (109 mg/100 g DW) was obtained on the second day of phenylalanine addition (the fourth week of growth cycles). The dominant phenolic compounds were p-coumaric acid (maximum content 64.3 mg/100 g DW) and ferulic acid (maximum content 35.6 mg/100 g DW). In the case of catechins, the highest total content (66 mg/100 g DW) was obtained on the third day of precursor addition (the fourth week of growth cycles). This study is the first to document the effect of feeding the culture medium with phenylalanine on the accumulation of bioactive metabolites in in vitro cultures of R. graveolens. Full article
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<p>Total content of phenolic acids in the biomass of <span class="html-italic">R. graveolens</span> agitated shoot cultures (4- and 5-week growth cycle, time after addition of phenylalanine [PheAla]: 2, 4, and 7 days).</p>
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<p>Total content of furanocoumarins in the biomass of <span class="html-italic">R. graveolens</span> agitated shoot cultures (4- and 5-week growth cycle, time after addition of phenylalanine [PheAla]: 2, 4, and 7 days).</p>
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<p>Total content of alkaloids in the biomass of <span class="html-italic">R. graveolens</span> agitated shoot cultures (4- and 5-week growth cycle, time after addition of phenylalanine [PheAla]: 2, 4, and 7 days).</p>
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17 pages, 4321 KiB  
Article
Chemical Composition and Antifungal Activity of Zanthoxylum armatum Fruit Essential Oil against Phytophthora capsici
by Jingjing Yang, Qizhi Wang, Linwei Li, Pirui Li, Min Yin, Shu Xu, Yu Chen, Xu Feng and Bi Wang
Molecules 2022, 27(23), 8636; https://doi.org/10.3390/molecules27238636 - 6 Dec 2022
Cited by 5 | Viewed by 2471
Abstract
Pathogenic plant oomycetes cause devastating damage to fruits and vegetables worldwide. Plant essential oils (EOs) are known to be promising candidates for the development of fungicides. In this study, we isolated twelve EOs from Tetradium ruticarpum, Tetradium daniellii, Tetradium fraxinifolium, [...] Read more.
Pathogenic plant oomycetes cause devastating damage to fruits and vegetables worldwide. Plant essential oils (EOs) are known to be promising candidates for the development of fungicides. In this study, we isolated twelve EOs from Tetradium ruticarpum, Tetradium daniellii, Tetradium fraxinifolium, Zanthoxylum armatum, Ruta graveolens, and Citrus medica leaves and fruits. We then investigated their chemical composition and antifungal activity against phytopathogenic oomycetes. Our results demonstrated that Z. armatum fruit essential oil (ZFO) in particular substantially inhibited the mycelial growth of Phytophthora capsici. Similarly, ZFO also strongly suppressed spore production and germination of P. capsici, and the application of ZFO significantly reduced disease symptoms caused by P. capsici in pepper. Furthermore, results from microscopic and biochemical studies indicated that ZFO damaged the ultrastructure and destroyed the membrane integrity of P. capsici, leading to the leakage of the cellular contents and ultimately causing cell death. It was concluded that ZFO could enhance the activities of defense-related enzymes in pepper fruits, which may also be responsible for the inhibition of phytophthora disease. Moreover, linalool and D-limonene were proven to be the primary effective components of ZFO. Our results collectively indicate that ZFO could be a potential candidate for the management of disease caused by P. capsici. Full article
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<p>Gas chromatograms of twelve essential oils (EOs) from Rutaceae plants: <span class="html-italic">T. ruticarpum</span> leaf EO, <span class="html-italic">T. ruticarpum</span> fruit EO, <span class="html-italic">T. daniellii</span> leaf EO, <span class="html-italic">T. daniellii</span> fruit EO, <span class="html-italic">T. fraxinifolium</span> leaf EO, <span class="html-italic">T. fraxinifolium</span> fruit EO, <span class="html-italic">Z. armatum</span> leaf EO, <span class="html-italic">Z. armatum</span> fruit EO (ZFO), <span class="html-italic">R. graveolens</span> leaf EO, <span class="html-italic">R. graveolens</span> fruit EO, <span class="html-italic">C. medica</span> leaf EO, and <span class="html-italic">C. medica</span> fruit EO. See <a href="#molecules-27-08636-t001" class="html-table">Table 1</a> and <a href="#app1-molecules-27-08636" class="html-app">Tables S1–S11</a>, and <a href="#app1-molecules-27-08636" class="html-app">Figures S1–S12</a> for detailed peak characteristics.</p>
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<p>Inhibitory effect of ZFO against <span class="html-italic">Phytophthora capsici</span> in vitro. (<b>A</b>) Colony morphology of <span class="html-italic">P. capsici</span> on V8-agar plants with different concentrations of ZFO. (<b>B</b>) Statistical analysis of colony diameters. Effects of ZFO on (<b>C</b>) sporangium production, (<b>D</b>) zoospore production, and (<b>E</b>) zoospore germination of <span class="html-italic">P. capsici</span>. The vertical bar indicates the standard error (SE) of the mean. Different letters represent significant differences (<span class="html-italic">p</span> &lt; 0.05).</p>
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<p>Control efficacy of ZFO against <span class="html-italic">P. capsici</span> in pepper leaves. The protective and curative efficacies of ZFO in controlling disease caused by <span class="html-italic">P. capsici</span> in pepper leaves were assessed. (<b>A</b>) Disease symptoms were photographed, and (<b>B</b>) the lesion area and (<b>C</b>) control efficacy evaluated. The vertical bar indicates the SE of the mean. Different letters represent significant differences (<span class="html-italic">p</span> &lt; 0.05).</p>
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<p>Control efficacy of the vapor phase of ZFO against <span class="html-italic">P. capsici</span> in pepper fruits. The protective efficacy of the vapor phase of ZFO in controlling disease caused by <span class="html-italic">P. capsici</span> in pepper fruits was assessed. (<b>A</b>) Disease symptoms were photographed and (<b>B</b>) the lesion areas were assessed. The vertical bar indicates the SE of the mean. Different letters represent significant differences (<span class="html-italic">p</span> &lt; 0.05).</p>
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<p>Effects of ZFO on membrane damage and intracellular leakage in <span class="html-italic">P. capsici.</span> (<b>A</b>) Transmission electron microscopy observations were examined to explore the effects of ZFO on the ultrastructure. CM: cell membrane; CW: cell wall; M: mitochondria; V: vacuole; L: lipidosome. (<b>B</b>) The electrical conductivity of <span class="html-italic">P. capsici</span> mycelia suspensions was tested to evaluate the effect of ZFO on cell membrane permeability. (<b>C</b>,<b>D</b>) The effect of ZFO on nucleic acid and protein leakage from <span class="html-italic">P. capsici</span> was investigated. The vertical bar indicates the SE of the mean.</p>
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<p>Effects of ZFO on membrane integrity of <span class="html-italic">P. capsici.</span> The membrane integrity of <span class="html-italic">P. capsici</span> was determined by PI straining. (<b>A</b>) The stained mycelia were photographed under a confocal microscope, and (<b>B</b>) percentages of stained mycelia were assessed. The vertical bar indicates the SE of the mean. Different letters represent significant differences (<span class="html-italic">p</span> &lt; 0.05).</p>
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<p>Effects of ZFO on the activities of (<b>A</b>) PAL, (<b>B</b>) PPO, (<b>C</b>) POD, (<b>D</b>) CHI, and (<b>E</b>) CLU of pepper fruits during storage. The vertical bar indicates the SE of the mean.</p>
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<p>The synergistic effect of linalool and <span class="html-italic">D</span>-limonene against <span class="html-italic">P. capsici.</span> The vertical bar indicates the SE of the mean.</p>
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