Abstract: Valuable steroid intermediates, 9.alpha.-hydroxyandrost-4-ene-17.beta.-ol-3-one (9.alpha.-OH testosterone), 9.alpha.-hydroxy-3-ketobisnorchol-4-en-22-ol (9.alpha.-OH BN alcohol) and 9.alpha.-hydroxy-3-ketobisnorchol-4-en-22-oic methyl ester (9.alpha.-OH BN acid methyl ester), prepared by microbiological conversion of steroids having 17-alkyl side chains of 8 to 10 carbons.
Type:
Grant
Filed:
April 23, 1979
Date of Patent:
September 16, 1980
Assignee:
The Upjohn Company
Inventors:
Merle G. Wovcha, Frederick J. Antosz, John M. Beaton, Alfred B. Garcia, Leo A. Kominek
Abstract: Valuable steroid intermediates, 9.alpha.-hydroxyandrost-4-ene-17.beta.-ol-3-one (9.alpha.-OH testosterone), 9.alpha.-hydroxy-3-ketobisnorchol-4-en-22-ol (9.alpha.-OH BN alcohol) and 9.alpha.-hydroxy-3-ketobisnorchol-4-en-22-oic methyl ester (9.alpha.-OH BN acid methyl ester), prepared by microbiological conversion of steroids having 17-alkyl side chains of 8 to 10 carbons.
Type:
Grant
Filed:
April 23, 1979
Date of Patent:
September 9, 1980
Assignee:
The Upjohn Company
Inventors:
Merle G. Wovcha, Frederick J. Antosz, John M. Beaton, Alfred B. Garcia, Leo A. Kominek
Abstract: A rapid and efficient process for preparing the useful antibiotic erythromycin ethyl succinate in high yield which comprises reacting erythromycin USP quality free base with ethyl succinyl chloride in a two phase system consisting of an organic solvent which is capable of forming two phases with water or an aqueous base, and an aqueous base.
Type:
Grant
Filed:
June 14, 1979
Date of Patent:
August 26, 1980
Assignee:
The Upjohn Company
Inventors:
Francis E. Desposato, Edward J. Hessler
Abstract: Valuable steroid intermediates, 9.alpha.-hydroxyandrost-4-ene-17.beta.-ol-3-one (9.alpha.-OH testosterone), 9.alpha.-hydroxy-3-ketobisnorchol-4-en-22-ol (9.alpha.-OH BN alcohol) and 9.alpha.-hydroxy-3-ketobisnorchol-4-en-22-oic methyl ester (9.alpha.-OH BN acid methyl ester), prepared by microbiological conversion of steroids having 17-alkyl side chains of 8 to 10 carbons.
Type:
Grant
Filed:
April 23, 1979
Date of Patent:
July 22, 1980
Assignee:
The Upjohn Company
Inventors:
Merle G. Wovcha, Frederick J. Antosz, John M. Beaton, Alfred B. Garcia, Leo A. Kominek
Abstract: Valuable steroid intermediates, 9.alpha.-hydroxyandrost-4-ene-17.beta.-ol-3-one (9.alpha.-OH testosterone), 9.alpha.-hydroxy-3-ketobisnorchol-4-en-22-ol (9.alpha.-OH BN alcohol) and 9.alpha.-hydroxy-3-ketobisnorchol-4-en-22-oic methyl ester (9.alpha.-OH BN acid methyl ester), prepared by microbiological conversion of steroids having 17-alkyl side chains of 8 to 10 carbons.
Type:
Grant
Filed:
April 23, 1979
Date of Patent:
July 22, 1980
Assignee:
The Upjohn Company
Inventors:
Merle G. Wovcha, Frederick J. Antosz, John M. Beaton, Alfred B. Garcia, Leo A. Kominek
Abstract: Novel microbial transformation process to selectively convert steroids with or without 17-alkyl side chains of from 2 to 10 carbon atoms, inclusive, to 3a.alpha.-H-4.alpha.-[3'-propionic acid]-7a.beta.-methylhexahydro-1,5-indanedione having the following structure: ##STR1## This compound can be used as an intermediate to make useful 19-nor steroids.
Type:
Grant
Filed:
November 20, 1978
Date of Patent:
July 8, 1980
Assignee:
The Upjohn Company
Inventors:
Candice B. Biggs, Thomas R. Pyke, Merle G. Wovcha
Abstract: Antibiotics 10-dihydrosteffimycin (U-58,875), and 10-dihydrosteffimycin B (U-58,874) are produced by carbon 10 ketonic carbonyl reduction in fermentation processes using the known antibiotics steffimycin and steffimycin B, respectively, as starting materials. These novel antibiotics are active against various microorganisms, for example, Bacillus subtilis, Bacillus cereus, Sarcina lutea, Streptococcus pyogenes, and Mycobacterium avium. Thus, these antibiotics can be used to inhibit the growth of the above microorganisms in various environments.
Type:
Grant
Filed:
April 6, 1979
Date of Patent:
June 24, 1980
Assignee:
The Upjohn Company
Inventors:
Vincent P. Marshall, David W. Elrod, Paul F. Wiley
Abstract: An improved process for recovering the antibiotic spectinomycin from an aqueous concentrate containing the same. This improvement concerns the use of benzoic acid, or a salt thereof, to remove inorganic salts which interfere with the recovery of spectinomycin from an aqueous concentrate.
Abstract: Disclosed are degradation products of the antibiotics rubradirin and rubradirin B and processes for their preparation. Some of these products have antibacterial activity, and, thus, can be used in various environments to inhibit susceptible bacteria. Also, some of these products can be used as intermediates to make useful antibacterials.
Abstract: Novel antibiotics, 7(S)--O--alkylnogarols, prepared by acidic alcoholysis of nogamycin, which are active against various microorganisms, for example, Bacillus subtilis, Streptococcus pyogenes, and Mycobacterium avium. Thus, they can be used to inhibit the growth of the above microorganisms in various environments.
Abstract: Disclosed are degradation products of the antibiotics rubradirin and rubradirin B and processes for their preparation. Some of these products have antibacterial activity, and, thus, can be used in various environments to inhibit susceptible bacteria. Also, some of these products can be used as intermediates to make useful antibacterials.
Abstract: Novel microbial transformation process to selectively convert steroids with or without 17-alkyl side chains of from 2 to 10 carbon atoms, inclusive, to 3a.alpha.-H-4.alpha.-[3'-propanol]-7a.beta.-methylhexahydro-1,5-indaned ione hemiketal having the following structure: ##STR1## This compound can be used as an intermediate to make useful 19-nor steroids.
Abstract: Novel compounds prepared by microbial transformation using novel mutants to selectively degrade steroids with or without 17-alkyl side chains of from 2 to 10 carbon atoms, inclusive. These compounds can be used as intermediates to make useful steroids.
Abstract: Valuable steroid intermediates, 9.alpha.-hydroxyandrost-4-ene-17.beta.-ol-3-one (9.alpha.--OH testosterone), 9.alpha.-hydroxy-3-ketobisnorchol-4-en-22-ol (9.alpha.--OH BN alcohol) and 9.alpha.---hydroxy-3-ketobisnorchol-4-en-22-oic methyl ester (9.alpha.--OH BN acid methyl ester), prepared by microbiological conversion of steroids having 17-alkyl side chains of 8 to 10 carbons.
Type:
Grant
Filed:
October 21, 1977
Date of Patent:
November 20, 1979
Assignee:
The Upjohn Company
Inventors:
Merle G. Wovcha, Frederick J. Antosz, John M. Beaton, Alfred B. Garcia, Leo A. Kominek
Abstract: Disclosed are degradation products of the antibiotics rubradirin and rubradirin B and processes for their preparation. Some of these products have antibacterial activity, and, thus, can be used in various environments to inhibit susceptible bacteria. Also, some of these products can be used as intermediates to make useful antibacterials.
Abstract: Disclosed are degradation products of the antibiotics rubradirin and rubradirin B and processes for their preparation. Some of these products have antibacterial activity, and, thus, can be used in various environments to inhibit susceptible bacteria. Also, some of these products can be used as intermediates to make useful antibacterials.
Abstract: Novel antibiotic CC-1065 producible in a fermentation under controlled conditions using the new microorganism Streptomyces zelensis, NRRL 11,183. This antibiotic is active against Gram-positive bacteria, for example, Staphylococcus aureus, Bacillus subtilis, Streptococcus pyogenes, Sarcina lutea, and Streptococcus faecalis. It is also active against Gram-negative bacteria, for example, Escherichia coli, Proteus vulgaris, Pseudomonas aeruginosa, Klebsiella pneumoniae, and Salmonella pullorum. Thus, antibiotic CC-1065 can be used in various environments to eradicate or control such bacteria.
Abstract: Disclosed are degradation products of the antibiotics rubradirin and rubradirin B and processes for their preparation. Some of these products have antibacterial activity, and, thus, can be used in various environments to inhibit susceptible bacterial. Also, some of these products can be used as intermediates to make useful antibacterials.
Abstract: Disclosed are degradation products of the antibiotics rubradirin and rubradirin B and processes for their preparation. Some of these products have antibacterial activity, and, thus, can be used in various environments to inhibit susceptible bacteria. Also, some of these products can be used as intermediates to make useful antibacterials.
Abstract: Disclosed are degradation products of the antibiotics rubradirin and rubradirin B and processes for their preparation. Some of these products have antibacterial activity, and, thus, can be used in various environments to inhibit susceptible bacteria. Also, some of these products can be used as intermediates to make useful antibacterials.