Microbial metabolites of ophiobolin A and antimicrobial evaluation of ophiobolins.
Ophiobolin A [1], 3-anhydroophiobolin A [2], ophiobolin B [3], and ophiobolin L [4] were isolated from fermentation broths of Cochliobolus heterostrophus. Preliminary screening showed that a number of organisms were capable of metabolizing the sesterterpene ophiobolin A [1]. Large-scale transformations of ophiobolin A [1] with Polyangium cellulosum produced 6 and 7 while Pseudomonas aeruginosa produced 8. Resting-cell preparations of Penicillium patulum afforded 9 and 10. The structures of these metabolites were established by spectroscopic methods and by comparison of the spectral data with those of the starting material. The antimicrobial activity of the ophiobolins was also evaluated.
Li
E
E
Department of Pharmacognosy, School of Pharmacy, University of Mississippi, University 38677.
Clark
A M
AM
Rotella
D P
DP
Hufford
C D
CD
D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000378:metabolism* / Q000494:pharmacology; D001203:Ascomycota / Q000378:metabolism; D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D005285:Fermentation; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D008969:Molecular Sequence Data; D054830:Sesterterpenes; D016339:Spectrometry, Mass, Fast Atom Bombardment; D013729:Terpenes / Q000737:chemistry / Q000378:metabolism* / Q000494:pharmacology
D000900:Anti-Bacterial Agents; D054830:Sesterterpenes; D013729:Terpenes; C002884:ophiobolins; C040764:ophiobolin A