Six New Polyacetylenic Alcohols from the Marine Sponges Petrosia sp and Halichondria sp.
Six New Polyacetylenic Alcohols from the Marine Sponges Petrosia sp and Halichondria sp.
复制标题
DOI：
10.1248/cpb.c15-00203
复制
发表时间：
2015-06-01
影响因子：
1.7
通讯作者：
Miyamoto, Tomofumi
中科院分区：
文献类型：
--
作者：
Gabriel, Adeyemi Francis;Li, Zhen;Miyamoto, Tomofumi
从海绵岩藻中分离出六种新的聚炔醇，称为圆线虫三醇A和B; pellynol J、K和L;和异pellynol A，以及三种已知的聚炔醇，pellynol A、B和C，和日本冲绳的软海绵属（Halichondria sp.）。通过2D-NMR和RuCl 3氧化降解产物的质谱分析确定了它们的平面结构。分离物的绝对立体化学由它们的Mosher酯检查。发现圆线虫三醇是光学纯的化合物，而pellynols是在C-6位的非对映异构体混合物。使用HeLa和K562细胞系的增殖实验表明，活性的基本结构单元是末端上的“己-2，4-二炔-1，6-二醇”和“己-1-烯-4-炔-3-醇”。
Six new polyacetylenic alcohols, termed strongylotriols A and B; pellynols J, K, and L; and isopellynol A, together with three known polyacetylenic alcohols, pellynols A, B, and C were isolated from the marine sponges Petrosia sp., and Halichondria sp. collected in Okinawa, Japan. Their planer structures were determined based on 2D-NMR and mass spectrometric analysis of the degraded products by RuCl3 oxidation. The absolute stereochemistry of isolates was examined by their Mosher's esters. The strongylotriols were found to be optically pure compounds, whereas the pellynols are diastereomeric mixtures at the C-6 position. Proliferation experiments using the HeLa and K562 cell lines suggested that the essential structural units for activity are the "hexa-2,4-diyn-1,6-diol" and "pent-1-en-4-yn-3-ol" on the termini.