New hydroxybenanomicins produced by Actinomadura.
A soil microorganism, Actinomadura sp. MH193-16F4, produces an antifungal antibiotic benanomicin A and several related compounds. Among them, benanomicin A is the best candidate as a chemotherapeutic agent in terms of antifungal activity, toxicity and water-solubility. Three novel hydroxyl congeners, 3'-hydroxybenanomicin A, 7-hydroxybenanomicin A and 7-hydroxybenanomicinone have been isolated from the culture broth of the MH193-16F4 strain or its mutant. Interestingly, 3'-hydroxy-benanomicin A was as effective as benanomicin A, but the 7-hydroxy congeners were inactive. The inactive congeners differ from benanomicin A and 3'-hydroxyenanomicin A in their conformational structures at C-5 and C-6.
Kondo
S
S
Institute of Microbial Chemistry, Tokyo, Japan.
Gomi
S
S
Uotani
K
K
Miyakawa
S
S
Inouye
S
S
Ikeda
D
D
Takeuchi
T
T
D018943:Anthracyclines; D000903:Antibiotics, Antineoplastic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D000935:Antifungal Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D002176:Candida albicans / Q000187:drug effects / Q000378:metabolism; D002851:Chromatography, High Pressure Liquid; D005285:Fermentation; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D009618:Nocardiaceae / Q000737:chemistry*; D013329:Structure-Activity Relationship
D018943:Anthracyclines; D000903:Antibiotics, Antineoplastic; D000935:Antifungal Agents; C077639:3'-hydroxybenanomicin A