New spirocyclic sesquiterpenes from the marine sponge Geodia exigua

Autor: Susumu Ikegami, Emi Ohta, Mihoko Yanai, Mylene M. Uy, Shinji Ohta, Toshifumi Hirata
Rok vydání: 2003
Předmět:
Zdroj: Tetrahedron. 59:731-736
ISSN: 0040-4020
DOI: 10.1016/s0040-4020(02)01619-8
Popis: 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 μM.
Databáze: OpenAIRE