18-oxygenated polyfunctional steroids from the gorgonian isis hippuris

✍ Scribed by Tatsuo Higa; Jun-ichi Tanaka; Kazuo Tachibana

• Book ID: 104241745
• Publisher: Elsevier Science
• Year: 1981
• Tongue: French
• Weight: 281 KB
• Volume: 22
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)90550-7

✦ Synopsis

Two new 18-oxygenated, polyfunctional steroids (2, 2) related to hippurin-1 have been isolated from the gorgonian Isis hippuris collected off Okinawa and their structures were determined.

A number of polyoxygenated steroids have recently been discovered from octocorals (alcyonaceans, gorgonians) and other marine sources.' Of these, hippurin-1 (k),3 isolated from the gorgonian Isis hippuris collected on the Great Barrier Reef, is particularly interesting for its uncommon structural features, a unique oxygenation pattern and a spiroketal ring structure on the side chain of a 24-methylcholestane skeleton.

We now report that the same gorgonian species collected off Okinawa contains two related steroids of further complex structural features, 3u-acetoxy-118-hydroxy-24-methyl-22,25-epoxy-5a-furostan-18,208-lactone (3 and 3a-acetoxy-24-methyl-118,18; 18,208; 22,25-triepoxy-5a-furostane (2).