Zhang Xing-Wang, Tang Xu-Li, Liu Bao-Sheng, Li Ping-Lin, Li Guo-Qiang
Key Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, P. R. China (phone: +86-532-82032323; fax: +86-532-82033054).
College of Chemistry and Chemical Engineering, Ocean University of China, Qingdao 266100, P. R. China.
Chem Biodivers. 2016 Feb;13(2):233-7. doi: 10.1002/cbdv.201500093.
Twenty-four steroid-based natural products, 9,10-secosteroids (1-10), 1,4-dien-3-one steroids (11-19), and 4-en-3-one steroids (20-24), containing varying side-chains, were isolated from the South China Sea gorgonian Muricella sibogae. The structures of one new 9,10-secosteroid, sibogol D (1), and two new 1,4-dien-3-one steroids, sibogols E and F (11 and 12), were elucidated by extensive spectroscopic analyses and by comparison with the literature data. Cytotoxicities for all the isolates were evaluated against four selected tumor cell lines, HL-60, HCT116, K562, and P388. Compounds 3, 9, and 13 exhibited potent cytotoxic activities against the HL-60 cell line, with IC50 values ranging from 1.27 to 10.05 μM, and compound 3 was also cytotoxic against HCT116 with an IC50 value of 5.8 μM. The bioassay results also indicated a potential relationship between structural patterns and activity. The newly presented series of 1,4-dien-3-one and 4-en-3-one types of steroids relating to the unique 9,10-secosteroids in biogenesis were found in this species for the first time, which is of considerable chemotaxonomic significance.
从中国南海柳珊瑚Muricella sibogae中分离出了24种基于甾体的天然产物，包括9,10-断甾体（1-10）、1,4-二烯-3-酮甾体（11-19）和4-烯-3-酮甾体（20-24），它们含有不同的侧链。通过广泛的光谱分析并与文献数据比较，阐明了一种新的9,10-断甾体西波醇D（1）以及两种新的1,4-二烯-3-酮甾体西波醇E和F（11和12）的结构。评估了所有分离物对四种选定肿瘤细胞系HL-60、HCT116、K562和P388的细胞毒性。化合物3、9和13对HL-60细胞系表现出较强的细胞毒性活性，IC50值在1.27至10.05 μM之间，化合物3对HCT116也具有细胞毒性，IC50值为5.8 μM。生物测定结果还表明了结构模式与活性之间的潜在关系。首次在该物种中发现了新呈现的一系列与生物合成中独特的9,10-断甾体相关的1,4-二烯-3-酮和4-烯-3-酮类型的甾体，这具有相当大的化学分类学意义。
