Bioactive marine metabolites. 24. Isolation and structure elucidation of calyculins B, C, and D, novel antitumor metabolites, from the marine sponge Discodermia calyx

1988 ◽  
Vol 53 (17) ◽  
pp. 3930-3932 ◽  
Author(s):  
Yuko Kato ◽  
Nobuhiro Fusetani ◽  
Shigeki Matsunaga ◽  
Kanehisa Hashimoto ◽  
Koshi Koseki
Keyword(s):  
Marine Sponge ◽  
Structure Elucidation ◽  
Marine Metabolites ◽  
Discodermia Calyx

Beyond Polygodial: New Drimane Sesquiterpenes From a Southern Australian Marine Sponge, Dysidea sp.

1993 ◽  
Vol 46 (8) ◽  
pp. 1255 ◽  
Author(s):  
MS Butler ◽  
RJ Capon
Keyword(s):  
Marine Sponge ◽  
Structure Elucidation ◽  
Spectroscopic Analysis ◽  
Marine Metabolites ◽  
Ecological Relationship ◽  
Chemical Correlation ◽  
The Absolute ◽  
First Time ◽  
Absolute Stereochemistry

This report describes the isolation and structure elucidation of four new drimane sesquiterpenes (14)-(17) from a southern Australian marine sponge Dysidea sp. The structures for (14)-(17) were secured by detailed spectroscopic analysis, chemical interconversion and derivatization. Also reported are the known metabolites (+)- euryfuran (7), dihydropallescensin-2 (18), (-)- pallescensin-A (19) and (-)-7-deacetoxyolepupane (6). The rare co-occurrence of two antipodes, (7) and (19), in the same specimen highlights the dangers in assigning absolute stereochemistry based on 'unproven' biosynthetic relationships. The absolute stereochemistry for (6) has been unambiguously established for the first time by chemical interconversion to (7). Furthermore, the absolute stereochemistry of the new marine metabolites listed above, (14)-(17), were determined by chemical correlation to (6). A biosynthetic and ecological relationship is proposed between the metabolites from Dysidea sp. with the known marine and terrestrial antifeedant polygodial (8). Chemical investigations are reported that support this proposition.

Bioactive marine metabolites. Part 16. Calyculin A. A novel antitumor metabolite from the marine sponge Discodermia calyx

1986 ◽  
Vol 108 (10) ◽  
pp. 2780-2781 ◽  
Author(s):  
Yuko. Kato ◽  
Nobuhiro. Fusetani ◽  
Shigeki. Matsunaga ◽  
Kanehisa. Hashimoto ◽  
Shigeo. Fujita ◽  
...  
Keyword(s):  
Marine Sponge ◽  
Calyculin A ◽  
Marine Metabolites ◽  
Discodermia Calyx
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