The Incubation of 13a,17-Dihydroxystemodane with Cephalosporium aphidicola

Molecules

Braulio M. Fraga¹  Ricardo Guillermo¹  Melchor G. Hernández¹  María C. Chamy¹ 

[1] ¹Instituto de Productos Naturales y Agrobiología, C.S.I.C., Avda. Astrofísico F. Sánchez 3, La Laguna, Tenerife, Canary Islands, 38206, Spain

关键词: Cephalosporium aphidicola;    biotransformations;    diterpenes;    stemodane;   

DOI  :  10.3390/molecules17021744

来源: mdpi

【 摘 要 】

The biotransformation of 13a,17-dihydroxystemodane (3) with the fungus Cephalosporium aphidicola afforded 13a,17,18-trihydroxystemodane (4), 3b,13a,17-tri-hydroxystemodane (5), 13a,17-dihydroxy-stemodan-18-oic acid (6), 3b,11β,13a,17-tetra-hydroxystemodane (7), 11β,13a,17,18-tetrahydroxystemodane (8) and 3b,13a,17,18-tetra-hydroxystemodane (9). The hydroxylation at C-18 of the substrate points to a biosynthetically-directed transformation, because aphidicolin (2) is hydroxylated at this carbon. However, the C-3(b) and C-11(b) hydroxylations seem to indicate a xenobiotic biotransformation.

【 授权许可】

CC BY   
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.