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Biotransformation of Salpichrolides A, C, and G by Three Filamentous Fungi

Author:
Basso, Ana V., Nicotra, Viviana E., Parra, Andrés, Martínez, Antonio, Fernández-Vivas, Antonia
Source:
Journal of natural products 2016 v.79 no.6 pp. 1658-1667
ISSN:
1520-6025
Subject:
Cunninghamella elegans, Curvularia lunata, Rhizomucor miehei, biotransformation, fungi, hydroxylation, stereochemistry
Abstract:
Incubation of salpichrolide A (1) with Rhizomucor miehei produced hydroxylation in rings B and C (C-7 and C-12) and led to C-5–C-6 epoxide opening, while incubation of salpichrolides C (2) and G (3) with R. miehei led to epoxide opening at the C-24–C-25 and C-5–C-6 positions, respectively. Biotransformation of salpichrolide A (1) with Cunninghamella elegans produced stereoselective hydroxylated, oxidized, and reduced derivatives in different positions of the A, B, and C rings and C-5–C-6 epoxide opening. In addition, selective epoxide opening at the C-5–C-6 or C-24–C-25 positions was obtained from the incubation of salpichrolide A (1) with Curvularia lunata.
Agid:
5498560