Antituberculosis Agents and an Inhibitor of the para-Aminobenzoic Acid Biosynthetic Pathway from Hydnocarpus anthelminthica Seeds

被引:37
作者
Wang, Jun-Feng [1 ,3 ]
Dai, Huan-Qin [2 ]
Wei, Yu-Ling [4 ]
Zhu, Hua-Jie [1 ]
Yan, Yong-Ming [1 ]
Wang, Yue-Hu [1 ]
Long, Chun-Lin [1 ]
Zhong, Hui-Min [3 ]
Zhang, Li-Xin [2 ]
Cheng, Yong-Xian [1 ]
机构
[1] Chinese Acad Sci, State Key Lab Phytochem & Plant Resources W China, Kunming Inst Bot, Kunming 650204, Peoples R China
[2] Chinese Acad Sci, Inst Microbiol, Beijing, Peoples R China
[3] Qingdao Univ Sci & Technol, Coll Chem & Mol Engn, Qingdao, Peoples R China
[4] Yunnan Acad Tobacco Sci, Kunming, Peoples R China
基金
中国国家自然科学基金;
关键词
MULTIDRUG-RESISTANT; FLAVONOLIGNANS; TUBERCULOSIS;
D O I
10.1002/cbdv.201000072
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
070307 [化学生物学]; 071010 [生物化学与分子生物学];
摘要
Investigation on the extracts of Hydnocarpus anthelminthica seeds led to the isolation of three new compounds, anthelminthieins A C (1-3, resp). and two known ones, namely chaulmoogric acid (4) and ethyl chaulmoograte (5) Their structures were determined mainly by using spectroscopic techniques The absolute configuration at the cyclopentenyl moiety of compound 2 was rationalized by quantum calculations Base hydrolysis, followed by optical-rotation comparison, allowed assignment of the configuration of chaulmoogric-acid moiety of compounds 3 and 5 Biological assays revealed that compounds 1-5 significantly inhibit Mycobacterium tuberculosis(MTB) growth with MIC values of 5 54. 16 70, 4 38, 9 82, and 16 80 mu M, respectively Compound 3 was found to inhibit the pathway between chorismate and para-aminobenzoic acid (pAba) with a MIC value of 11 3 mu m, representing a new example of pAba inhibitor isolated from a natural source All compounds were not toxic to Candida albicans SC5314 at a concentration up to 100 mu m
引用
收藏
页码:2046 / 2053
页数:8
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