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Keywords = Ruta angustifolia

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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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31 pages, 1900 KiB  
Review
Ruta Essential Oils: Composition and Bioactivities
by Lutfun Nahar, Hesham R. El-Seedi, Shaden A. M. Khalifa, Majid Mohammadhosseini and Satyajit D. Sarker
Molecules 2021, 26(16), 4766; https://doi.org/10.3390/molecules26164766 - 6 Aug 2021
Cited by 50 | Viewed by 6283
Abstract
Ruta L. is a typical genus of the citrus family, Rutaceae Juss. and comprises ca. 40 different species, mainly distributed in the Mediterranean region. Ruta species have long been used in traditional medicines as an abortifacient and emmenagogue and for the treatment [...] Read more.
Ruta L. is a typical genus of the citrus family, Rutaceae Juss. and comprises ca. 40 different species, mainly distributed in the Mediterranean region. Ruta species have long been used in traditional medicines as an abortifacient and emmenagogue and for the treatment of lung diseases and microbial infections. The genus Ruta is rich in essential oils, which predominantly contain aliphatic ketones, e.g., 2-undecanone and 2-nonanone, but lack any significant amounts of terpenes. Three Ruta species, Ruta chalepensis L., Ruta graveolens L., and Ruta montana L., have been extensively studied for the composition of their essential oils and several bioactivities, revealing their potential medicinal and agrochemical applications. This review provides a systematic evaluation and critical appraisal of publications available in the literature on the composition and bioactivities of the essential oils obtained from Ruta species and includes a brief outlook of the potential applications of nanotechnology and chitosan-based products of Ruta essential oils. Full article
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Graphical abstract

Graphical abstract
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<p>Major medicinal applications of <span class="html-italic">Ruta</span> species in traditional medicines.</p>
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<p>Major long-chain aliphatic ketones found in the <span class="html-italic">Ruta</span> essential oils.</p>
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<p>Structure of geijerene.</p>
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<p>Structure of 2-isopropyl-5-methylphenol.</p>
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<p>Structure of chalepensin.</p>
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