CO5690563A2 - MICROBIOLOGICAL PROCEDURE TO PREPARE 11 ALPHA-HYDROXY- STEROIDS 7 ALPHA-SUBSTITUTES - Google Patents

MICROBIOLOGICAL PROCEDURE TO PREPARE 11 ALPHA-HYDROXY- STEROIDS 7 ALPHA-SUBSTITUTES

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Publication number
CO5690563A2
CO5690563A2 CO05015699A CO05015699A CO5690563A2 CO 5690563 A2 CO5690563 A2 CO 5690563A2 CO 05015699 A CO05015699 A CO 05015699A CO 05015699 A CO05015699 A CO 05015699A CO 5690563 A2 CO5690563 A2 CO 5690563A2
Authority
CO
Colombia
Prior art keywords
alpha
aspergillus
group
steroids
substitutes
Prior art date
Application number
CO05015699A
Other languages
Spanish (es)
Inventor
Ludwig Zorn
Original Assignee
Bayer Schering Pharma Ag
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from DE10233723A external-priority patent/DE10233723A1/en
Application filed by Bayer Schering Pharma Ag filed Critical Bayer Schering Pharma Ag
Publication of CO5690563A2 publication Critical patent/CO5690563A2/en

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J5/00Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane and substituted in position 21 by only one singly bound oxygen atom, i.e. only one oxygen bound to position 21 by a single bond
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/56Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P15/00Drugs for genital or sexual disorders; Contraceptives
    • A61P15/08Drugs for genital or sexual disorders; Contraceptives for gonadal disorders or for enhancing fertility, e.g. inducers of ovulation or of spermatogenesis
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J1/00Normal steroids containing carbon, hydrogen, halogen or oxygen, not substituted in position 17 beta by a carbon atom, e.g. estrane, androstane
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J1/00Normal steroids containing carbon, hydrogen, halogen or oxygen, not substituted in position 17 beta by a carbon atom, e.g. estrane, androstane
    • C07J1/0051Estrane derivatives
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J11/00Normal steroids containing carbon, hydrogen, halogen or oxygen, not substituted in position 3
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J3/00Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by one carbon atom
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J31/00Normal steroids containing one or more sulfur atoms not belonging to a hetero ring
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J41/00Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J7/00Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J9/00Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of more than two carbon atoms, e.g. cholane, cholestane, coprostane
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P33/00Preparation of steroids
    • C12P33/06Hydroxylating
    • C12P33/08Hydroxylating at 11 position
    • C12P33/10Hydroxylating at 11 position at 11 alpha-position
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P33/00Preparation of steroids
    • C12P33/12Acting on D ring
    • C12P33/16Acting at 17 position

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Microbiology (AREA)
  • Biotechnology (AREA)
  • Biochemistry (AREA)
  • General Engineering & Computer Science (AREA)
  • Genetics & Genomics (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Reproductive Health (AREA)
  • Veterinary Medicine (AREA)
  • Medicinal Chemistry (AREA)
  • Public Health (AREA)
  • Gynecology & Obstetrics (AREA)
  • Pregnancy & Childbirth (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Endocrinology (AREA)
  • Epidemiology (AREA)
  • Steroid Compounds (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Micro-Organisms Or Cultivation Processes Thereof (AREA)

Abstract

1.- Procedimiento microbiológico para preparar 11a-hidroxiesteroides 7a-sustituidos de la fórmula general 4,B dondeR7 es el grupo P-Q, donde P es un alquileno-C1 -C4 y Q es un hidrógeno, alquilo-C1-C4 o fluoralquilo-C1-C4 y el grupo P-Q está unido a través de P con la estructura básica esteroide, R10 puede estar en posición a o ß y ser H, CH3 o CF3, y R13 es metilo o etilo,donde un esteroide 7a -sustituido de la fórmula general 3,A: donde R7, R10 y R13 tienen el mismo significado que se indicó, anteriormente, se hidroxila y oxida usando un microorganismo, seleccionado del grupo que comprende Aspergillus sp. , Beauveria sp., Glomerella sp., Gnomonia sp., Haplosporella sp. y Rhizopus sp.2.- Procedimiento según la reivindicación 1, caracterizado porque el microorganismo se selecciona del grupo que comprende Aspergillus awamori, Aspergillus fischeri, Aspergillus malignus, Aspergillus niger, Beauveria hassiana, Glomerella cingulata, Gnomonia cingulata, Haplosporella hesperedica y Rhizopus stolonifer.1.- Microbiological process for preparing 7a-substituted 11a-hydroxysteroid of the general formula 4, B where R7 is the PQ group, where P is a C1-C4 alkylene and Q is a hydrogen, C1-C4 alkyl or fluoralkyl-C1 -C4 and the PQ group is linked through P to the basic steroid structure, R10 may be in position a or β and be H, CH3 or CF3, and R13 is methyl or ethyl, where a 7a-substituted steroid of the general formula 3, A: where R7, R10 and R13 have the same meaning as indicated above, it is hydroxylated and oxidized using a microorganism, selected from the group comprising Aspergillus sp. , Beauveria sp., Glomerella sp., Gnomonia sp., Haplosporella sp. and Rhizopus sp.2.- Method according to claim 1, characterized in that the microorganism is selected from the group comprising Aspergillus awamori, Aspergillus fischeri, Aspergillus malignus, Aspergillus niger, Beauveria hassiana, Glomerella cingulata, Gnomonia cingulata, Haplosporella hesperedol and Rhizopusolonifer.

CO05015699A 2002-07-24 2005-02-21 MICROBIOLOGICAL PROCEDURE TO PREPARE 11 ALPHA-HYDROXY- STEROIDS 7 ALPHA-SUBSTITUTES CO5690563A2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE10233723A DE10233723A1 (en) 2002-07-24 2002-07-24 Preparation of 7 alpha-substituted 11 alpha-hydroxy-steroids, useful as precursors for new androgenic 7 alpha,17 alpha-substituted 11 beta-halo-steroids, by microbiological conversion of 7 alpha-substituted steroids
US40295302P 2002-08-14 2002-08-14

Publications (1)

Publication Number Publication Date
CO5690563A2 true CO5690563A2 (en) 2006-10-31

Family

ID=31189296

Family Applications (1)

Application Number Title Priority Date Filing Date
CO05015699A CO5690563A2 (en) 2002-07-24 2005-02-21 MICROBIOLOGICAL PROCEDURE TO PREPARE 11 ALPHA-HYDROXY- STEROIDS 7 ALPHA-SUBSTITUTES

Country Status (20)

Country Link
EP (1) EP1523568A2 (en)
JP (1) JP4417838B2 (en)
KR (1) KR101041328B1 (en)
CN (1) CN100339486C (en)
BR (1) BR0313210A (en)
CA (1) CA2492079C (en)
CO (1) CO5690563A2 (en)
CR (1) CR7672A (en)
EA (2) EA008147B1 (en)
EC (1) ECSP055630A (en)
HK (1) HK1081999A1 (en)
HR (1) HRP20050172A2 (en)
IL (1) IL166358A0 (en)
MX (1) MXPA05001024A (en)
NO (1) NO20050980L (en)
NZ (2) NZ537871A (en)
PH (1) PH12005500143B1 (en)
PL (1) PL373808A1 (en)
RS (1) RS51855B (en)
WO (1) WO2004011663A2 (en)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2007049672A1 (en) * 2005-10-27 2007-05-03 Taiho Pharmaceutical Co., Ltd. Process for production of steroid compound
CN103834712B (en) * 2012-11-26 2016-03-30 复旦大学 The optimization method of desogestrel intermediate nanometer liposome bio-transformation
CN103214543B (en) * 2012-12-25 2015-09-02 中国人民解放军海军医学研究所 New Crategolic acid derivative, its preparation method and the application in antitumor drug thereof
CN104862323B (en) * 2015-06-02 2018-01-16 中国农业科学院生物技术研究所 Modify the '-hydroxylase gene of diphenol compounds
PL442098A1 (en) * 2022-08-26 2024-03-04 Uniwersytet Przyrodniczy we Wrocławiu Method of producing 11α-hydroxy-19-nortestosterone

Family Cites Families (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL75841C (en) 1949-06-11
US2658023A (en) * 1953-04-21 1953-11-03 Pfizer & Co C Oxygenation of steroids
US2985563A (en) * 1958-11-13 1961-05-23 Schering Corp 11alpha-hydroxylation of steroids by glomerella
US3004047A (en) * 1959-03-13 1961-10-10 Olin Mathieson 6alpha-halo-11alpha-hydroxy steroids of the pregnane series and esters thereof
US3341557A (en) 1961-06-05 1967-09-12 Upjohn Co 7-methyltestosterones
US3203869A (en) * 1962-10-11 1965-08-31 Syntex Corp 11alpha-hydroxylation of 6-substituted-11-desoxy steroids with microorganisms of thegenus fusarium, liseola section
US5342834A (en) 1989-04-07 1994-08-30 The Population Council, Inc. Method for androgen supplementation
EP1167381A3 (en) * 1995-12-11 2004-09-29 G.D. Searle & Co. Process for preparation of 7 alpha-carboxyl 9,11-epoxy steroids and Intermediates useful therein
GB9525194D0 (en) 1995-12-12 1996-02-07 Zeneca Ltd Pharmaceutical composition
JP2000501940A (en) * 1995-12-12 2000-02-22 アクゾ・ノベル・エヌ・ベー 11α-Hydroxylation of steroids by microorganisms
US6767902B2 (en) 1997-09-17 2004-07-27 The Population Council, Inc. Androgen as a male contraceptive and non-contraceptive androgen replacement
US20020012694A1 (en) 1997-09-17 2002-01-31 Alfred J. Moo-Young Transdermal administration of ment
US5952319A (en) 1997-11-26 1999-09-14 Research Triangle Institute Androgenic steroid compounds and a method of making and using the same
ATE474580T1 (en) 2000-02-15 2010-08-15 Bayer Schering Pharma Ag MALE CONTRACEPTION COMPOSITION CONTAINING NORETHISTERONE
DE10104327A1 (en) 2001-01-24 2002-07-25 Schering Ag New 11beta-halo-testosterone derivatives useful in male hormone replacement therapy and in male fertility control
EP1524983B1 (en) * 2002-07-25 2008-01-02 Bayer Schering Pharma Aktiengesellschaft Composition containing an androgenous 11-b-halogen steroid and a progestational hormone, and male contraceptive based on said composition

Also Published As

Publication number Publication date
IL166358A0 (en) 2006-01-16
KR101041328B1 (en) 2011-06-14
JP2006503813A (en) 2006-02-02
HK1081999A1 (en) 2006-05-26
EA200601030A1 (en) 2006-10-27
EP1523568A2 (en) 2005-04-20
RS20050045A (en) 2007-06-04
PL373808A1 (en) 2005-09-19
AU2003281677A1 (en) 2004-02-16
CN100339486C (en) 2007-09-26
CR7672A (en) 2006-05-29
PH12005500143B1 (en) 2011-03-25
CA2492079A1 (en) 2004-02-05
RS51855B (en) 2012-02-29
WO2004011663A2 (en) 2004-02-05
WO2004011663A9 (en) 2004-05-06
BR0313210A (en) 2005-06-28
NZ549529A (en) 2008-04-30
MXPA05001024A (en) 2005-05-16
JP4417838B2 (en) 2010-02-17
HRP20050172A2 (en) 2005-04-30
KR20050026507A (en) 2005-03-15
MX260952B (en) 2008-10-01
EA010572B1 (en) 2008-10-30
EA008147B1 (en) 2007-04-27
CN1671858A (en) 2005-09-21
NO20050980L (en) 2005-02-23
EA200500224A1 (en) 2005-08-25
CA2492079C (en) 2012-01-10
WO2004011663A3 (en) 2004-07-15
NZ537871A (en) 2006-10-27
ECSP055630A (en) 2005-04-18

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