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12 pages, 1889 KiB  
Communication
Comprehensive Characterization of Tuber maculatum, New in Uruguay: Morphological, Molecular, and Aromatic Analyses
by Francisco Kuhar, Eva Tejedor-Calvo, Alejandro Sequeira, David Pelissero, Mariana Cosse, Domizia Donnini and Eduardo Nouhra
J. Fungi 2024, 10(6), 421; https://doi.org/10.3390/jof10060421 - 14 Jun 2024
Viewed by 1149
Abstract
Although only a few species of Tuber account for the major truffle sales volume, many species that are not considered delicacies are finding their way to the market, especially in regions where the traditionally appreciated ones do not occur. This is the case [...] Read more.
Although only a few species of Tuber account for the major truffle sales volume, many species that are not considered delicacies are finding their way to the market, especially in regions where the traditionally appreciated ones do not occur. This is the case for whitish truffles. Specimens of whitish truffles were collected in pecan (Carya illinoinensis) orchards in Uruguay in October 2021. Morphological and molecular methods were used to characterize and assess their identity as Tuber maculatum Vittad. An SPME extraction of volatile compounds and GC–MS analyses were performed to characterize the aromatic profile of these specimens and evaluate their potential applications. Among the 60 VOCs detected, 3-octenone (mushroom odor), 3-octanol (moss, nut, mushroom odor), and 2H-pyran-2-one (no odor), followed by octen-1-ol-acetate (no odor) and 2-undecanone (orange, fresh, green odor) were the major compounds in T. maculatum fruiting bodies. The attributes of exotic edible mushrooms of commercial value in the region are highlighted. In particular, this work emphasizes the characteristics of truffles as a byproduct of pecan cultivation. Full article
(This article belongs to the Special Issue New Perspectives on Tuber Fungi)
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Figure 1
<p>Consensus tree showing a monophyletic group (highlighted) containing <span class="html-italic">Tuber maculatum</span> sequences from Uruguay (ectomycorrhizal and voucher specimens among various conspecific sequences from Europe, Asia, and North America). BS and PP support values are indicated above each node. Names in bold indicate sequences from this work. <span class="html-italic">Tuber excavatum</span> was used as an outgroup.</p>
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<p><span class="html-italic">Tuber maculatum</span> FLAB21. (<b>A</b>) Ascomata external view. (<b>B</b>) Ascomata in cross-section with glebal tissue. (<b>C</b>) Prosenchymatous peridial hyphae. (<b>D</b>) Thin section of the peridium. (<b>E</b>) Glebal hyphae. (<b>F</b>) Spores showing ornamentation. Bars: A = 1 cm; B = 2 cm; C, D, E, F = 10 µm.</p>
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<p>Aromatic profile of the most abundant compounds found in <span class="html-italic">Tuber maculatum</span> samples and their respective aroma descriptors found in the literature. Empty spaces correspond to ambiguously described aromas or compounds without available descriptions.</p>
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11 pages, 707 KiB  
Article
Regioselective Claisen–Schmidt Adduct of 2-Undecanone from Houttuynia cordata Thunb as Insecticide/Repellent against Solenopsis invicta and Repositioning Plant Fungicides against Colletotrichum fragariae
by Aigerim Kurmanbayeva, Meirambek Ospanov, Prabin Tamang, Farhan Mahmood Shah, Abbas Ali, Zeyad M. A. Ibrahim, Charles L. Cantrell, Satmbekova Dinara, Ubaidilla Datkhayev, Ikhlas A. Khan and Mohamed A. Ibrahim
Molecules 2023, 28(16), 6100; https://doi.org/10.3390/molecules28166100 - 17 Aug 2023
Cited by 1 | Viewed by 1418
Abstract
The U.S. Department of Agriculture (USDA) has established research programs to fight the phytopathogen Colletotrichum fragariae and the invasive red imported fire ant, Solenopsis invicta. C. fragariae is known to cause anthracnose disease in fruits and vegetables, while S. invicta is known [...] Read more.
The U.S. Department of Agriculture (USDA) has established research programs to fight the phytopathogen Colletotrichum fragariae and the invasive red imported fire ant, Solenopsis invicta. C. fragariae is known to cause anthracnose disease in fruits and vegetables, while S. invicta is known for its aggressive behavior and painful stings and for being the cause of significant damage to crops, as well as harm to humans and animals. Many plants have been studied for potential activity against C. fragariae and S. invicta. Among the studied plants, Houttuynia cordata Thunb has been shown to contain 2-undecanone, which h is known for its antifungal activity against Colletotrichum gloesporioides. Based on the mean amount of sand removed, 2-undecanone showed significant repellency at 62.5 µg/g, similar to DEET (N,N-diethyl-meta-toluamide), against S. invicta. The 2-Undecanone with an LC50 of 44.59 µg/g showed toxicity against S. invicta workers. However, neither H. cordata extract nor 2-undecanone had shown activity against C. fragariae despite their known activity against C. gloesporioides, which in turn motivates us in repositioning 2-undecanone as a selected candidate for a Claisen–Schmidt condensation that enables access to several analogs (2af). Among the prepared analogs, (E)-1-(3-methylbenzo[b]thiophen-2-yl)dodec-1-en-3-one (2b) and (E)-1-(5-bromothiophen-2-yl)dodec-1-en-3-one (2f) showed promising activity against C. fragariae, revealing a distinctive structural activity relationship (SAR). The generated analogs revealed a clear regioselectivity pattern through forming the C=C alkene bond at position C-1. These data open the window for further lead optimization and product development in the context of managing C. fragariae and S. invicta. Full article
(This article belongs to the Section Natural Products Chemistry)
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<p>Mean weights (g) of treated sand removed by the workers of red imported fire ant, released in digging bioassays, with different concentrations of 2-undecanone and DEET. Means within each experiment, not followed by the same letter, are significantly different (Ryan–Einot–Gabriel–Welsch multiple range test, <span class="html-italic">p</span> ≤ 0.05).</p>
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<p>Reagents and conditions: 20% NaOH, reflux, overnight.</p>
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12 pages, 1272 KiB  
Article
GC-MS Analysis and Bioactivity Screening of Leaves and Fruits of Zanthoxylum armatum DC.
by Jie Ma, Liping Ning, Jingyan Wang, Wei Gong, Yue Gao and Mei Li
Separations 2023, 10(8), 420; https://doi.org/10.3390/separations10080420 - 25 Jul 2023
Cited by 2 | Viewed by 2029
Abstract
Zanthoxylum armatum DC. is a plant that has been homologated for medicine and food by the Chinese for three thousand years. In this study, the essential oils of fresh leaves and fruits were extracted by hydrodistillation, the aromas of fresh leaves and fruits [...] Read more.
Zanthoxylum armatum DC. is a plant that has been homologated for medicine and food by the Chinese for three thousand years. In this study, the essential oils of fresh leaves and fruits were extracted by hydrodistillation, the aromas of fresh leaves and fruits were extracted by headspace solid-phase microextraction and their chemical compositions were analyzed by gas chromatography mass spectrometry. The main components of the leaf essential oils were linalool (62.01%), 2-undecanone (9.83%) and 2-tridecanone (5.47%); the fruit essential oils were linalool (72.17%), limonene (8.05%) and sabinene (6.77%); the leaf aromas were limonene (39.15%), β-myrcene (15.8%), sabinene (8.17%) and linalool (5.25%); the fruit aromas were limonene (28.43%), sabinene (13.56%), linalool (11.47%) and β-myrcene (8.64%). By comparison, it was found that the composition of leaf essential oils and fruit essential oils were dominated by oxygenated monoterpenes, while the composition of their aromas were both dominated by monoterpenes; the relative content of non-terpene components in leaf essential oil and leaf aroma is second only to oxygenated monoterpenes, while their content in fruits is low; the chemical composition of leaf aromas and fruit aromas were richer than those of essential oils. In this study, we reported for the first time that the antitumor, tyrosinase inhibition, HMGR inhibition and nitric oxide production inhibition activity of leaf essential oils were stronger than those of fruit essential oils in in vitro tests. The results of the study can provide a reference for the recycling and green low-carbon transformation of the leaves, and also help to deepen the understanding of the value of the volatile chemical constituents of this plant in “forest medicine” or “aromatherapy”, and provide new ideas for the transformation of the value of the plant in the secondary and tertiary industry chain. Full article
(This article belongs to the Section Analysis of Natural Products and Pharmaceuticals)
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<p><span class="html-italic">Z. armatum</span> cultivated by Sichuan Agricultural University (photo Jie Ma).</p>
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<p>Chemical structures of the main chemical components in ZLO, ZFO, ZLA and ZFA. (<b>a</b>) Linalool. (<b>b</b>) 2-Undecanone. (<b>c</b>) 2-Tridecanone. (<b>d</b>) Limonene. (<b>e</b>) Sabinene. (<b>f</b>) β-Myrcene.</p>
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<p>Different effects on cancer cell proliferation inhibition from ZOL and ZOF at 100 μg/mL concentration. Differences between them are not significant if they have a letter with the same label. Differences are significant if they have different letters (<span class="html-italic">p ≤</span> 0.05).</p>
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<p>In vitro tyrosinase inhibition (<b>1</b>), HMGR inhibition in vitro (<b>2</b>) and inhibition of NO production in vitro (<b>3</b>) by ZLO and ZFO. If the letters are the same between groups, it means they are not significantly different. If the letters are different, it means that the differences are significant (<span class="html-italic">p ≤</span> 0.05).</p>
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15 pages, 2509 KiB  
Article
Difference in Volatile Aroma Components of Stropharia rugosoannulata under Two Cultivated Environments Investigated by SPME-GC-MS
by Yanbin Wang, Dan Wu, Yingqi Wu, Xiaoqing Tong, Yuchuan Qin and Liling Wang
Foods 2023, 12(14), 2656; https://doi.org/10.3390/foods12142656 - 10 Jul 2023
Cited by 1 | Viewed by 1464
Abstract
In order to study the effect of both greenhouse and forest cultivating environments on Stropharia rugosoannulata, its volatile aroma compounds were measured by a headspace solid phase micro extractions—gas chromatograph—mass spectrometer (SPME–GC–MS). The optimal adsorption temperature was 75 °C and the optimal [...] Read more.
In order to study the effect of both greenhouse and forest cultivating environments on Stropharia rugosoannulata, its volatile aroma compounds were measured by a headspace solid phase micro extractions—gas chromatograph—mass spectrometer (SPME–GC–MS). The optimal adsorption temperature was 75 °C and the optimal adsorption time was 40 min. A total of 36 volatile aroma compounds were identified by GC–MS, including 8 aldehydes, 2 ketones, 4 alcohols, 15 alkenes, and 4 alkanes. Hexanal, 3-Octanone, 2-Undecanone, (E)-Nerolidol, and (Z)-β-Farnesene made great aromatic contributions. Among them, Hexanal, 3-Octanone, 2-Undecanone were the key aroma compounds for which odor activity values (OAVs) were more than 1. (E)-Nerolidol showed odor modification in the forest samples and showed a key aroma effect in greenhouse samples. (Z)-β-Farnesene showed odor modification in greenhouse samples. 3-Octanone was the largest contributing compound for which the OAV was more than 60. The total content of volatile aroma compounds first increased and then decreased with growth time; it reached the highest level at 48 h: 2203.7 ± 115.2 μg/kg for the forest environment and 4516.6 ± 228.5 μg/kg for the greenhouse environment. The aroma was the most abundant at this time. All samples opened their umbrella at 84 h and become inedible. Principal component analysis (PCA), hierarchical cluster analysis (HCA), and orthogonal partial least squares discriminant analysis (OPLS–DA) were combined to analyze the aroma difference of S. rugosoannulata under two cultivation modes. PCA and HCA could effectively distinguish the aroma difference in different growth stages. Under different culturing methods, the aroma substances and their changes were different. The samples were divided into two groups for forest cultivation, while the samples were divided into three groups for greenhouse cultivation. At the end of growth, the aroma of S. rugosoannulata with the two cultivation modes was very similar. OPLS–DA clearly distinguished the differences between the two cultivation methods; 17 key aroma difference factors with variable importance projection (VIP) > 1 were obtained from SPLS–DA analysis. Full article
(This article belongs to the Section Food Physics and (Bio)Chemistry)
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<p>Effects of the adsorption temperature on the volatile components of <span class="html-italic">S. rugosoannulata</span>.</p>
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<p>Effects of adsorption time on the volatile components of <span class="html-italic">S. rugosoannulata</span>.</p>
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<p>Changes in content for each category of volatile aroma compound in <span class="html-italic">S. rugosoannulata</span> during growth.</p>
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<p>PCA analysis of the characteristic aroma compounds presented in the <span class="html-italic">S. rugosoannulata</span>.</p>
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<p>HCA heat map of volatile aroma compounds in <span class="html-italic">S. rugosoannulata</span> during growth. (G<sub>12–84</sub> samples at 12–84 h for the greenhouse; F<sub>12–84</sub>: samples at 12–84 h for the forest).</p>
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<p>Score chart of OPLS−DA model of volatile aroma compounds in <span class="html-italic">S. rugosoannulata</span>.</p>
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14 pages, 7604 KiB  
Article
The Interaction Relationship of Aroma Components Releasing with Saliva and Chewing Degree during Grilled Eels Consumption
by Xuhui Huang, Huilin Zhao, Renrong Guo, Fei Du, Xiuping Dong and Lei Qin
Foods 2023, 12(11), 2127; https://doi.org/10.3390/foods12112127 - 25 May 2023
Cited by 3 | Viewed by 1518
Abstract
The interaction perception between aroma and oral chewing during food consumption has always been a hot topic in exploring consumers’ preferences and purchase desires. A chewing simulation system was set to find out the effect of key saliva components and chewing time on [...] Read more.
The interaction perception between aroma and oral chewing during food consumption has always been a hot topic in exploring consumers’ preferences and purchase desires. A chewing simulation system was set to find out the effect of key saliva components and chewing time on odorants released with grilled eel meat. Odor release did not always enhance with the degree of chewing, or the amount of saliva released. The breaking up of the tissue structure of the fish meat by the teeth encourages the release of odorants and the participation of saliva partially blocks this process. The release of pyrazine, alcohol, and acid compounds in grilled eel meat peaked within 20–60 s after chewing. Sufficient exposure of saliva to grilled eel meat will inhibit aromatic, ketone, ester, hydrocarbon, and sulfur compounds release. 3-methyl-2-butanol contributed to the subtle aroma differences that arise before and after eating grilled eel meat. Naphthalene, 2-acetylthiazole, 2-decenal, 2-undecanone, 5-ethyldihydro-2(3H)-furanone were the main odorants released in large quantities in the early stages of eating grilled eel and affected the top note. Consequently, the results provided the odorants information in aroma perception during grilled eel consumption and benefited the objective evaluation of grilled eel product optimization. Full article
(This article belongs to the Section Food Physics and (Bio)Chemistry)
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Graphical abstract

Graphical abstract
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<p>Change of aroma release under different chewing systems. (<b>A</b>) was the Box-plot of total odor release during grilled eel meat chewing under pure water system. (<b>B</b>) was the Box-plot of total odor release during grilled eel meat chewing under artificial saliva system. (<b>C</b>) was the Box-plot of total odor release during grilled eel meat chewing under real saliva system. The significance level: * indicated <span class="html-italic">p</span> &lt; 0.05; ** indicated <span class="html-italic">p</span> &lt; 0.01; *** indicated <span class="html-italic">p</span> &lt; 0.001.</p>
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<p>Time dynamic curves of the release of different volatile components during mastication of grilled eel meat under different salivary systems. Relative release ratios were obtained by comparing the corresponding amounts of various compounds before and after chewing. Values &gt; 1 indicated that the release of volatiles after chewing was increased than that before chewing. Different letters in the same curve indicate significant differences (<span class="html-italic">p</span> &lt; 0.05).</p>
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<p>Release curves of different volatile components during mastication of grilled eel meat under different salivary concentrations. The dilution ratio of saliva indicated the proportion of saliva in the system: 0 means no saliva, while 1 means undiluted saliva. Relative release ratios were obtained by comparing the corresponding amounts of various compounds before and after chewing. Values &gt; 1 indicated that the release of volatiles after chewing was increased than that before chewing. Different letters in the same curve indicate significant differences (<span class="html-italic">p</span> &lt; 0.05).</p>
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<p>The characteristic aroma profile of grilled eel meat during different chewing simulation times with real saliva. The aroma profile was drawn by the normalized data of the OAV value raised to the 0.1 power.</p>
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<p>The characteristic aroma profile of grilled eel meat under different real saliva concentrations during chewing simulation. The aroma profile was drawn by the normalized data of the OAV value raised to the 0.1 power.</p>
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<p>The heat map of multidimensional interactive analysis between characteristic aroma compounds and key factors of simulated mastication. Each colored cell on the heat map corresponds to a correlation value between aroma compounds and chewing, enzyme, or inorganic ions. The significance level: * indicated <span class="html-italic">p</span> &lt; 0.05; ** indicated <span class="html-italic">p</span> &lt; 0.01.</p>
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15 pages, 3225 KiB  
Article
Analysis of Volatile Organic Compounds in Milk during Heat Treatment Based on E-Nose, E-Tongue and HS-SPME-GC-MS
by Ning Yuan, Xuelu Chi, Qiaoyan Ye, Huimin Liu and Nan Zheng
Foods 2023, 12(5), 1071; https://doi.org/10.3390/foods12051071 - 2 Mar 2023
Cited by 17 | Viewed by 4184
Abstract
Volatile organic compounds (VOCs) make up milk flavor and are essential attributes for consumers to evaluate milk quality. In order to investigate the influence of heat treatment on the VOCs of milk, electronic nose (E-nose), electronic tongue (E-tongue) and headspace solid-phase microextraction (HS-SPME)–gas [...] Read more.
Volatile organic compounds (VOCs) make up milk flavor and are essential attributes for consumers to evaluate milk quality. In order to investigate the influence of heat treatment on the VOCs of milk, electronic nose (E-nose), electronic tongue (E-tongue) and headspace solid-phase microextraction (HS-SPME)–gas chromatography–mass spectrometry (GC-MS) technology were used to evaluate the changes in VOCs in milk during 65 °C heat treatment and 135 °C heat treatment. The E-nose revealed differences in the overall flavor of milk, and the overall flavor performance of milk after heat treatment at 65 °C for 30 min is similar to that of raw milk, which can maximize the preservation of the original taste of milk. However, both were significantly different to the 135 °C-treated milk. The E-tongue results showed that the different processing techniques significantly affected taste presentation. In terms of taste performance, the sweetness of raw milk was more prominent, the saltiness of milk treated at 65 °C was more prominent, and the bitterness of milk treated at 135 °C was more prominent. The results of HS-SPME-GC-MS showed that a total of 43 VOCs were identified in the three types of milk—5 aldehydes, 8 alcohols, 4 ketones, 3 esters, 13 acids, 8 hydrocarbons, 1 nitrogenous compound, and 1 phenol. The amount of acid compounds was dramatically reduced as the heat treatment temperature rose, while ketones, esters, and hydrocarbons were encouraged to accumulate instead. Furfural, 2-heptanone, 2-undecanone, 2-furanmethanol, pentanoic acid ethyl ester, 5-octanolide, and 4,7-dimethyl-undecane can be used as the characteristic VOCs of milk treated at 135 °C. Our study provides new evidence for differences in VOCs produced during milk processing and insights into quality control during milk production. Full article
(This article belongs to the Section Food Analytical Methods)
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<p>PCA of milk with different processing temperatures.</p>
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<p>Radar map of VOCs in milk processed using different temperatures.</p>
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<p>OPLS-DA 2D score map of milk E-tongue with different temperatures (<b>A</b>) and load diagram (<b>B</b>).</p>
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<p>Changes in VOC content in milk under different temperatures. Different lowercase letters represent significant differences at <span class="html-italic">p</span> &lt; 0.05.</p>
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<p>OPLS-DA 2D score map of milk with different processing temperatures.</p>
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<p>VIP chart of milk VOCs at different processing temperatures.</p>
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<p>Correlation analysis between thermal parameters and VOCs (** <span class="html-italic">p</span> &lt; 0.01, * <span class="html-italic">p</span> &lt; 0.05).</p>
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13 pages, 1853 KiB  
Article
Headspace Solid Phase Micro-Extraction of Volatile Constituents Produced from Saudi Ruta chalepensis and Molecular Docking Study of Potential Antioxidant Activity
by Hanan Y. Aati, Hala Attia, Razan Babtin, Najla Al-Qahtani and Juergen Wanner
Molecules 2023, 28(4), 1891; https://doi.org/10.3390/molecules28041891 - 16 Feb 2023
Cited by 4 | Viewed by 1890
Abstract
Ruta chalepensis L., commonly known as Shazab in Saudi Arabia, is one of the famous culinary plants belonging to the Rutaceae family. It is commonly used in ethnomedicine in treating numerous diseases. This study was performed to characterize the essential oil isolated from [...] Read more.
Ruta chalepensis L., commonly known as Shazab in Saudi Arabia, is one of the famous culinary plants belonging to the Rutaceae family. It is commonly used in ethnomedicine in treating numerous diseases. This study was performed to characterize the essential oil isolated from Saudi species using a relatively new advanced headspace solid-phase microextraction technique. Following that, the antioxidant activity of the extracted oil was assessed using in vitro techniques such as the DPPH and nitric oxide scavenging tests, as well as the reducing power FRAP study and the molecular docking tool. The essential oil yield of the dried plant was 0.83% (v/w). Gas chromatography joined with a mass spectrometer was used to determine the chemical composition of the pale-yellow essential oil. Sixty-eight constituents were detected, representing 97.70% of the total oil content. The major constituents were aliphatic ketones dominated by 2-undecanone (37.30%) and 2-nonanone (20.00%), with minor constituents of mono and sesquiterpenoids chemical classes. Nicotinamide adenine dinucleotide phosphate (NADPH) oxidase is one of the major causes of many contemporary diseases due to its ability to create a reactive oxygen species (ROS). Thus, molecular docking was used to confirm that some oil phytoconstituents have good docking scores compared to the standard antioxidant drug (Vitamin C), indicating great binding compatibility between the (NADPH) oxidase receptor site and the ligand. In conclusion, our findings suggest that the oil could be used safely and as a cost-effective remedy in treating various modern diseases caused by free radical formation. Full article
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<p>GC-MS chromatogram for <span class="html-italic">Ruta chalepensis</span> essential oil compositions. Main components were detected at Rts 22.53, 29.43, and 32.33 and were assigned for 2-Nonanone, 2-Nonyl acetate, and 2-Undecanone, respectively.</p>
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<p>The 2D and 3D interactions of (<b>A</b>) “<span class="html-italic">α</span>-Selinene”, (<b>B</b>) “Bergapten”, (<b>C</b>) “<span class="html-italic">δ</span>-Cadinene”, (<b>D</b>) “(<span class="html-italic">E</span>)-<span class="html-italic">α</span>-bisabolene”, (<b>E</b>) “Psoralen”, (<b>F</b>) “Germacrene D”, and (<b>G</b>) <span class="html-italic">“β</span>-Eudesmol with the receptor NADPH oxidase.</p>
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<p>The 2D and 3D interactions of (<b>A</b>) “<span class="html-italic">α</span>-Selinene”, (<b>B</b>) “Bergapten”, (<b>C</b>) “<span class="html-italic">δ</span>-Cadinene”, (<b>D</b>) “(<span class="html-italic">E</span>)-<span class="html-italic">α</span>-bisabolene”, (<b>E</b>) “Psoralen”, (<b>F</b>) “Germacrene D”, and (<b>G</b>) <span class="html-italic">“β</span>-Eudesmol with the receptor NADPH oxidase.</p>
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<p>The 2D and 3D interactions of (<b>A</b>) “<span class="html-italic">α</span>-Selinene”, (<b>B</b>) “Bergapten”, (<b>C</b>) “<span class="html-italic">δ</span>-Cadinene”, (<b>D</b>) “(<span class="html-italic">E</span>)-<span class="html-italic">α</span>-bisabolene”, (<b>E</b>) “Psoralen”, (<b>F</b>) “Germacrene D”, and (<b>G</b>) <span class="html-italic">“β</span>-Eudesmol with the receptor NADPH oxidase.</p>
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<p>The 2D and 3D interactions of (<b>A</b>) “<span class="html-italic">α</span>-Selinene”, (<b>B</b>) “Bergapten”, (<b>C</b>) “<span class="html-italic">δ</span>-Cadinene”, (<b>D</b>) “(<span class="html-italic">E</span>)-<span class="html-italic">α</span>-bisabolene”, (<b>E</b>) “Psoralen”, (<b>F</b>) “Germacrene D”, and (<b>G</b>) <span class="html-italic">“β</span>-Eudesmol with the receptor NADPH oxidase.</p>
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17 pages, 2819 KiB  
Article
Analysis of Volatile Compounds from Different Parts of Houttuynia cordata Thunb.
by Chen-Hsiang Lin, Louis Kuoping Chao, Li-Yun Lin, Chin-Sheng Wu, Lee-Ping Chu, Chien-Hsueh Huang and Hsin-Chun Chen
Molecules 2022, 27(24), 8893; https://doi.org/10.3390/molecules27248893 - 14 Dec 2022
Cited by 9 | Viewed by 2227
Abstract
Houttuynia cordata Thunb. is a medicinal and edible plant that has been commonly used in traditional Chinese medicine since ancient times. This study used headspace solid-phase microextraction (HS-SPME) and direct injection, combined with gas chromatography (GC) and gas chromatography-mass spectrometry (GC-MS), to identify [...] Read more.
Houttuynia cordata Thunb. is a medicinal and edible plant that has been commonly used in traditional Chinese medicine since ancient times. This study used headspace solid-phase microextraction (HS-SPME) and direct injection, combined with gas chromatography (GC) and gas chromatography-mass spectrometry (GC-MS), to identify the volatile compounds in H. cordata. Extraction from different parts of the plant using different extraction techniques for the identification of volatile compounds were determined. A total of 93 volatile components were analyzed in the leaves, stems, rhizomes, and whole plant samples of H. cordata. The leaves contained more (Z)-3-hexenal, β-myrcene, (Z)-β-ocimene, and (4E,6E)-allo-ocimene; the stems contained more geranyl acetate and nerolidol; and rhizomes contained more α-pinene, β-pinene, limonene, 2-undecanone, and decanoyl acetaldehyde. Among them, the essential oil extracted by HS-SPME could produce more monoterpenes, while direct injection could obtain higher contents of aliphatic ketones, terpene esters, sesquiterpenes, and was more conducive to the extraction of 2-undecanone and decanoyl acetaldehyde. Full article
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<p>Ion chromatogram of volatile compounds from different parts of fresh <span class="html-italic">H. cordata</span> analyzed by HS-SPME: (<b>a</b>) leaf; (<b>b</b>) stem; (<b>c</b>) rhizome; and (<b>d</b>) whole plant.</p>
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<p>Ion chromatogram of volatile compounds from different parts of fresh <span class="html-italic">H. cordata</span> analyzed by HS-SPME: (<b>a</b>) leaf; (<b>b</b>) stem; (<b>c</b>) rhizome; and (<b>d</b>) whole plant.</p>
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<p>Ion chromatogram of volatile compounds in essential oil from different parts of fresh <span class="html-italic">H. cordata</span> analyzed by HS-SPME: (<b>a</b>) leaf; (<b>b</b>) stem; (<b>c</b>) rhizome; and (<b>d</b>) whole plant.</p>
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<p>Ion chromatogram of volatile compounds in essential oil from different parts of fresh <span class="html-italic">H. cordata</span> analyzed by direct injection: (<b>a</b>) leaf; (<b>b</b>) stem; (<b>c</b>) rhizome; and (<b>d</b>) whole plant.</p>
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<p>Comparison of the contents of the major volatile compounds from different parts of fresh <span class="html-italic">H. cordata</span> analyzed by HS-SPME: (<b>a</b>) leaf; (<b>b</b>) stem; (<b>c</b>) rhizome; and (<b>d</b>) whole plant.</p>
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<p>Comparison of the contents of the major volatile compounds in essential oil from different parts of fresh <span class="html-italic">H. cordata</span> analyzed by HS-SPME: (<b>a</b>) leaf; (<b>b</b>) stem; (<b>c</b>) rhizome; and (<b>d</b>) whole plant.</p>
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<p>Comparison of the contents of the major volatile compounds in essential oil from different parts of fresh <span class="html-italic">H. cordata</span> analyzed by direct injection: (<b>a</b>) leaf; (<b>b</b>) stem; (<b>c</b>) rhizome; and (<b>d</b>) whole plant.</p>
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12 pages, 2165 KiB  
Article
Essential oil of Ruta chalepensis L. from Djibouti: Chemical Analysis and Modeling of In Vitro Anticancer Profiling
by Fatouma Mohamed Abdoul-Latif, Abdirahman Elmi, Ali Merito, Moustapha Nour, Arnaud Risler, Ayoub Ainane, Jérôme Bignon and Tarik Ainane
Separations 2022, 9(12), 387; https://doi.org/10.3390/separations9120387 - 23 Nov 2022
Cited by 5 | Viewed by 2364
Abstract
Ruta chalepensis L. (Rutaceae) is a tropical medicinal plant traditionally used in the Republic of Djibouti to treat several diseases, including tumors. In this study, the anticancer activities of this plant from Djibouti were investigated according to an in vitro evaluation method and [...] Read more.
Ruta chalepensis L. (Rutaceae) is a tropical medicinal plant traditionally used in the Republic of Djibouti to treat several diseases, including tumors. In this study, the anticancer activities of this plant from Djibouti were investigated according to an in vitro evaluation method and statistical modeling. The results obtained will make it possible to complete the previous work already published on this genus of plant, in particular by using untested cancer cell lines, such as U87-MG, U2OS, RT4, PC3, NCI-N87, MRC-5, MIA-Paca2, K562, JIMT-T1, HEK293, HCT116, A549, and A2780. The main volatile compound turned out to be 2-undecanone (51.3%). Correlation modeling was performed from the principal component analysis (PCA) of IC50 of the essential oil and four active substances (vinblastine, doxorubicin, combrestatin A4, and monomethyl auristatin E) versus the cancer cell lines tested, which confirmed the effectiveness of the oil against 6 lines: U2OS, NCI-N87, MRC-5, MIA-Paca2, JIMT-T1, and HEK293. These data reveal promising prospects for good biomass management through the future exploitation of the R. chalepensis L. essential oil as a potential source of natural anticancer agents for targeted investigations. Full article
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<p>GC-MS analysis.</p>
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<p>Cytotoxicity curves of the <span class="html-italic">R. chalepensis</span> L. essential oil in 13 cancer cell lines.</p>
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<p>Cytotoxicity curves of the <span class="html-italic">R. chalepensis</span> L. essential oil in 13 cancer cell lines.</p>
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<p>Cytotoxicity curves of the <span class="html-italic">R. chalepensis</span> L. essential oil in 13 cancer cell lines.</p>
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<p>Correlations between the samples tested.</p>
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<p>Biplot of the correlation between samples tested and cancer cell lines.</p>
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15 pages, 2190 KiB  
Article
Essential Oils: Useful Tools in Storage-Pest Management
by Ľudovít Cagáň, Miroslava Apacsová Fusková, Daniela Hlávková and Oxana Skoková Habuštová
Plants 2022, 11(22), 3077; https://doi.org/10.3390/plants11223077 - 13 Nov 2022
Cited by 9 | Viewed by 2446
Abstract
This study aimed to verify the level of repellent and mortality effect of two chemical substances (DEET and 2-undecanone) and seven essential oils (EOs), Allium sativum, Artemisia annua, Ocimum basilicum, Lavandula angustifolia, Eucalyptus globulus, Pinus sylvestris, and [...] Read more.
This study aimed to verify the level of repellent and mortality effect of two chemical substances (DEET and 2-undecanone) and seven essential oils (EOs), Allium sativum, Artemisia annua, Ocimum basilicum, Lavandula angustifolia, Eucalyptus globulus, Pinus sylvestris, and Curcuma longa. The storage pests Tribolium confusum, Tenebrio molitor, and Acanthoscelides obtectus were exposed to various concentrations in an olfactometer-and-mortality test. The effects were recorded 24–48–72 h after the treatments were applied. A. sativum, E. globulus, and L. augustifolia were found to have significant repellence effects. A substantial lethal effect was observed for A. sativum, E. globulus, and O. basilicum. We also found that even if the most efficient EOs were diluted to low concentrations, they still produced repellent and mortality effects. The presented results indicate that A. sativum and O. basilicum were the most effective against T. confusum and T. molitor; simultaneously, L. angustifolia and C. longa showed high activity against A. obtectus. All of these efficient EOs could be applied as effective bio-control agents in various stored conditions. Full article
(This article belongs to the Special Issue Phytotoxic Activity and Application of Plant Essential Oils)
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<p>The reactions of <span class="html-italic">Tenebrio molitor</span> (<b>A</b>), <span class="html-italic">Tribolium confusum</span> (<b>B</b>), and <span class="html-italic">Acanthoscelides obtectus</span> (<b>C</b>) to chemical products (DEET and 2-undecanone) and essential oils (<span class="html-italic">Ocimum basilicum</span>, <span class="html-italic">Eucalyptus globulus, Lavandula angustifolia, Pinus sylvestris, Curcuma oblonga, Alium sativum</span>, and <span class="html-italic">Artemisia annua</span>) in comparison to control group. Significant differences are marked with an asterisk (*). The order of the graphs determines the concentrations used in the experiments (1%; 0.1% and 0.01%). Means of attracted individuals are pictured.</p>
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<p>Mortality of <span class="html-italic">Tenebrio molitor</span> (<b>A</b>), <span class="html-italic">Tribolium confusum</span> (<b>B</b>), and <span class="html-italic">Acanthoscelides obtectus</span> (<b>C</b>) after using chemical products (DEET and 2-undecanone) and essential oils (<span class="html-italic">Ocimum basilicum</span>, <span class="html-italic">Eucalyptus globulus, Lavandula angustifolia, Pinus sylvestris, Curcuma oblonga, Alium sativum</span>, and <span class="html-italic">Artemisia annua</span>) at a concentration of 3.7 µL/cm<sup>2</sup> in comparison to control group. Significant differences are marked with an asterisk (*). The order of the graphs determines the incubation time (24, 48, and 72 h) after application. Each column shows mean of dead individuals and SD.</p>
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<p>Mortality of <span class="html-italic">Tenebrio molitor</span> (<b>A</b>), <span class="html-italic">Tribolium confusum</span> (<b>B</b>), and <span class="html-italic">Acanthoscelides obtectus</span> (<b>C</b>) after using chemical products (DEET and 2-undecanone) and essential oils (<span class="html-italic">Ocimum basilicum</span>, <span class="html-italic">Eucalyptus globulus, Lavandula angustifolia, Pinus sylvestris, Curcuma oblonga, Alium sativum,</span> and <span class="html-italic">Artemisia annua</span>) at a concentration of 0.37 µL/cm<sup>2</sup> in comparison to control group. Significant differences are marked with an asterisk (*). The order of the graphs determines the incubation time (24, 48, and 72 h) after application. Each column shows mean of dead individuals and SD.</p>
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<p>Mortality of <span class="html-italic">Tenebrio molitor</span> (<b>A</b>), <span class="html-italic">Tribolium confusum</span> (<b>B</b>) and <span class="html-italic">Acanthoscelides obtectus</span> (<b>C</b>) after using chemical products (DEET and 2-undecanone) and essential oils (<span class="html-italic">Ocimum basilicum</span>, <span class="html-italic">Eucalyptus globulus, Lavandula angustifolia, Pinus sylvestris, Curcuma oblonga, Alium sativum</span>, and <span class="html-italic">Artemisia annua</span>) at a concentration of 0.07 µL/cm<sup>2</sup> in comparison to control group. Significant differences are marked with an asterisk (*). The order of the graphs determines the incubation time (24, 48, and 72 h) after application. Each column shows mean of dead individuals and SD.</p>
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15 pages, 3574 KiB  
Article
Volatiles of Zanthoxylum limoncello as Antifungal Agents against the Postharvest Rot of Manzano Pepper Triggered by Fusarium temperatum
by Omar Romero-Arenas, Marco A. Kevin Pérez-Vázquez, Antonio Rivera, Yesenia Pacheco-Hernández, Sergio Alberto Ramirez-Garcia, Gerardo Landeta-Cortés and Nemesio Villa-Ruano
Horticulturae 2022, 8(8), 700; https://doi.org/10.3390/horticulturae8080700 - 2 Aug 2022
Cited by 1 | Viewed by 1982
Abstract
The manzano pepper (Capsicum pubescens) is an exportation product that generates substantial earnings for local producers in Mexico. Herein we report on the most relevant metabolic changes that occur during the postharvest rot of manzano peppers caused by Fusarium temperatum. [...] Read more.
The manzano pepper (Capsicum pubescens) is an exportation product that generates substantial earnings for local producers in Mexico. Herein we report on the most relevant metabolic changes that occur during the postharvest rot of manzano peppers caused by Fusarium temperatum. Simultaneously, we describe the effect of the Zanthoxylum limoncello leaf essential oil (ZlEO) and its major volatiles on the control of this devastating disease. According to our results, ZlEO, 2-undecanone (34%), 2-undecenal (32%), and 2-dodecenal (8%) exerted in vitro fungicide activity on F. temperatum (MIC, 104.6–218.3 mg L−1) and a strong in situ fungistatic effect in manzano peppers previously infected with F. temperatum. A differential fungistatic activity was observed for the natural agents assayed. However, the best results were confirmed with 2-dodecenal, which improved the shelf life of infected peppers up to 16 d post-inoculation. The protective effect of ZlEO and its major volatiles resulted in the conservation of fruit firmness, pH, protein, fat, fiber, ascorbic acid, and nutraceuticals of manzano peppers (carotenoids and capsaicinoids). Our findings endorse the potential use of ZlEO and its major volatiles as natural antifungals to prevent the soft rot triggered by F. temperatum. Full article
(This article belongs to the Section Postharvest Biology, Quality, Safety, and Technology)
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<p>Dose–response curves obtained with the broth microdilución method using ZlEO (<b>A</b>) 2-undecanone (<b>B</b>), 2-undecenal (<b>C</b>) and 2-dodecenal (<b>D</b>) and hyphal discs from <span class="html-italic">F. temperatum</span>. Resazurin was used as an indicator of cell viability. Different letters indicate means (n = 25) with statistically significant differences by ANOVA-Tukey test (<span class="html-italic">p</span> &lt; 0.05).</p>
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<p>Germination of conidia from <span class="html-italic">F. temperatum</span> obtained by the agar microdilution method performed in soft lens. The emergence of mycelium in sole PDA (<b>A</b>) demonstrated the viability of conidia whereas PDA containing 120 mg L<sup>−1</sup> ZlEO (<b>B</b>), 150 mg L<sup>−1</sup> 2-undecanone (<b>C</b>), 220 mg L<sup>−1</sup> 2-undecenal (<b>D</b>) and 130 mg L<sup>−1</sup> 2-dodecenal (<b>E</b>) exerted a clear inhibition on the conidial germination and mycelial proliferation of <span class="html-italic">F. temperatum</span>. Red arrows indicate insights of conidial germination and the black scale bar is equivalent to 50 µm.</p>
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<p>Kinetics for rot symptom emergence in manzano peppers infected with <span class="html-italic">Fusarium temperatum</span> (<b>A</b>). The in situ protective effect of ZlEO (<b>B</b>), 2-undecanone (<b>C</b>), 2-undecenal (<b>D</b>) and 2-dodecenal (<b>E</b>) on infected chili peppers was followed for 16 d.</p>
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<p>Average time for rot symptom emergence in manzano peppers infected with <span class="html-italic">Fusarium temperatum</span> (control) and effect of the in situ application of 120 mg L<sup>−1</sup> ZlEO, 150 mg L<sup>−1</sup> 2-undecanone, 220 mg L<sup>−1</sup> 2-undecenal, and 130 mg L<sup>−1</sup> 2-dodecenal on infected peppers during 16 d. Means (n = 20) with different letter indicates statistically significant differences by ANOVA-Tukey-Test (<span class="html-italic">p</span> &lt; 0.05).</p>
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<p>Protective effect of 120 mg L<sup>−1</sup> ZlEO, 150 mg L<sup>−1</sup> 2-undecanone, 220 mg L<sup>−1</sup> 2-undecenal, and 130 mg L<sup>−1</sup> 2-dodecenal on the fruit firmness (<b>A</b>) and pH (<b>B</b>) of manzano peppers during 16 d. Statstistical analysis (ANOVA-Tukey-Test, n = 20) of these tests are included in <a href="#app1-horticulturae-08-00700" class="html-app">Tables S1 and S2</a>.</p>
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<p>Protective effect of 120 mg L<sup>−1</sup> ZlEO, 150 mg L<sup>−1</sup> 2-undecanone, 220 mg L<sup>−1</sup> 2-undecenal, and 130 mg L<sup>−1</sup> 2-dodecenal on the levels of fat (<b>A</b>), protein (<b>B</b>), fiber (<b>C</b>), and vitamin C (<b>D</b>) in manzano peppers during 16 d. Statistical analysis (ANOVA-Tukey-Test, n = 20) of these tests are included in <a href="#app1-horticulturae-08-00700" class="html-app">Tables S3–S6</a>.</p>
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<p>Protective effect of 120 mg L<sup>−1</sup> ZlEO, 150 mg L<sup>−1</sup> 2-undecanone, 220 mg L<sup>−1</sup> 2-undecenal, and 130 mg L<sup>−1</sup> 2-dodecenal on the levels of capsaicin (<b>B</b>) and dihydrocapsaicin (<b>C</b>). A typical HPLC-chromatogram (<b>A</b>) of capsaicin (1) and dihydrocapsaicin (2) from manzano peppers is shown. Statistical analysis (ANOVA-Tukey-Test, n = 20) of these tests are specified in <a href="#app1-horticulturae-08-00700" class="html-app">Tables S7 and S8</a>.</p>
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<p>HPLC-MS profiling of the carotenoids contained in manzano peppers grown in Puebla-Mexico (<b>A</b>). The protective effect of 120 mg L<sup>−1</sup> ZlEO, 150 mg L<sup>−1</sup> 2-undecanone, 220 mg L<sup>−1</sup> 2-undecenal, and 130 mg L<sup>−1</sup> 2-dodecenal on the levels of violaxanthin (<b>B</b>), cis-violaxanthin (<b>B</b>), beta-carotene (<b>B</b>), antheraxanthin (<b>C</b>), lutein (<b>C</b>), luteoxanthin (<b>C</b>), and zeaxanthin (<b>C</b>) and are compared between day cero, and the sixteenth day post-inoculation. * Indicates means (n = 20) with statistically significant differences (<span class="html-italic">p</span> &lt; 0.05) in comparison with the controls of infection. The peak numbers correspond to the compounds specified in <a href="#app1-horticulturae-08-00700" class="html-app">Table S9</a>.</p>
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18 pages, 937 KiB  
Article
Proteolytic Development and Volatile Compounds Profile of Domiati Cheese under Modified Atmosphere Packaging
by Atallah A. Atallah, Elsayed A. Ismail, Hany M. Yehia, Manal F. Elkhadragy and El-Sayed G. Khater
Fermentation 2022, 8(8), 358; https://doi.org/10.3390/fermentation8080358 - 27 Jul 2022
Cited by 5 | Viewed by 2150
Abstract
This study explored the impacts of modified atmosphere packaging (MAP) treatment on the proteolytic development and volatile compounds of Domiati cheese during storage. Domiati cheese samples were kept for 75 days at refrigerator temperature, under aerobic packaging (C1) or vacuum (C2). In parallel, [...] Read more.
This study explored the impacts of modified atmosphere packaging (MAP) treatment on the proteolytic development and volatile compounds of Domiati cheese during storage. Domiati cheese samples were kept for 75 days at refrigerator temperature, under aerobic packaging (C1) or vacuum (C2). In parallel, other Domiati cheese samples were kept under MAP, at different levels of CO2 and N2, as follows: 10% CO2/90% N2 (D1), 15% CO2/85% N2 (D2), 25% CO2/75% N2 (D3), 100% CO2 (D4), and 100% N2 (D5). The normal control (C1) treatment showed the highest reduction in pH from 6.64 at zero time to 6.23 and 6.01 after 40 and 75 days of storage, respectively. On the other hand, the under-vacuum samples (C2) showed the lowest reduction in pH, from 6.64 at zero time to 6.49 and 6.28 after 40 and 75 days of storage, respectively. Proteolysis during cheese storage was lower in MAP of cheeses than in the C1 treatment. Total free amino acids (FAAs) were higher in C1 treatment than other cheeses during the whole storage period. The lowest level of total FAA was detected in D4 treatment after 75 days of storage. Volatile acids, aldehydes, ketones, and esters compounds were detected in all treatments during storage, but particularly higher in aerobic packaging than the other treatments after 75 days. The level of each acid compound increased with storage period, and the increases were particularly clear in pentanoic acid, hexanoic acid, heptanoic acid, benzoic acid, and n-decanoic acid. The normal control (C1) showed high contents of the different volatile ketone compounds. However, the samples packaged under 100% N2 (D5) showed the significantly highest levels of all the volatile ketones after 75 days of storage, particularly 2-pentanone, acetoin, methyl isobutyl ketone, 2-heptanone, 2-nonanone, and 2-undecanone. Some important compounds contributing to the good flavor of the cheese are acetic acid, butanoic acid, pentanal, benzaldehyde, acetoin, and 2,3-butanedione. The CO2 and N2 treatments exerted significant changes in all groups during the storage of cheese. All cheese samples showed gradual increases in CO2 co-occurring with parallel decreases in N2 during refrigerated storage periods, except for D4 treatment (100% CO2), which showed a decrease. A significant decrease in O2 level occurred in C1 treatment during cold storage. Full article
(This article belongs to the Topic Food Processing and Preservation)
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<p>The pH values of the Domiati cheese packaged under different modified atmospheres. C1, control packaged under aerobically atmosphere; C2, control packaged under vacuum; D1, 10% CO<sub>2</sub>/90% N<sub>2</sub>; D2, 15% CO<sub>2</sub>/85% N<sub>2</sub>; D3, 25% CO<sub>2</sub>/75% N<sub>2</sub>; D4, 100% CO<sub>2</sub>; and D5, 100% N<sub>2</sub>; <sup>a–d</sup> bars within the same storage day (treatments) not sharing a common letter are significantly different (<span class="html-italic">p</span> &lt; 0.05); <sup>A–C</sup> bars not sharing a common letter during the storage periods are significantly different (<span class="html-italic">p</span> &lt; 0.05).</p>
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<p>CO<sub>2</sub> (<b>a</b>) and N<sub>2</sub> (<b>b</b>) levels of the Domiati cheese packaged under different modified atmosphere conditions; C1, control packaged under aerobically atmosphere; D1, 10% CO<sub>2</sub>/90% N<sub>2</sub>; D2, 15% CO<sub>2</sub>/85% N<sub>2</sub>; D3, 25% CO<sub>2</sub>/75% N<sub>2</sub>; D4, 100% CO<sub>2</sub>; and D5, 100% N<sub>2</sub>. Data are showed with standard errors.</p>
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<p>Levels of O<sub>2</sub> in the headspace of the Domiati cheese packaged under different modified atmospheres; C1, control packaged under aerobically atmosphere; D1, 10% CO<sub>2</sub>/90% N<sub>2</sub>; D2, 15% CO<sub>2</sub>/85% N<sub>2</sub>; D3, 25% CO<sub>2</sub>/75% N<sub>2</sub>; D4, 100% CO<sub>2</sub>; and D5, 100% N<sub>2</sub>. Data are presented as the means plus standard errors.</p>
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11 pages, 1780 KiB  
Article
Fumigant Activity of Bacterial Volatile Organic Compounds against the Nematodes Caenorhabditis elegans and Meloidogyne incognita
by Ali Diyapoglu, Tao-Ho Chang, Pi-Fang Linda Chang, Jyh-Herng Yen, Hsin-I Chiang and Menghsiao Meng
Molecules 2022, 27(15), 4714; https://doi.org/10.3390/molecules27154714 - 23 Jul 2022
Cited by 6 | Viewed by 2333
Abstract
Plant-parasitic nematodes infect a diversity of crops, resulting in severe economic losses in agriculture. Microbial volatile organic compounds (VOCs) are potential agents to control plant-parasitic nematodes and other pests. In this study, VOCs emitted by a dozen bacterial strains were analyzed using solid-phase [...] Read more.
Plant-parasitic nematodes infect a diversity of crops, resulting in severe economic losses in agriculture. Microbial volatile organic compounds (VOCs) are potential agents to control plant-parasitic nematodes and other pests. In this study, VOCs emitted by a dozen bacterial strains were analyzed using solid-phase microextraction followed by gas chromatography–mass spectrometry. Fumigant toxicity of selected VOCs, including dimethyl disulfide (DMDS), 2-butanone, 2-pentanone, 2-nonanone, 2-undecanone, anisole, 2,5-dimethylfuran, glyoxylic acid, and S-methyl thioacetate (MTA) was then tested against Caenorhabditis elegans. DMDS and MTA exhibited much stronger fumigant toxicity than the others. Probit analysis suggested that the values of LC50 were 8.57 and 1.43 μg/cm3 air for DMDS and MTA, respectively. MTA also showed stronger fumigant toxicity than DMDS against the root-knot nematode Meloidogyne incognita, suggesting the application potential of MTA. Full article
(This article belongs to the Special Issue Progress in Volatile Organic Compounds Research II)
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<p><b>Exemplified fumigant activity of VOCs emitted by screened bacteria toward <span class="html-italic">C. elegans</span>.</b> (<b>A</b>) The worms were immobilized after fumigation with VOCs emitted by <span class="html-italic">B. gladioli</span> grown on LB agar. (<b>B</b>) Same treatment as (<b>A</b>) but with activated charcoal. (<b>C</b>) The worms were lured to <span class="html-italic">D. yeojuensis</span> cultivated on LB agar and laid eggs. (<b>D</b>) Same treatment as (<b>C</b>) but with activated charcoal. (<b>E</b>) The worms were lured to <span class="html-italic">S. marcescens</span> cultivated on LB agar and died afterward. (<b>F</b>) Same treatment as (<b>E</b>) but with activated charcoal.</p>
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<p><b>Fumigant activity of VOCs at a dosage of 40 μg/cm<sup>3</sup> air against <span class="html-italic">C. elegans</span> for 24 h</b>. The values show the corrected mortality rate of the tested VOCs compared with the control group. Bars indicate the standard error (SE) of the means. Data were analyzed by one-way ANOVA. Different letters indicate significant differences of means ± SE. The worms used in the treatments were mainly L1s with only a few adults.</p>
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<p><b>Comparison of the mortality caused by DMDS and MTA at different dosages against the root-knot nematode <span class="html-italic">M. incognita</span> for 24 h.</b> Bars indicate the standard error (SE) of the means. Statistical comparisons were performed with Student’s <span class="html-italic">t</span>-test. *** denotes <span class="html-italic">p</span>-value &lt; 0.001. The worms used in the treatments were J2s.</p>
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14 pages, 3402 KiB  
Article
Effects of Volatile Organic Compounds Produced by Pseudomonas aurantiaca ST-TJ4 against Verticillium dahliae
by Hang Ni, Wei-Liang Kong, Yu Zhang and Xiao-Qin Wu
J. Fungi 2022, 8(7), 697; https://doi.org/10.3390/jof8070697 - 30 Jun 2022
Cited by 13 | Viewed by 2635
Abstract
Verticillium dahliae is one of the most destructive fungal pathogens, causing substantial economic losses in agriculture and forestry. The use of plant growth-promoting rhizobacteria (PGPR) is an effective and environmentally friendly strategy for controlling diseases caused by V. dahliae. In this study, [...] Read more.
Verticillium dahliae is one of the most destructive fungal pathogens, causing substantial economic losses in agriculture and forestry. The use of plant growth-promoting rhizobacteria (PGPR) is an effective and environmentally friendly strategy for controlling diseases caused by V. dahliae. In this study, 90 mm in diameter Petri plates were used to test the effect of volatile organic compounds (VOCs) produced by different concentrations of Pseudomonasaurantiaca ST-TJ4 cells suspension on V. dahliae mycelia radial growth and biomass. The mycelial morphology was observed by using scanning electron microscopy. The conidia germination and microsclerotia formation of V. dahliae were evaluated. The VOCs with antifungal activity were collected by headspace solid-phase microextraction (SPME), and their components were analyzed by gas chromatography-mass spectrometry (GC-MS). The VOCs produced by strain ST-TJ4 significantly inhibited the growth of mycelium of V. dahliae. The morphology of the hyphae was rough and wrinkled when exposed to VOCs. The VOCs of strain ST-TJ4 have a significant inhibitory effect on V. dahliae conidia germination and microsclerotia formation. At the same time, the VOCs also reduce the expression of genes related to melanin synthesis in V. dahliae. In particular, the expression of the hydrophobin gene (VDAG-02273) was down-regulated the most, about 67-fold. The VOCs effectively alleviate the severity of cotton root disease. In the volatile profile of strain ST-TJ4, 2-undecanone and 1-nonanol assayed in the range 10–200 µL per plate revealed a significant inhibitory effect on V. dahliae mycelial radial growth. These compounds may be useful to devise new control strategies for control of Verticillium wilt disease caused by V. dahliae. Full article
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<p>Effects of <span class="html-italic">Pseudomonas aurantiaca</span> ST-TJ4 VOCs on <span class="html-italic">Verticillium dahliae</span> colonies (<b>A</b>) and inhibition rate (<b>B</b>) after 10 days of cultures in 90 mm diameter I plates at 25 °C. Pictures in part A are referred to: (<b>a</b>) <span class="html-italic">V. dahliae</span> colony without ST-TJ4; (<b>b</b>–<b>e</b>) <span class="html-italic">V. dahliae</span> colony treated with 10, 30, 60, and 100 μL of the ST-TJ4 suspension (1 × 10<sup>7</sup> cfu mL<sup>−1</sup>). In section B, vertical bars represent the standard deviation of the average (<span class="html-italic">n</span> = 3). Different lowercase letters indicate significant differences (<span class="html-italic">p</span> &lt; 0.05).</p>
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<p>Observations at the scanning electron microscope of <span class="html-italic">Verticillium dahliae</span> hyphae in the control PDA plates (<b>A</b>) and after 4 days of exposure at volatile organic compounds emitted by <span class="html-italic">Pseudomonas aurantiaca</span> ST-TJ4 grown on King B agar medium (<b>B</b>). The red arrow indicates the hyphae shrink.</p>
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<p><span class="html-italic">Verticillium dahliae</span> conidia germination in overlapping plate assay after 12, 24, and 36 h exposure to liquid KB medium used as control ((<b>A</b>), CK) or 100 μL ST-TJ4 liquid cultures in KB medium ((<b>A</b>), VOC). Conidia germination rate (<b>B</b>). Conidia were considered germinated when the germ tube length exceeded half of the diameter. Vertical bars represent the standard deviation of the average (<span class="html-italic">n</span> = 3). Different lowercase letters indicate significant differences (<span class="html-italic">p</span> &lt; 0.05).</p>
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<p>The effect of VOCs of strain ST-TJ4 on <span class="html-italic">Verticillium dahliae</span> microsclerotia production: (<b>A</b>) Microscopic observation in control (CK) and VOCs treated plate (VOC); (<b>B</b>) numerical expression of counted microsclerotia. Vertical bars represent the standard deviation of the average (<span class="html-italic">n</span> = 3). Different lowercase letters indicate significant differences (<span class="html-italic">p</span> &lt; 0.05).</p>
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<p>Effects exposure at volatileorganic compounds emitted by <span class="html-italic">Pseudomonas aurantiaca</span> ST-TJ4 on <span class="html-italic">Verticillium dahliae</span> melanin production: (<b>A</b>) gene expression corresponding to Hydrophobin (VDAG-02273), Anthocyanin reductase (VDAG-00183), 1,3,6,8-THN reductase (VDAG-03665), Polymerase (VDAG-00190), and Cylindrosporone dehydratase (VDAG-03393) using RT-qPCR. (<b>B</b>) <span class="html-italic">V. dahliae</span> melanin concentrations. Each histogram represents the average (<span class="html-italic">n</span> = 3). Vertical bars represent the standard deviation. CK = control, VOC = VOCs treated. For each CK/VOC combination, means capped with the same letter are not significant (<span class="html-italic">p</span> &gt; 0.05).</p>
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<p>Aspect (<b>A</b>) and size (<b>B</b>) of lesions on roots of cotton variety “Miaobao 21” inoculated with <span class="html-italic">Verticillium dahliae</span> plugs (CK) and exposed to VOCs produced by <span class="html-italic">Pseudomonas aurantiaca</span> ST-TJ4. The red arrow indicates the lesion. Vertical bars represent the standard deviation of the average (<span class="html-italic">n</span> = 3). Different lowercase letters represent significant differences (<span class="html-italic">p</span> &lt; 0.05).</p>
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<p>GC-MS analysis of volatile organic compounds produced by <span class="html-italic">Pseudomonas aurantiaca</span> ST-TJ4 incubated for 60 h in King B medium (<b>A</b>) or uninoculated medium (<b>B</b>). Erlenmeyer flasks were incubated in a shaker at 28 °C, 150 rpm.</p>
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<p>Antifungal activity of 2-undecone, 1-nonanol, 1-undecene, 2-heptanone, and vinyl decanoate associated with volatile organic compounds profile of <span class="html-italic">Pseudomonas aurantiaca</span> ST-TJ4 assayed at different concentrations on the growth of <span class="html-italic">Verticillium dahliae</span>.</p>
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25 pages, 1631 KiB  
Article
Organoleptic Chemical Markers of Serpa PDO Cheese Specificity
by Helena Araújo-Rodrigues, António P. L. Martins, Freni K. Tavaria, Maria Teresa G. Santos, Maria João Carvalho, João Dias, Nuno B. Alvarenga and Manuela E. Pintado
Foods 2022, 11(13), 1898; https://doi.org/10.3390/foods11131898 - 27 Jun 2022
Cited by 3 | Viewed by 2751
Abstract
Serpa is a protected designation of origin cheese produced with a vegetable coagulant (Cynara cardunculus L.) and raw ovine milk. Despite the unique sensory profile of raw milk cheeses, numerous parameters influence their sensory properties and safety. To protect the Serpa cheese [...] Read more.
Serpa is a protected designation of origin cheese produced with a vegetable coagulant (Cynara cardunculus L.) and raw ovine milk. Despite the unique sensory profile of raw milk cheeses, numerous parameters influence their sensory properties and safety. To protect the Serpa cheese quality and contribute to unifying their distinctive features, some rheologic and physicochemical parameters of cheeses from four PDO producers, in distinct seasons and with different sensory scores, were monitored. The results suggested a high chemical diversity and variation according to the dairy, month and season, which corroborates the significant heterogeneity. However, a higher incidence of some compounds was found: a group of free amino acids (Glu, Ala, Leu, Val and Phe), lactic and acetic acids, some volatile fatty acids (e.g., iC4, iC5, C6 and C12) and esters (e.g., ethyl butanoate, decanoate and dodecanoate). Through the successive statistical analysis, 13 variables were selected as chemical markers of Serpa cheese specificity: C3, C4, iC5, C12, Tyr, Trp, Ile, 2-undecanone, ethyl isovalerate, moisture content on a fat-free basis, the nitrogen-fractions (maturation index and non-protein and total nitrogen ratio) and G’ 1 Hz. These sensory markers’ identification will be essential to guide the selection and development of an autochthonous starter culture to improve cheese quality and safety issues and maintain some of the Serpa authenticity. Full article
(This article belongs to the Special Issue The Microbiology of Cheese)
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Graphical abstract

Graphical abstract
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<p>Radar graphic presenting some of the quantitative descriptive analysis (QDA) descriptors: odour (ammoniacal), texture (grainy and buttery) and taste (salty, sour, spicy and bitter) of cheese sensory characteristics. The cheeses belonging to the same sensory group (“Excellent”, “Good” or “Bad”, defined by the specialised trained panel scores) were grouped and the results were expressed as mean.</p>
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<p>Most incident free amino acids (FAAs; mean ± standard deviation; mg/100 g) and total identified FAAs in samples from producers A, B, C and D, during four consecutive months. W—winter; S—Spring; F—February; M—March; A—April; My—May. Different superscript letters correspond to significant differences (<span class="html-italic">p</span> &lt; 0.05). Lowercase letters were used to compare distinct producers (A, B, C and D) in each month (F, M, A, My), while uppercase letters were used to compare each producer during four consecutive months.</p>
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<p>Variable projection of principal component analysis (<span style="color:#0070C0">o</span> active variables, <span style="color:red">□ </span>* supplementary variables): PC1 vs. PC2 (<b>A1</b>), PC1 vs. PC3 (<b>A2</b>) and PC2 vs. PC3 (<b>A3</b>). Tyr-tyrosine; Trp-tryptophane; Ile-isoleucine; iC<sub>5</sub>-isobutyric acid; C<sub>12</sub>-dodecanoic acid; NPN-non-protein nitrogen; TN-total nitrogen; WSN-water-soluble nitrogen; MFFB-moisture content on a fat-free basis.</p>
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<p>Samples projection of principal component analysis. A: highlighting samples by quality as <span style="color:#00B050">excellent</span>, <span style="color:#D8CA16">good </span>and <span style="color:red">bad</span> ((<b>A1</b>): PC1 vs. PC2; (<b>A2</b>): PC1 vs. PC3 and (<b>A3</b>): PC2 vs. PC3); B: highlighting samples by season, namely, <span style="color:#0C03BD">winter </span>and <span style="color:#C45911">spring</span> ((<b>B1</b>): PC1 vs. PC2; (<b>B2</b>): PC1 vs. PC3 and (<b>B3</b>): PC2 vs. PC3). In the sample code, the first letter indicates the dairy (A, B, C, D), the second letter indicates the sensory quality (B-bad, G-good, E-excellent) and the last letter(s) means the month of production (F-February, M-March, A-April My-May).</p>
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