
%0 Journal Article
%A Bergquist, PR 
%A Bowden, BF 
%A Cambie, RC 
%A Craw, PA 
%A Karuso, P 
%A Poiner, A 
%A Taylor, WC 
%T The Constituents of Marine Sponges. VI. Diterpenoid Metabolites of the New Zealand Sponge <I>Chelonaplysilla violacea</I>
%J Australian Journal of Chemistry
%D 1993/05/01
%V 46
%N 5
%P 623-632
%K 
%R https://doi.org/10.1071/CH9930623
%U https://www.publish.csiro.au/paper/CH9930623 
%X The sponge Chelonaplysilla violacea, collected from New Zealand coastal waters, contains as major constituents the diterpenoids aplyviolene (1a), norrisolide (2), dendrillolide A (3) aplyroseol-7 (4), spongian-16-one (5), chelonaplysin C (6), and a series of new compounds cheloviolene A-F and cheloviolin. Structures were assigned to cheloviolene A (7), [3aR-[3a&#945;,4&#945;(1R*,3aR*,8aS*),5&#946;,6a&#945;]]-5-hydroxy-4(1,4,4-trimethyl-8-methylenedecahydroazulen-1-yl) tetrahydrofuro [2,3- b] furan-2(3H)-one, cheloviolene B (8), [3aR-[3a&#945;,4a(1R*,3aR*, 8aS*),5&#945;,6a&#945;]]-5-hydroxy-4-(1,4,4-trimethyl-8-methylenedecahydroazulen-1-yl) tetrahydrofuro [2,3-b]furan-2(3H)-one, cheloviolene C (9), [1'&#958;(1R*,3aS*,7aS*),4&#958;]-4-[1&#8242;-( acetyloxymethyl )-2&#8242;-(4,4,7a-trimethyloctahydro-1H-inden-1-yl)prop-2&#8242;-enyl] dihydrofuran -2(3H)-one, cheloviolene D (10), methyl [3&#945;,4&#945;(1R*,3aR*,8aS*)]-5-oxo-4-(1,4,4-trimethyl-8-methylenedecahydroazulen-1-yl)tetrahydrofuran-3-acetate, cheloviolene E (11), methyl [3&#945;,4&#945;-(1R*,3aS*,7aS*)]-5-oxo-4-[1&#8242;-(4,4,7a-trimethyloctahydro-1H-inden-1-yl) ethenyl ]tetrahydrofuran-3-acetate, and cheloviolene F (12), [4&#958;,5&#958;(1R*,3R*,8aS*)]-4-( acetyloxymethyl )-5-(1,4,4-trimethyl-8-methylenedecahydroazulen-1-yl) tetrahydro-2H-pyran-2-one, by using spectroscopic methods; the structure (13) was deduced for cheloviolin, [1S-[1&#945;,5&#945;,6&#945;,8R*(1aS*,3aS*,7aS*,7b-R*)]]-6-acetyloxy-8-(4,4,7a-trimethyldecahydrocylopropa[a] naphthalen-la-yl )-2,7-dioxabicyclo- [3.2.1]octan-3-one. 
