New spirocyclic sesquiterpenes from the marine sponge Geodia exigua

被引:25
作者
Uy, MM
Ohta, S
Yanai, M
Ohta, E
Hirata, T
Ikegami, S
机构
[1] Hiroshima Univ, Instrument Ctr Chem Anal, Higashihiroshima 7398526, Japan
[2] Hiroshima Univ, Grad Sch Sci, Dept Math & Life Sci, Higashihiroshima 7398526, Japan
关键词
biologically active compounds; natural products; spiro compounds; sponges;
D O I
10.1016/S0040-4020(02)01619-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Three new spirocyclic sesquiterpenes designated exiguamide (1), exicarbamate (2) and exigurin (3), together with (-)-10-epi-axisonitrile-3 (4), have been isolated from the marine sponge Geodia exigua. All four compounds possess the spiro[4.5]decene skeleton and their structures were determined on the basis of spectroscopic data. The structure of 1 was confirmed by X-ray crystallographic analysis and the absolute configuration was determined by applying the modified Mosher's method on its amine derivative. Exiguamide (1) inhibited cell fate specification during sea urchin embryogenesis at a minimum inhibitory concentration of 0.4 muM. (C) 2003 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:731 / 736
页数:6
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