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

ANA V. BASSO; VIVIANA E. NICOTRA; ANDRÉS PARRA; ANTONIO MARTÍNEZ; ANTONIA FERNÁNDEZ-VIVAS

JOURNAL OF NATURAL PRODUCTS

AMER CHEMICAL SOC

Lugar: Washington; Año: 2016 vol. 79 p. 1658 - 1667

0163-3864

Incubation of salpichrolide A 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 and G  with R. miehei led to epoxide opening at the C-24?C-25 and C-5?C-6 positions, respectively. Biotransformation of salpichrolide A  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 with Curvularia lunata.