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Bioactive Quinic Acid Derivatives from Ageratina adenophora
Key Laboratory of Plant Resources Conservation and Sustainable Utilization, South China Botanical Garden, Chinese Academy of Sciences, Guangzhou 510650, China
State Key Laboratory for Biology of Plant Diseases and Insect Pests, Institute of Plant Protection, Chinese Academy of Agricultural Sciences, Beijing 100193, China
University of Chinese Academy of Sciences, Beijing 100049, China
Biotechnology Division, Guangdong Academy of Forestry, Guangzhou 510520, China
* Author to whom correspondence should be addressed.
Received: 22 September 2013; in revised form: 23 October 2013 / Accepted: 28 October 2013 / Published: 14 November 2013
Abstract: 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 IC50 value 542.3 µM. These four compounds were also tested for their antioxidant activity against DPPH (1,1-diphenyl-2-picrylhydrazyl) radical.
Keywords: Ageratina adenophora; qunic acid; antimicrobial activity; radical scavenging capacity; DPPH
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Zhang, M.; Liu, W.-X.; Zheng, M.-F.; Xu, Q.-L.; Wan, F.-H.; Wang, J.; Lei, T.; Zhou, Z.-Y.; Tan, J.-W. Bioactive Quinic Acid Derivatives from Ageratina adenophora. Molecules 2013, 18, 14096-14104.
Zhang M, Liu W-X, Zheng M-F, Xu Q-L, Wan F-H, Wang J, Lei T, Zhou Z-Y, Tan J-W. Bioactive Quinic Acid Derivatives from Ageratina adenophora. Molecules. 2013; 18(11):14096-14104.
Zhang, Mei; Liu, Wan-Xue; Zheng, Meng-Fei; Xu, Qiao-Lin; Wan, Fang-Hao; Wang, Jing; Lei, Ting; Zhou, Zhong-Yu; Tan, Jian-Wen. 2013. "Bioactive Quinic Acid Derivatives from Ageratina adenophora." Molecules 18, no. 11: 14096-14104.