1α,3β,5β-trihydroxy-24-methylenecholestan-6-one: A novel steroid from a soft coral Sinularia gibberosa
Resource
Steroids 68 (4): 377-381
Journal
Steroids
Journal Volume
68
Journal Issue
4
Pages
377-381
Date Issued
2003
Author(s)
Abstract
A novel steroid, 1α,3β,5β-trihydroxy-24-methylenecholestan-6-one (gibberoketosterol) (1), along with four known steroids, was isolated from the lipophilic extracts of a Taiwanese soft coral Sinularia gibberosa. The structure of the new metabolite was determined on the basis of extensive spectral analyses and chemical reaction. The relative stereochemistry of gibberoketosterol was established by the NOESY experiments and analysis of the pyridine-induced deshielding effect of the axial hydroxy groups. Gibberoketosterol is the first example of 1α,3β,5β-trihydroxy-6-oxosteroids isolated from natural sources and was found to exhibit a moderate cytotoxicity against the growth of Hepa59T/VGH cancer cells. ? 2003 Elsevier Science Inc. All rights reserved.
Subjects
1α,3β,5β-Trihydroxy-24-methylenecholestan-6-one; Cytotoxicity; Gibberoketosterol; Sinularia gibberosa; Soft coral
SDGs
Other Subjects
1alpha,3beta,5beta trihydroxy 24 methylenecholestan 6 one; cholestane derivative; unclassified drug; antineoplastic agent; cholestane derivative; article; cancer growth; chemical structure; coral; cytotoxicity; drug isolation; nuclear Overhauser effect; sinularia gibberosa; stereochemistry; animal; Anthozoa; chemistry; isolation and purification; mouse; nuclear magnetic resonance; stereoisomerism; tumor cell line; Alcyonacea; Anthozoa; Sinularia; Sinularia gibberosa; Animals; Anthozoa; Antineoplastic Agents; Cell Line, Tumor; Cholestanones; Mice; Molecular Structure; Nuclear Magnetic Resonance, Biomolecular; Stereoisomerism
Type
journal article
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