SYNTHESIS OF SPHINGOSINE RELATIVES .19. SYNTHESIS OF PENARESIDIN-A AND PENARESIDIN-B, AZETIDINE ALKALOIDS WITH ACTOMYOSIN ATPASE-ACTIVATINGPROPERTIES

Citation
H. Takikawa et al., SYNTHESIS OF SPHINGOSINE RELATIVES .19. SYNTHESIS OF PENARESIDIN-A AND PENARESIDIN-B, AZETIDINE ALKALOIDS WITH ACTOMYOSIN ATPASE-ACTIVATINGPROPERTIES, Journal of the Chemical Society. Perkin transactions. I, (2), 1997, pp. 97-111
Citations number
17
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
0300922X
Issue
2
Year of publication
1997
Pages
97 - 111
Database
ISI
SICI code
0300-922X(1997):2<97:SOSR.S>2.0.ZU;2-A
Abstract
Three stereoisomers of penaresidin A 1 and two stereoisomers of penare sidin B 2' (Scheme 5), azetidine alkaloids isolated from the Okinawan marine sponge Penares sp., have been synthesized. In the course of our synthetic study, the correct structure of penaresidin B has been show n to be not 2 but 2'. Natural penaresidin A is either (2S,3R,4S,15S,16 S)- or (2S,3R,4S,15R,16R)-1 and natural penaresidin B is either (2S,3R ,4S,15S)- or (2S,3R,4S,15R)-2'.