Discovery of a potent anti-yeast triterpenoid saponin, clematoside-S from Urena lobata L.
Urena lobata has been used as a traditional medicinal plant in India and China. In this study, we investigated the antimicrobial activity and isolated the active compound from the leaves of U. lobata. The 80% ethanol extract from U. lobata leaves showed an effective anti-yeast activity against Saccharomyces cerevisiae (S. cerevisiae) strains. Using a combination of chromatographic methods, (-)-trachelogenin (1) and clematoside-S (2) were isolated from this plant for the first time, and their chemical structure was identified by mass spectrometry (MS) and extensive nuclear magnetic resonance (NMR) data analysis. In addition, 1 was found to be inactive against all of the test microorganisms in the antimicrobial assay, whereas 2 exhibits a specific anti-yeast activity against S. cerevisiae strains with diameter of inhibition zones in the range from 11 to 20 mm. Furthermore, the MIC (minimum inhibitory concentration) and MBC (minimum bactericidal concentration) values of 2 against S. cerevisiae strains were detected to be in the ranges of 0.61 to 9.8 μg/mL and 2.42 to 9.8 μg/mL, respectively. This is the first report of 2 with a specific anti-yeast activity. The above result suggests the potential application of U. lobata to be used as a natural anti-yeast agent in food preservation.
Rice Research Institute, Sichuan Agricultural University, Wenjiang 611130, China. gaoxl0908@hotmail.com.
Xiao-Ling
XL
Gao
College of Life Science, Sichuan Normal University, Chengdu 610101, China. ying_liao@msn.com.
Ying
Y
Liao
College of Light Industry, Textile and Food Engineering, Sichuan University, Chengdu 610065, China. wjie0207@163.com.
Jie
J
Wang
College of Light Industry, Textile and Food Engineering, Sichuan University, Chengdu 610065, China. lxy19831231@126.com.
Xiao-Yan
XY
Liu
College of Light Industry, Textile and Food Engineering, Sichuan University, Chengdu 610065, China. eric211@163.com.
Kai
K
Zhong
West China School of Public Health, Sichuan University, Chengdu 610041, China. dir0932@sina.com.
Yi-Na
YN
Huang
College of Light Industry, Textile and Food Engineering, Sichuan University, Chengdu 610065, China. gao523@hotmail.com.
Hong
H
Gao
West China School of Public Health, Sichuan University, Chengdu 610041, China. gao523@oulook.com.
Bo
B
Gao
Rice Research Institute, Sichuan Agricultural University, Wenjiang 611130, China. mywildrice@aliyun.com.
Zheng-Jun
ZJ
Xu
D055808:Drug Discovery; D000431:Ethanol / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D019660:Malvaceae / Q000737:chemistry*; D013058:Mass Spectrometry; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D009828:Oleanolic Acid / Q000031:analogs & derivatives* / Q000737:chemistry / Q000494:pharmacology; D010936:Plant Extracts / Q000737:chemistry / Q000494:pharmacology; D018515:Plant Leaves / Q000737:chemistry; D012441:Saccharomyces cerevisiae / Q000187:drug effects* / Q000254:growth & development; D012503:Saponins / Q000737:chemistry / Q000494:pharmacology; D014315:Triterpenes / Q000737:chemistry / Q000494:pharmacology
D010936:Plant Extracts; D012503:Saponins; D014315:Triterpenes; D000431:Ethanol; D009828:Oleanolic Acid; C069903:clematoside S