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Anti-inflammatory sesquiterpene and triterpene acids from Mesona procumbens Hemsley

Mesona procumbens Hemsley is a plant conventionally processed to provide popular food materials and herbal medicines in Asia. In this study, six triterpene acids, including five new ones (mesonaic acids D-H, 1–5), and one proximadiol-type sesquiterpene (7) were isolated from the methanolic extract o...

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Autores principales: Huang, Hung-Tse, Lo, I-Wen, Liao, Geng-You, Lin, Yu-Chi, Shen, Yuh-Chiang, Huang, Hui-Chi, Li, Tsung-Lin, Lee, Kung-Ta, Kuo, Yao-Haur, Liaw, Chia-Ching
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Frontiers Media S.A. 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9520569/
https://www.ncbi.nlm.nih.gov/pubmed/36186589
http://dx.doi.org/10.3389/fchem.2022.1003356
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author Huang, Hung-Tse
Lo, I-Wen
Liao, Geng-You
Lin, Yu-Chi
Shen, Yuh-Chiang
Huang, Hui-Chi
Li, Tsung-Lin
Lee, Kung-Ta
Kuo, Yao-Haur
Liaw, Chia-Ching
author_facet Huang, Hung-Tse
Lo, I-Wen
Liao, Geng-You
Lin, Yu-Chi
Shen, Yuh-Chiang
Huang, Hui-Chi
Li, Tsung-Lin
Lee, Kung-Ta
Kuo, Yao-Haur
Liaw, Chia-Ching
author_sort Huang, Hung-Tse
collection PubMed
description Mesona procumbens Hemsley is a plant conventionally processed to provide popular food materials and herbal medicines in Asia. In this study, six triterpene acids, including five new ones (mesonaic acids D-H, 1–5), and one proximadiol-type sesquiterpene (7) were isolated from the methanolic extract of the air-dried M. procumbens. Chemical structures of 1‒7 were established by spectroscopic methods, especially 2D NMR techniques ((1)H–(1)H COSY, HSQC, HMBC, and NOESY) and HRESIMS. Concerning their biological activities, compounds 1, 2, 6, and 7 were examined manifesting high inhibition toward the pro-inflammatory NO production with EC(50) values ranging from 12.88 to 21.21 µM, outrunning the positive control quercetin (24.12 µM). The mesoeudesmol B (7) identified from M. procumbens is the very first example, which exhibited high anti-inflammatory activity diminishing the level of the lipopolysaccharide-induced NO in RAW264.7 macrophage cells, thereby suppressing the secretion of pro-inflammatory cytokines TNF-α and IL-6 and the level of two critical downstream inflammatory mediators iNOS and COX-2.
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spelling pubmed-95205692022-09-30 Anti-inflammatory sesquiterpene and triterpene acids from Mesona procumbens Hemsley Huang, Hung-Tse Lo, I-Wen Liao, Geng-You Lin, Yu-Chi Shen, Yuh-Chiang Huang, Hui-Chi Li, Tsung-Lin Lee, Kung-Ta Kuo, Yao-Haur Liaw, Chia-Ching Front Chem Chemistry Mesona procumbens Hemsley is a plant conventionally processed to provide popular food materials and herbal medicines in Asia. In this study, six triterpene acids, including five new ones (mesonaic acids D-H, 1–5), and one proximadiol-type sesquiterpene (7) were isolated from the methanolic extract of the air-dried M. procumbens. Chemical structures of 1‒7 were established by spectroscopic methods, especially 2D NMR techniques ((1)H–(1)H COSY, HSQC, HMBC, and NOESY) and HRESIMS. Concerning their biological activities, compounds 1, 2, 6, and 7 were examined manifesting high inhibition toward the pro-inflammatory NO production with EC(50) values ranging from 12.88 to 21.21 µM, outrunning the positive control quercetin (24.12 µM). The mesoeudesmol B (7) identified from M. procumbens is the very first example, which exhibited high anti-inflammatory activity diminishing the level of the lipopolysaccharide-induced NO in RAW264.7 macrophage cells, thereby suppressing the secretion of pro-inflammatory cytokines TNF-α and IL-6 and the level of two critical downstream inflammatory mediators iNOS and COX-2. Frontiers Media S.A. 2022-09-15 /pmc/articles/PMC9520569/ /pubmed/36186589 http://dx.doi.org/10.3389/fchem.2022.1003356 Text en Copyright © 2022 Huang, Lo, Liao, Lin, Shen, Huang, Li, Lee, Kuo and Liaw. https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) and the copyright owner(s) are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.
spellingShingle Chemistry
Huang, Hung-Tse
Lo, I-Wen
Liao, Geng-You
Lin, Yu-Chi
Shen, Yuh-Chiang
Huang, Hui-Chi
Li, Tsung-Lin
Lee, Kung-Ta
Kuo, Yao-Haur
Liaw, Chia-Ching
Anti-inflammatory sesquiterpene and triterpene acids from Mesona procumbens Hemsley
title Anti-inflammatory sesquiterpene and triterpene acids from Mesona procumbens Hemsley
title_full Anti-inflammatory sesquiterpene and triterpene acids from Mesona procumbens Hemsley
title_fullStr Anti-inflammatory sesquiterpene and triterpene acids from Mesona procumbens Hemsley
title_full_unstemmed Anti-inflammatory sesquiterpene and triterpene acids from Mesona procumbens Hemsley
title_short Anti-inflammatory sesquiterpene and triterpene acids from Mesona procumbens Hemsley
title_sort anti-inflammatory sesquiterpene and triterpene acids from mesona procumbens hemsley
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9520569/
https://www.ncbi.nlm.nih.gov/pubmed/36186589
http://dx.doi.org/10.3389/fchem.2022.1003356
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