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

BASSO, A; MARTÍNEZ, A; PARRA, A; NICOTRA, V; ANTONIA FERNÁNDEZ VIVAS

JOURNAL OF NATURAL PRODUCTS

AMER CHEMICAL SOC

Lugar: Washington; Año: 2016 p. 1658 - 1667

0163-3864

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 reducted 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.