The sestertepene (−)-wistarin has been isolated from a Red Sea sponge of the genus Ircinia. This metabolite is the enantiomer of (+)-wistarin, a tetracyclic metabolite previously isolated from the sponge Ircinia wistarii. The enantiomeric relationship was proved by comparison of the CD spectrum of (−)-wistarin with that of a synthetic sample of the (+)-isomer. A hypothetical biosynthesis of (−)-wistarin is discussed starting from a putative linear precursor.
-)-Wistarin from the Marine Sponge Ircinia sp.: the First Case of Enantiomeric Sesterterpenes / Fontana, A; Fakr, I.; Mollo, E.; Cimino, G.. - In: TETRAHEDRON-ASYMMETRY. - ISSN 0957-4166. - 10:(1999), pp. 3869-3872. [S0957-4166(99)00406-1]
-)-Wistarin from the Marine Sponge Ircinia sp.: the First Case of Enantiomeric Sesterterpenes
Fontana A;
1999
Abstract
The sestertepene (−)-wistarin has been isolated from a Red Sea sponge of the genus Ircinia. This metabolite is the enantiomer of (+)-wistarin, a tetracyclic metabolite previously isolated from the sponge Ircinia wistarii. The enantiomeric relationship was proved by comparison of the CD spectrum of (−)-wistarin with that of a synthetic sample of the (+)-isomer. A hypothetical biosynthesis of (−)-wistarin is discussed starting from a putative linear precursor.| File | Dimensione | Formato | |
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