Penasins A-E, Long-Chain Cytotoxic Sphingoid Bases, from a Marine Sponge Penares sp

被引:17
作者
Ando, Hideki [1 ]
Ueoka, Reiko [1 ]
Okada, Shigeru [1 ]
Fujita, Tsuyoshi [3 ]
Iwashita, Takashi [3 ]
Imai, Takaaki [4 ]
Yokoyama, Tomoya [4 ]
Matsumoto, Yuji
van Soest, Rob W. M. [2 ]
Matsunaga, Shigeki [1 ]
机构
[1] Univ Tokyo, Grad Sch Agr & Life Sci, Lab Aquat Nat Prod Chem, Bunkyo Ku, Tokyo 1138657, Japan
[2] Univ Tokyo, Grad Sch Agr & Life Sci, Wood Chem Lab, Bunkyo Ku, Tokyo 1138657, Japan
[3] Suntory Inst Bioorgan Res, Shimamoto, Osaka 6188503, Japan
[4] Univ Amsterdam, Zool Museum, NL-1090 GT Amsterdam, Netherlands
来源
JOURNAL OF NATURAL PRODUCTS | 2010年 / 73卷 / 11期
关键词
D O I
10.1021/np1003565
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
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 C-13 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.
引用
收藏
页码:1947 / 1950
页数:4
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