Ophiobolin A [1], 3-anhydroophiobolin A [2], ophiobolin B [3], and oph
iobolin L [4] were isolated from fermentation broths of Cochliobolus h
eterostrophus. Preliminary screening showed that a number of organisms
were capable of metabolizing the sesterterpene ophiobolin A [1]. Larg
e-scale transformations of ophiobolin A [1] with Polyangium cellulosum
produced 6 and 7 while Pseudomonas aeruginosa produced 8. Resting-cel
l preparations of Penicillium patulum afforded 9 and 10. The structure
s of these metabolites were established by spectroscopic methods and b
y comparison of the spectral data with those of the starting material.
The antimicrobial activity of the ophiobolins was also evaluated.