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太白乌头根中的活性齐墩果烷型皂苷。

Bioactive oleanane-type saponins from the rhizomes of Anemone taipaiensis.

机构信息

Department of Pharmacy, Xijing Hospital, Fourth Military Medical University, Xi'an, PR China.

出版信息

Bioorg Med Chem Lett. 2013 Oct 15;23(20):5714-20. doi: 10.1016/j.bmcl.2013.08.006. Epub 2013 Aug 11.

DOI:10.1016/j.bmcl.2013.08.006
PMID:23992864
Abstract

Investigation of the n-BuOH extract of the rhizomes of Anemone taipaiensis led to the isolation of five new oleanane-type triterpenoid saponins (1-5), together with seven known saponins (6-12). Their structures were determined by the extensive use of (1)D and (2)D NMR experiments along with ESIMS analyses and acid hydrolysis. The aglycone of 1, 2 and 4 was determined as siaresinolic acid, which was reported in this genus for the first time. The cytotoxicities of the saponins 1-12, prosapogenins 4a, 5a, 10a-12a and sapogenins siaresinolic acid (SA), oleanolic acid (OA), hederagenin (HE) were evaluated against five human cancer cell lines, including HepG2, HL-60, A549, HeLa and U87MG. The monodesmosidic saponins 6-8, 5a, 10a-12a and sapogenins SA, OA, HE exhibited cytotoxic activity toward all cancer cell lines, with IC50 values ranging from 2.25 to 57.28 μM. Remarkably, the bisdesmosidic saponins 1-4 and 9 showed selective cytotoxicity against the U87MG cells.

摘要

对白头翁根茎的正丁醇提取物进行研究,分离得到了五个新的齐墩果烷型三萜皂苷(1-5),以及七个已知的皂苷(6-12)。通过广泛使用(1)D 和(2)D NMR 实验以及 ESIMS 分析和酸水解,确定了它们的结构。1、2 和 4 的糖苷配基被确定为齐墩果酸,这是该属中首次报道。对皂苷 1-12、原皂苷 4a、5a、10a-12a 和皂苷元齐墩果酸(SA)、熊果酸(OA)、羽扇豆烷(HE)进行了评估,对五种人癌细胞系(包括 HepG2、HL-60、A549、HeLa 和 U87MG)进行了评估。单糖苷皂苷 6-8、5a、10a-12a 和皂苷元 SA、OA、HE 对所有癌细胞系均表现出细胞毒性,IC50 值范围为 2.25 至 57.28 μM。值得注意的是,双糖苷皂苷 1-4 和 9 对 U87MG 细胞表现出选择性细胞毒性。

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