Sesquiterpenoids of the Sponge Dysidea fragilis of the North-Brittany Sea

✍ Scribed by Graziano Guella; Antonio Guerriero; Francesco Pietra

• Book ID: 102856787
• Publisher: John Wiley and Sons
• Year: 1985
• Tongue: German
• Weight: 651 KB
• Volume: 68
• Category: Article
• ISSN: 0018-019X
• DOI: 10.1002/hlca.19850680105

✦ Synopsis

Abstract

The title sponge is shown to contain eight new sesquiterpenoids for which a common, unusual biogenetic origin is postulated. The compounds are shown to be: (–)‐(1__R__*,4__R__*)‐3‐(3′‐furyl)methyl‐2‐p‐menthen‐7‐yl acetate ((–)‐8b); two diols separated as the monoacetates (–)‐(1__S__*,4__R__*)‐3‐(3′‐furyl)methyl‐l‐hydroxy‐2‐p‐menthen‐7‐yl acetate ((–)‐13a) and the (–)‐(1__R__*,4__R__*)‐epimer (–)‐13b, the two C(4)‐epimeric 4‐ethoxy‐3‐(1′(7′),2′‐p‐menthadien‐3′‐yl)methyl‐2‐buten‐4‐olides ((+)‐14a and (–)‐14b), (–)‐3‐(3′‐furyl)methyl‐7‐nor‐2‐p‐menthen‐l‐one ((–)‐11), (–)‐(3Z)‐1‐(3′‐furyl)‐4,8‐dimethylnona‐3, 7‐dien‐2‐yl acetate ((–)‐17), and (+)‐3‐(5′,7′‐seco‐2′(10′)‐pinen‐7′‐yl)methylfuran ((+)‐15).