pyrethrosin and Carcinoma--Squamous-Cell

Microbial transformation of the germacranolide pyrethrosin (1) using Rhizopus nigricans NRRL 1477 has resulted in the isolation of 6 alpha-acetoxy-1 beta,4 alpha-dihydroxy-5,7 alpha H,8 beta H-eudesm-11 beta,13-dihydro-8,12-olide (5), a new eudesmanolide-type metabolite, in addition to the previously reported eudesmanolides: 2, 3, 4, and 6. The structure elucidation of these metabolites was based primarily on 1D and 2D NMR analyses. The isolated metabolites exhibited cytotoxic, antifungal, and antiprotozoal activities.

Topics: Animals; Anti-Infective Agents; Antifungal Agents; Antimalarials; Antineoplastic Agents, Phytogenic; Biotransformation; Candida albicans; Carcinoma, Squamous Cell; Cryptococcus neoformans; Female; Humans; Magnetic Resonance Spectroscopy; Melanoma; Molecular Structure; Ovarian Neoplasms; Plasmodium falciparum; Pyrethrins; Rhizopus; Sesquiterpenes; Sesquiterpenes, Eudesmane; Tumor Cells, Cultured