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来自湿生马先蒿的具有细胞毒活性的环烯醚萜衍生物

Iridoid Derivatives with Cytotoxic Activity from Pedicularis uliginosa Bunge.

作者信息

Liu Li-Fang, Yao Ming-Jun, Li Man-Yu, Wu Xiao-Zhen, Yuan Cheng-Shan

机构信息

State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, 730000, P. R. China.

出版信息

Chem Biodivers. 2019 Feb;16(2):e1800524. doi: 10.1002/cbdv.201800524. Epub 2019 Jan 23.

Abstract

Three new iridoids, rel-(4aR,7S,7aS)-7-hydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carbaldehyde (1), 1-methoxy-7-methyl-1,3,5,6-tetrahydrocyclopenta[c]pyran-4-carbaldehyde (2), and rel-(1R,4S,4aS,7R,7aR)-7-methylhexahydro-1,4-(epoxymethano)cyclopenta[c]pyran-3(1H)-one (3), together with seven known analogues, were isolated from the 95 % EtOH extract of the whole plants of Pedicularis uliginosa Bunge. Their structures were elucidated via extensive NMR spectroscopy and mass spectral data. In terms of inhibitory effects on human tumor cells, compounds 1, 2, 6, 7, and 8 exhibited better inhibitory activities against ACHN cells than the positive control (vinblastine).

摘要

从湿地马先蒿全草的95%乙醇提取物中分离得到3个新的环烯醚萜类化合物,即rel-(4aR,7S,7aS)-7-羟基-7-甲基-1,4a,5,6,7,7a-六氢环戊[c]吡喃-4-甲醛(1)、1-甲氧基-7-甲基-1,3,5,6-四氢环戊[c]吡喃-4-甲醛(2)和rel-(1R,4S,4aS,7R,7aR)-7-甲基六氢-1,4-(环氧亚甲基)环戊[c]吡喃-3(1H)-酮(3),以及7个已知类似物。通过广泛的核磁共振光谱和质谱数据对它们的结构进行了阐明。在对人肿瘤细胞的抑制作用方面,化合物1、2、6、7和8对ACHN细胞的抑制活性优于阳性对照(长春碱)。

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