Cargando…

Bioactive Quinic Acid Derivatives from Ageratina adenophora

A novel quinic acid derivative, 5-O-trans-o-coumaroylquinic acid methyl ester (1), together with three known ones, chlorogenic acid methyl ester (2), macranthoin F (3) and macranthoin G (4), were isolated from the aerial parts of the invasive plant Ageratina adenophora (Spreng.). The structure of ne...

Descripción completa

Detalles Bibliográficos
Autores principales: Zhang, Mei, Liu, Wan-Xue, Zheng, Meng-Fei, Xu, Qiao-Lin, Wan, Fang-Hao, Wang, Jing, Lei, Ting, Zhou, Zhong-Yu, Tan, Jian-Wen
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6269784/
https://www.ncbi.nlm.nih.gov/pubmed/24241153
http://dx.doi.org/10.3390/molecules181114096
_version_ 1783376547636314112
author Zhang, Mei
Liu, Wan-Xue
Zheng, Meng-Fei
Xu, Qiao-Lin
Wan, Fang-Hao
Wang, Jing
Lei, Ting
Zhou, Zhong-Yu
Tan, Jian-Wen
author_facet Zhang, Mei
Liu, Wan-Xue
Zheng, Meng-Fei
Xu, Qiao-Lin
Wan, Fang-Hao
Wang, Jing
Lei, Ting
Zhou, Zhong-Yu
Tan, Jian-Wen
author_sort Zhang, Mei
collection PubMed
description A novel quinic acid derivative, 5-O-trans-o-coumaroylquinic acid methyl ester (1), together with three known ones, chlorogenic acid methyl ester (2), macranthoin F (3) and macranthoin G (4), were isolated from the aerial parts of the invasive plant Ageratina adenophora (Spreng.). The structure of new compound 1 was elucidated on the basis of extensive spectroscopic analysis, including 1D- and 2D-NMR techniques. Compounds 2–4 were isolated from plant A. adenophora for the first time. All the compounds showed in vitro antibacterial activity toward five assayed bacterial strains, especially 3 and 4, which showed in vitro antibacterial activity against Salmonella enterica with MIC values of 7.4 and 14.7 μM, respectively. Compound 1 was further found to display in vitro anti-fungal activity against spore germination of Magnaporthe grisea with an IC(50) value 542.3 µM. These four compounds were also tested for their antioxidant activity against DPPH (1,1-diphenyl-2-picrylhydrazyl) radical.
format Online
Article
Text
id pubmed-6269784
institution National Center for Biotechnology Information
language English
publishDate 2013
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-62697842018-12-20 Bioactive Quinic Acid Derivatives from Ageratina adenophora Zhang, Mei Liu, Wan-Xue Zheng, Meng-Fei Xu, Qiao-Lin Wan, Fang-Hao Wang, Jing Lei, Ting Zhou, Zhong-Yu Tan, Jian-Wen Molecules Article A novel quinic acid derivative, 5-O-trans-o-coumaroylquinic acid methyl ester (1), together with three known ones, chlorogenic acid methyl ester (2), macranthoin F (3) and macranthoin G (4), were isolated from the aerial parts of the invasive plant Ageratina adenophora (Spreng.). The structure of new compound 1 was elucidated on the basis of extensive spectroscopic analysis, including 1D- and 2D-NMR techniques. Compounds 2–4 were isolated from plant A. adenophora for the first time. All the compounds showed in vitro antibacterial activity toward five assayed bacterial strains, especially 3 and 4, which showed in vitro antibacterial activity against Salmonella enterica with MIC values of 7.4 and 14.7 μM, respectively. Compound 1 was further found to display in vitro anti-fungal activity against spore germination of Magnaporthe grisea with an IC(50) value 542.3 µM. These four compounds were also tested for their antioxidant activity against DPPH (1,1-diphenyl-2-picrylhydrazyl) radical. MDPI 2013-11-14 /pmc/articles/PMC6269784/ /pubmed/24241153 http://dx.doi.org/10.3390/molecules181114096 Text en © 2013 by the authors; licensee MDPI, Basel, Switzerland. http://creativecommons.org/licenses/by/3.0/ This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Zhang, Mei
Liu, Wan-Xue
Zheng, Meng-Fei
Xu, Qiao-Lin
Wan, Fang-Hao
Wang, Jing
Lei, Ting
Zhou, Zhong-Yu
Tan, Jian-Wen
Bioactive Quinic Acid Derivatives from Ageratina adenophora
title Bioactive Quinic Acid Derivatives from Ageratina adenophora
title_full Bioactive Quinic Acid Derivatives from Ageratina adenophora
title_fullStr Bioactive Quinic Acid Derivatives from Ageratina adenophora
title_full_unstemmed Bioactive Quinic Acid Derivatives from Ageratina adenophora
title_short Bioactive Quinic Acid Derivatives from Ageratina adenophora
title_sort bioactive quinic acid derivatives from ageratina adenophora
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6269784/
https://www.ncbi.nlm.nih.gov/pubmed/24241153
http://dx.doi.org/10.3390/molecules181114096
work_keys_str_mv AT zhangmei bioactivequinicacidderivativesfromageratinaadenophora
AT liuwanxue bioactivequinicacidderivativesfromageratinaadenophora
AT zhengmengfei bioactivequinicacidderivativesfromageratinaadenophora
AT xuqiaolin bioactivequinicacidderivativesfromageratinaadenophora
AT wanfanghao bioactivequinicacidderivativesfromageratinaadenophora
AT wangjing bioactivequinicacidderivativesfromageratinaadenophora
AT leiting bioactivequinicacidderivativesfromageratinaadenophora
AT zhouzhongyu bioactivequinicacidderivativesfromageratinaadenophora
AT tanjianwen bioactivequinicacidderivativesfromageratinaadenophora