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小叶连蕊茶中的细胞毒三萜。

Cytotoxic triterpenoids from Lysimachia parvifolia.

机构信息

Department of Chemistry, Zhejiang University, Hangzhou 310027, People's Republic of China; Department of Pharmacy, Dali College, Dali 671000, People's Republic of China.

出版信息

Eur J Med Chem. 2013 Sep;67:390-7. doi: 10.1016/j.ejmech.2013.06.043. Epub 2013 Jul 1.

DOI:10.1016/j.ejmech.2013.06.043
PMID:23911853
Abstract

Five new oleanane-type triterpenoids, including two aglycones, 13β-28-epoxy-3β,22α,23-trihydroxyolean-16-one (1) and 13β-28-epoxy-22α,23-dihydroxyolean-3,16-dione (2), and three glycosides, anagalligenone-3-O-α-L-arabinopyranoside (3), anagalligenone-3-O-[β-D-glucopyranosyl(1 → 4)-α-L-arabinopyranoside] (4) and anagalligenone-3-O-[β-D-xylopyranosyl(1 → 2)-β-D-glucopyranosyl(1 → 4)-α-L-arabinopyranoside] (5), were isolated from the aerial parts of Lysimachia parvifolia, together with three known oleanane-type triterpenoid glycosides (6-8). The structures of the new compounds were subsequently elucidated by spectroscopic analysis and their cytotoxicities evaluated against six human cancer cell lines. Compounds 5-8 exhibited significant cytotoxicities against all the cell lines tested, with IC50 values lower than 10 μM. The possible mechanism of action of compound 6 was also studied.

摘要

从铺地黍的地上部分分离得到了五个新的齐墩果烷型三萜类化合物,包括两个苷元,13β-28-环氧-3β,22α,23-三羟基齐墩果-16-酮(1)和 13β-28-环氧-22α,23-二羟基齐墩果-3,16-二酮(2),以及三个糖苷,即安石榴苷-3-O-α-L-阿拉伯吡喃糖苷(3)、安石榴苷-3-O-[β-D-吡喃葡萄糖基(1 → 4)-α-L-阿拉伯吡喃糖苷](4)和安石榴苷-3-O-[β-D-吡喃木糖基(1 → 2)-β-D-吡喃葡萄糖基(1 → 4)-α-L-阿拉伯吡喃糖苷](5)。此外,还从铺地黍的地上部分分离得到了三个已知的齐墩果烷型三萜糖苷(6-8)。通过光谱分析确定了新化合物的结构,并对它们对六种人癌细胞系的细胞毒性进行了评估。化合物 5-8 对所有测试的细胞系均表现出显著的细胞毒性,IC50 值均低于 10 μM。还研究了化合物 6 的可能作用机制。

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