MICROBIAL TRANSFORMATION OF CEDROL

(+)-Cedrol 1! was biotransformed by cultures of Steptomyces griseus A TCC 10137 and Bacillus cereus UI 1477 (NRRL B-14591). Metabolites isol ated by solvent extraction and chromatography over Si gel and reversed -phase RP-C18 columns and by preparative tlc, were examined by ms and H-1- and C-13-nmr spectroscopy. B. cereus afforded 2S-hydroxycedrol 2 ! as the only metabolite. The metabolite 2 is apparently formed when c edrol is properly oriented at the cytochrome P-452 hydroxylase of B. c ereus. S. griseus afforded 3S-hydroxycedrol 3!, 4R-hydroxycedrol 4!, 4-oxocedrol 5!, 10S-hydroxycedrol 7!,4-oxo-3S-hydroxycedrol 8!, 3R, 4S-dihydroxycedrol 9!, 10S,11S-dihydroxycedrol 10!, and 11-oxo-10S-h ydroxycedrol 11!, 4R,10S-dihydroxycedrol 12!, and 3S,10S-dihydroxyce drol 13!. Metabolites 5 and 8-13 are new oxygenated cedrol derivative s.