Laboratory of Aquatic Natural Products Chemistry, Graduate School of Agricultural and Life Sciences, The University of Tokyo, Bunkyo-ku, Tokyo, 113-8657, Japan.
J Nat Prod. 2010 Nov 29;73(11):1947-50. doi: 10.1021/np1003565. Epub 2010 Oct 15.
Five sphingoid bases, penasin A (1), penasin B (2), and a mixture of penasins C-E (3-5), were identified from a marine sponge Penares sp. as cytotoxic constituents. The structure of the common polar head part was assigned by analysis of the NMR data, whereas the structures of the long aliphatic chains including the locations of double bond(s) and a branched methyl group were determined by analysis of tandem FABMS and (13)C NMR data together with the GC-MS analysis of ozonolysis products. The absolute configuration of the headgroup was defined for the mixture of 3-5 by the modified Mosher method. Penasins exhibit moderate cytotoxicity against HeLa and P388 cells.
从海洋海绵 Penares sp. 中鉴定出五种神经酰胺,分别为 penasin A(1)、penasin B(2)和 penasins C-E 的混合物(3-5),它们具有细胞毒性。通过 NMR 数据分析确定了共同极性头部部分的结构,而通过串联 FABMS 和(13)C NMR 数据分析以及臭氧化产物的 GC-MS 分析,确定了包括双键和支链甲基位置的长脂族链的结构。通过改进的 Mosher 方法,确定了 3-5 的混合物的端基的绝对构型。Penasins 对 HeLa 和 P388 细胞表现出中等的细胞毒性。