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从Clematis heracleifolia 全株中提取的新三萜皂苷。

New triterpenoid saponins from the whole plants of Clematis heracleifolia.

机构信息

Department of Chinese Materia Medica and Natural Medicines, School of Pharmacy, The Air Force Medical University, Xi'an, PR China.

Department of Chinese Materia Medica and Natural Medicines, School of Pharmacy, The Air Force Medical University, Xi'an, PR China.

出版信息

Fitoterapia. 2022 Jun;159:105179. doi: 10.1016/j.fitote.2022.105179. Epub 2022 Mar 23.

Abstract

Three new triterpenoid saponins, heracleifolianosides A-C (1-3), together with seven known compounds (4-10), were isolated from the whole plants of Clematis heracleifolia. Moreover, three new secondary saponins (1a, 2a and 3a), two known secondary metabolites (5a and 7a) were obtained by alkaline hydrolysis. Their structures were elucidated by extensive spectroscopic analysis and chemical evidences. The cytotoxicity of eight native saponins and five prosapogenins against human breast tumor MDA-MB-231 and gastric carcinoma SGC-7901 cell lines were evaluated by MTT method. Remarkably, the prosapogenin monodesmosidic saponin 7a showed significant cytotoxicity against MDA-MB-231 or SGC-7901 cell lines with IC values in the range of 6.05-6.32 μmol/L. It is suggested that it might be a feasible way to change the inactive bisdesmosic triterpenoid saponins to active monodesmosic saponins by a simple procedure of alkaline hydrolysis.

摘要

从Clematis heracleifolia 的全株植物中分离得到了三种新的三萜皂苷,即heracleifolianoside A-C(1-3),以及七种已知化合物(4-10)。此外,通过碱性水解还得到了三种新的次生皂苷(1a、2a 和 3a)、两种已知的次生代谢产物(5a 和 7a)。通过广泛的光谱分析和化学证据阐明了它们的结构。通过 MTT 法评价了八种天然皂苷和五种原皂苷元对人乳腺癌 MDA-MB-231 和胃癌 SGC-7901 细胞系的细胞毒性。值得注意的是,原皂苷元单糖苷皂苷 7a 对 MDA-MB-231 或 SGC-7901 细胞系具有显著的细胞毒性,IC 值范围为 6.05-6.32 μmol/L。这表明通过简单的碱性水解过程将无活性的双糖苷三萜皂苷转化为活性的单糖苷皂苷可能是一种可行的方法。

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