Biotransformation of danazol by Fusarium solani and Gibberella fujikuorii, and prolyl endopeptidase inhibition studies of transformed products

Abstract

Biotransformation of danazol (17β-hydroxy-17α-pregna-2,4-dien- 20-yno-[2,3-d] isoxazole) (1) on fermentation with Fusarium solani yielded 17β-hydroxy-2-(hydroxymethyl)-17α-pregn-4-en-20-yn-3-one (2) and 17β-hydroxy-2-(hydroxymethyl)-17α-pregna-1,4-dien-20-yn-3-one (3), while the fermentation of 1 with Gibberella fujikuorii yielded compound 2 only. The structures of these compounds were deduced on the basis of modern spectroscopic techniques. Prolyl endopeptidase inhibition activities of danazol (1) and its transformed products 2 and 3 are also studied. © TÜBİTAK.