CA2492079C - Procedes microbiologiques permettant de produire des 11 alpha-hydroxysteroides 7 alpha-substitues - Google Patents

Procedes microbiologiques permettant de produire des 11 alpha-hydroxysteroides 7 alpha-substitues Download PDF

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Publication number
CA2492079C
CA2492079C CA2492079A CA2492079A CA2492079C CA 2492079 C CA2492079 C CA 2492079C CA 2492079 A CA2492079 A CA 2492079A CA 2492079 A CA2492079 A CA 2492079A CA 2492079 C CA2492079 C CA 2492079C
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CA
Canada
Prior art keywords
substituted
general formula
compounds
atcc
steroids
Prior art date
Legal status (The legal status 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 status listed.)
Expired - Fee Related
Application number
CA2492079A
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English (en)
Other versions
CA2492079A1 (fr
Inventor
Ludwig Zorn
Rolf Bohlmann
Norbert Gallus
Hermann Kuenzer
Hans-Peter Muhn
Reinhard Nubbemeyer
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer Pharma AG
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/de
Application filed by Bayer Schering Pharma AG filed Critical Bayer Schering Pharma AG
Publication of CA2492079A1 publication Critical patent/CA2492079A1/fr
Application granted granted Critical
Publication of CA2492079C publication Critical patent/CA2492079C/fr
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J5/00—Normal 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/56—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P15/00—Drugs for genital or sexual disorders; Contraceptives
    • A61P15/08—Drugs for genital or sexual disorders; Contraceptives for gonadal disorders or for enhancing fertility, e.g. inducers of ovulation or of spermatogenesis
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J1/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, not substituted in position 17 beta by a carbon atom, e.g. estrane, androstane
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J1/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, not substituted in position 17 beta by a carbon atom, e.g. estrane, androstane
    • C07J1/0051—Estrane derivatives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J11/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, not substituted in position 3
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J3/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by one carbon atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J31/00—Normal steroids containing one or more sulfur atoms not belonging to a hetero ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J41/00—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J7/00—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J9/00—Normal 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
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P33/00—Preparation of steroids
    • C12P33/06—Hydroxylating
    • C12P33/08—Hydroxylating at 11 position
    • C12P33/10—Hydroxylating at 11 position at 11 alpha-position
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P33/00—Preparation of steroids
    • C12P33/12—Acting on D ring
    • C12P33/16—Acting 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)
  • Zoology (AREA)
  • Wood Science & Technology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • Biochemistry (AREA)
  • Microbiology (AREA)
  • Biotechnology (AREA)
  • Genetics & Genomics (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • Reproductive Health (AREA)
  • Veterinary Medicine (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pregnancy & Childbirth (AREA)
  • Gynecology & Obstetrics (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

L'invention concerne une nouvelle voie de synthèse servant à la préparation de précurseurs utilisés pour la production de composés de formule générale (8,10,12). Cette synthèse permet d'obtenir, au cours d'une réaction microbiologique, des composés de formule générale (4,B). La signification des radicaux R?7¿, R?10¿, R?11¿, R?13¿, R?17¿ et R?17'¿ainsi que des groupements U-V-W-X-Y-Z est indiquée dans les revendications.
CA2492079A 2002-07-24 2003-07-24 Procedes microbiologiques permettant de produire des 11 alpha-hydroxysteroides 7 alpha-substitues Expired - Fee Related CA2492079C (fr)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
DE10233723A DE10233723A1 (de) 2002-07-24 2002-07-24 Mikrobiologische Verfahren zur Herstellung von 7α-substituierten 11α-Hydroxysteroiden, daraus herstellbare 7α,17α-substituierte 11β-Halogensteroide, deren Herstellungsverfahren und Verwendung sowie pharmazeutische Präparate, die diese Verbindungen enthalten, sowie daraus herstellbare 7α-substituierte Estra-1,3,5(10)-triene
DE10233723.3 2002-07-24
US40295302P 2002-08-14 2002-08-14
US60/402,953 2002-08-14
PCT/EP2003/008111 WO2004011663A2 (fr) 2002-07-24 2003-07-24 Procedes microbiologiques pour la production de 11-$g(a) hydroxysteroides 7-$g(a) substitues

Publications (2)

Publication Number Publication Date
CA2492079A1 CA2492079A1 (fr) 2004-02-05
CA2492079C true CA2492079C (fr) 2012-01-10

Family

ID=31189296

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2492079A Expired - Fee Related CA2492079C (fr) 2002-07-24 2003-07-24 Procedes microbiologiques permettant de produire des 11 alpha-hydroxysteroides 7 alpha-substitues

Country Status (20)

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

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7935838B2 (en) * 2005-10-27 2011-05-03 Sri International Process for production of steroid compound
CN103834712B (zh) * 2012-11-26 2016-03-30 复旦大学 去氧孕烯中间体纳米脂质体生物转化的优化方法
CN103214543B (zh) * 2012-12-25 2015-09-02 中国人民解放军海军医学研究所 新山楂酸衍生物、其制备方法及其在抗肿瘤药物中的应用
CN104862323B (zh) * 2015-06-02 2018-01-16 中国农业科学院生物技术研究所 修饰苯二酚类化合物的羟化酶基因
PL442098A1 (pl) * 2022-08-26 2024-03-04 Uniwersytet Przyrodniczy we Wrocławiu Sposób wytwarzania 11α-hydroksy-19-nortestosteronu

Family Cites Families (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL75841C (fr) 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
EP1170299A3 (fr) * 1995-12-11 2004-11-10 G.D. Searle & Co. Produits intermédiares pour la production des stéroides 9,11-époxy et un procédé pour leur production
GB9525194D0 (en) 1995-12-12 1996-02-07 Zeneca Ltd Pharmaceutical composition
WO1997021830A1 (fr) 1995-12-12 1997-06-19 Akzo Nobel N.V. 11α-HYDROXYLATION MICROBIENNE DE STEROIDES
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
EE200200454A (et) 2000-02-15 2003-12-15 Schering Aktiengesellschaft Noretisterooni sisaldav meeste kontratseptiivne preparaat
DE10104327A1 (de) 2001-01-24 2002-07-25 Schering Ag 11beta-Halogensteroide, deren Herstellung und Verwendung zur Herstellung von Arzneimitteln sowie 11beta-Halogensteroide enthaltende pharmazeutische Präparate
KR20050025985A (ko) * 2002-07-25 2005-03-14 쉐링 악티엔게젤샤프트 안드로겐성 11β-할로겐 스테로이드 및 황체기 호르몬을함유하는 조성물 및 상기 조성물에 기초한 남성 피임제

Also Published As

Publication number Publication date
EP1523568A2 (fr) 2005-04-20
MX260952B (fr) 2008-10-01
HK1081999A1 (en) 2006-05-26
NO20050980L (no) 2005-02-23
EA200601030A1 (ru) 2006-10-27
ECSP055630A (es) 2005-04-18
RS20050045A (en) 2007-06-04
WO2004011663A2 (fr) 2004-02-05
CN100339486C (zh) 2007-09-26
PH12005500143B1 (en) 2011-03-25
BR0313210A (pt) 2005-06-28
EA010572B1 (ru) 2008-10-30
NZ549529A (en) 2008-04-30
CN1671858A (zh) 2005-09-21
EA200500224A1 (ru) 2005-08-25
WO2004011663A3 (fr) 2004-07-15
WO2004011663A9 (fr) 2004-05-06
RS51855B (sr) 2012-02-29
IL166358A0 (en) 2006-01-16
CO5690563A2 (es) 2006-10-31
CR7672A (es) 2006-05-29
EA008147B1 (ru) 2007-04-27
NZ537871A (en) 2006-10-27
HRP20050172A2 (en) 2005-04-30
MXPA05001024A (es) 2005-05-16
JP2006503813A (ja) 2006-02-02
JP4417838B2 (ja) 2010-02-17
KR101041328B1 (ko) 2011-06-14
PL373808A1 (en) 2005-09-19
KR20050026507A (ko) 2005-03-15
AU2003281677A1 (en) 2004-02-16
CA2492079A1 (fr) 2004-02-05

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Effective date: 20140724