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US 4,304,855 AGranted
Allylic methyl-hydroxylated novobiocins
AssigneeThe Upjohn Company
InventorsOldrich K. Sebek, Lester A. Dolak
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Abstract
The present invention relates to a fermentation process for producing allylic methyl-hydroxylated novobiocin and derivatives thereof.
Claims8
A process for preparing a hydroxynovobiocin-type compound of the formula:
- ##STR12## or pharmaceutically acceptable salt thereof which comprises (1) cultivating Sebekia benihana having the identifying characteristics of NRRL 11,111 and novobiocin-hydroxylating mutants thereof in an aqueous nutrient medium under aerobic conditions;
- (2) contacting a novobiocin-type compound of the formula:
- ##STR13## with the Sebekia benihana culture in an aqueous nutrient medium under aerobic conditions at 20.degree.-35.degree. and;
- (3) recovering the hydroxynovobiocin-type compound (II) where R.sub.5 an R.sub.8 may be the same or different and are hydrogen, alkyl of 1 thru 5 carbon atoms, halogen, nitro, cyano, carboxyl or --NR.sub..alpha. R.sub..beta. where R.sub..alpha. and R.sub..beta. may be the same or different and are hydrogen or alkyl of 1 thru 5 carbon atoms;
- is a single or double bond and Z is hydrogen or ##STR14## where R.sub.9 is amino, 2-pyrryl, -2-(5-methyl)-pyrryl, 2-furyl, and 2-(5-methyl)-furyl.
2 more elements
A process for producing hydroxynovobiocin of the formula:
- ##STR15## which comprises (1) producing novobiocin by fermentation;
- (2) contacting a growing culture of Sebekia benihana having the identifying characteristics of NRRL 11,111 and novobiocin-hydroxylating mutants thereof in an aqueous nutrient media under aerobic conditions at 20.degree.-35.degree. with the fermentation and;
- (3) recovering the hydroxynovobiocin.
A process for producing hydroxychlorobiocin of the formula:
- ##STR16## which comprises (1) producing chlorobiocin by fermentation;
- (2) contacting a growing culture of Sebekia benihana having the identifying characteristics of NRRL 11,111 and novobiocin-hydroxylating mutants thereof in an aqueous nutrient media under aerobic conditions at 20.degree.-35.degree. with the fermentation and;
- (3) recovering the hydroxychlorobiocin.
Dependencies are inferred from the claim text.