Hurgadacin: A new steroid from Sinularia polydactyla

• Published in: Steroids 2013-09, Vol.78 (9), p.866-873
• Main Authors: Shaaban, Mohamed, Shaaban, Khaled A., Ghani, Mohamed A.
• Format: Article
• Language: English
• Subjects: Animals; Anthozoa - chemistry; Anti-Bacterial Agents - chemistry; Anti-Bacterial Agents - isolation & purification; Anti-Bacterial Agents - pharmacology; Antifungal Agents - chemistry; Antifungal Agents - isolation & purification; Antifungal Agents - pharmacology; Artemia; Bacillus subtilis - drug effects; Biological activity; Candida albicans - drug effects; Carotenoids - chemistry; Carotenoids - isolation & purification; Chlorella vulgaris - drug effects; Cholesterol - analogs & derivatives; Cholesterol - chemistry; Cholesterol - isolation & purification; Cholesterol - pharmacology; Disk Diffusion Antimicrobial Tests; Escherichia coli - drug effects; Hurgadacin; Molecular Conformation; Mucor - drug effects; Pythium - drug effects; Rhizoctonia - drug effects; Sinularia polydactyla; Staphylococcus aureus - drug effects; Streptomyces - drug effects
• ISSN: 0039-128X; 1878-5867
• DOI: 10.1016/j.steroids.2013.05.006

•Hurgadacin (1), a new 24,25-bishomo-26-methylenecholesterol from the soft coral Sinularia polydactyla.•The soft coral was collected from the Red Sea, near Hurghada at the Egyptian coast.•This together with two related steroids (2, 3), lactiflorenol (4) and peridinin (5).•Structure of 1–5 were confirmed by 1D and 2D NMR, HRESIMS spectrometry.•The antimicrobial and cytotoxic (brine shrimps) activities were investigated. Hurgadacin (1), a 24,25-bishomo-26-methylenecholesterol was isolated from the soft coral Sinularia polydactyla, collected from the Red Sea, near Hurghada at the Egyptian coast. The new steroid 1 was isolated together with the closely related polyhydroxy steroids 24-methylenecholestane-3β,5α,6β-triol (2) and 24-methylenecholestane-1α,3β,5α,6β,11α-pentol (3), in addition to the sesquiterpene lactiflorenol (4) and the trinorcarotenolide acetate peridinin (5), The structures of the isolated compounds were confirmed by intensive studies of their 1D and 2D NMR spectra and mass data. The antimicrobial and cytotoxic activities of the soft coral extract and the corresponding constituents were evaluated against diverse pathogenic microorganisms and brine shrimps, respectively.