SCALARADIAL, A SESTERTERPENOID METABOLITE FROM THE MARINE SPONGE CACOSPONGIA MOLLIOR

Citation
R. Puliti et al., SCALARADIAL, A SESTERTERPENOID METABOLITE FROM THE MARINE SPONGE CACOSPONGIA MOLLIOR, Acta crystallographica. Section C, Crystal structure communications, 51, 1995, pp. 1703-1707
Citations number
16
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Crystallography
ISSN journal
0108-2701
Volume
51
Year of publication
1995
Part
8
Pages
1703 - 1707
Database
ISI
SICI code
0108-2701(1995)51:<1703:SASMFT>2.0.ZU;2-K
Abstract
The X-ray study of scalaradial [Cimino, De Stefano & Minale (1974). Ex perientia, 30, 846-847], the major secondary metabolite from the marin e sponge Cacospongia mollior, is reported. In the crystal of thyl-D-ho moandrost-16-ene-17,17a-dicarboxaldehyde, C27H40O4, the asymmetric uni t comprises two molecules which display high geometrical and conformat ional similarity. All the saturated rings are in chair conformations, whereas the cyclohexene ring adopts a half-chair form. The molecule is highly bent in a direction normal to the average skeletal plane, with rings A and C forming an angle of about 30 degrees. The four axial is o-oriented methyl groups in the tetracyclic system produce distortions of the skeletal geometry similar to those observed in other molecules with analogous sequences of axial substituents, and are probably resp onsible for the remarkable bend of the skeleton.