Guangdong Provincial Key Laboratory of Research and Development of Natural Drugs, and School of Pharmacy, Guangdong Medical University, Dongguan, 523808, PR China; Marine Biomedical Research Institute, The Key Lab of Zhanjiang for R&D Marine Microbial Resources in the Beibu Gulf Rim, Guangdong Medical University, Zhanjiang, 524023, PR China.
Guangdong Provincial Key Laboratory of Research and Development of Natural Drugs, and School of Pharmacy, Guangdong Medical University, Dongguan, 523808, PR China.
Phytochemistry. 2024 Apr;220:114033. doi: 10.1016/j.phytochem.2024.114033. Epub 2024 Feb 18.
Ten previously undescribed cucurbitane-type triterpenoids, namely hemslyencins A-F (1-6) and hemslyencosides A-D (7-10), together with twenty previously reported compounds (11-30), were isolated from the tubers of Hemsleya chinensis. Their structures were elucidated by unambiguous spectroscopic data (UV, IR, HR-ESI-MS, 1D and 2D NMR data). Hemslyencins A and B (1 and 2) possessing unique 9, 11-seco-ring system with a six-membered lactone moiety, were the first examples among of the cucurbitane-type triterpenoids, and hemslyencins C and D (3 and 4) and hemslyencoside D (10) are the infrequent pentacyclic cucurbitane triterpenes featuring a 6/6/6/5/6 fused system. The cytotoxic activities of all isolated compounds were evaluated against MCF-7, HCT-116, HeLa, and HepG2 cancer cells, and their structure-activity relationships (SARs) was discussed as well. Compounds 17, 25, and 26 showed significant cytotoxic effects with IC values ranging from 1.31 to 9.89 μM, among which compound 25 induced both apoptosis and cell cycle arrest at G2/M phase in a dose dependent manner against MCF-7 cells.
从中国雪胆的块根中分离得到了 10 个以前未描述的葫芦烷型三萜，分别为 hemslyencins A-F（1-6）和 hemslyencosides A-D（7-10），以及 20 个以前报道的化合物（11-30）。通过明确的光谱数据（UV、IR、HR-ESI-MS、1D 和 2D NMR 数据）阐明了它们的结构。具有独特的 9,11-裂环系统和六元内酯部分的 hemslyencins A 和 B（1 和 2），是葫芦烷型三萜中第一个此类例子，而 hemslyencins C 和 D（3 和 4）和 hemslyencoside D（10）是罕见的五元环葫芦烷三萜，具有 6/6/6/5/6 稠合系统。所有分离得到的化合物的细胞毒性活性均针对 MCF-7、HCT-116、HeLa 和 HepG2 癌细胞进行了评估，并讨论了它们的构效关系（SAR）。化合物 17、25 和 26 表现出显著的细胞毒性作用，IC 值范围为 1.31 至 9.89 μM，其中化合物 25 以剂量依赖的方式在 MCF-7 细胞中诱导细胞凋亡和细胞周期停滞在 G2/M 期。
