Artículos de revistas
Biotransformations of imbricatolic acid by Aspergillus niger and Rhizopus nigricans cultures
Registro en:
Molecules 12 (5):1092-1100
1420-3049
Autor
Schmeda-Hirschmann, G.
Aranda, C.
Kurina, M.
Rodriguez, J.
Theoduloz, C.
Institución
Resumen
Guillermo Schmeda-Hirschmann and Carlos Aranda
Laboratorio de Química de Productos Naturales, Instituto de Química de Recursos Naturales,
Universidad de Talca, Casilla 747, Talca, Chile.
Jaime A. Rodríguez and Cristina Theoduloz. Depto. de Ciencias Básicas Biomédicas, Facultad de Ciencias de la Salud, Universidad de Talca,
Casilla 747, Talca, Chile Microbial transformation of imbricatolic acid (1) by Aspergillus niger afforded
1α-hydroxyimbricatolic acid (2), while transformation with Rhizopus nigricans yielded 15-
hydroxy-8,17-epoxylabdan-19-oic acid (3). When the diterpene 1 was added to a
Cunninghamella echinulata culture, the main products were the microbial metabolites
mycophenolic acid (4) and its 3-hydroxy derivative 5. All the structures were elucidated by
spectroscopic methods. The cytotoxicity of these compounds towards human lung
fibroblasts and AGS cells was assessed. While 4 and 5 showed low cytotoxicity, with IC50
values > 1000 μM against AGS cells and fibroblasts, 1α-hydroxyimbricatolic acid (2)
presented moderate toxicity towards these targets, with IC50 values of 307 and 631 μM,
respectively. The structure of 2 is presented for the first time.