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 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.
Key Laboratory of Plant Resources Conservation and Sustainable Utilization, South China Botanical Garden, Chinese Academy of Sciences, Guangzhou 510650, China. jwtan@scbg.ac.cn.
Mei
M
Zhang
Wan-Xue
WX
Liu
Meng-Fei
MF
Zheng
Qiao-Lin
QL
Xu
Fang-Hao
FH
Wan
Jing
J
Wang
Ting
T
Lei
Zhong-Yu
ZY
Zhou
Jian-Wen
JW
Tan
D036603:Ageratina / Q000737:chemistry*; D000890:Anti-Infective Agents / Q000737:chemistry* / Q000494:pharmacology; D001713:Biphenyl Compounds / Q000737:chemistry; D016166:Free Radical Scavengers / Q000737:chemistry; D020082:Magnaporthe / Q000187:drug effects; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D010851:Picrates / Q000737:chemistry; D011801:Quinic Acid / Q000737:chemistry* / Q000494:pharmacology; D019779:Salmonella enterica / Q000187:drug effects; D012503:Saponins / Q000737:chemistry / Q000494:pharmacology
D000890:Anti-Infective Agents; D001713:Biphenyl Compounds; D016166:Free Radical Scavengers; D010851:Picrates; D012503:Saponins; C478101:macranthoin F; D011801:Quinic Acid; C004931:1,1-diphenyl-2-picrylhydrazyl