CO5690563A2 - MICROBIOLOGICAL PROCEDURE TO PREPARE 11 ALPHA-HYDROXY- STEROIDS 7 ALPHA-SUBSTITUTES - Google Patents
MICROBIOLOGICAL PROCEDURE TO PREPARE 11 ALPHA-HYDROXY- STEROIDS 7 ALPHA-SUBSTITUTESInfo
- 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
Links
- 238000000034 method Methods 0.000 title abstract 2
- 230000002906 microbiologic effect Effects 0.000 title abstract 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 2
- 244000005700 microbiome Species 0.000 abstract 2
- 150000003431 steroids Chemical group 0.000 abstract 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
- 241000228212 Aspergillus Species 0.000 abstract 1
- 241001513093 Aspergillus awamori Species 0.000 abstract 1
- 241001507865 Aspergillus fischeri Species 0.000 abstract 1
- 241000228245 Aspergillus niger Species 0.000 abstract 1
- 241000228257 Aspergillus sp. Species 0.000 abstract 1
- 241000223679 Beauveria Species 0.000 abstract 1
- 241000827797 Beauveria sp. Species 0.000 abstract 1
- 241000688200 Cingulata Species 0.000 abstract 1
- 241001133184 Colletotrichum agaves Species 0.000 abstract 1
- 241000694578 Glomerella sp. (in: Fungi) Species 0.000 abstract 1
- 241001344107 Gnomonia Species 0.000 abstract 1
- 241001159714 Gnomonia sp. Species 0.000 abstract 1
- 241000952054 Rhizopus sp. Species 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
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
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.
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 (19)
| 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) | EA010572B1 (en) |
| EC (1) | ECSP055630A (en) |
| HR (1) | HRP20050172A2 (en) |
| IL (1) | IL166358A0 (en) |
| MX (1) | MXPA05001024A (en) |
| NO (1) | NO20050980L (en) |
| NZ (2) | NZ549529A (en) |
| PH (1) | PH12005500143B1 (en) |
| PL (1) | PL373808A1 (en) |
| RS (1) | RS51855B (en) |
| WO (1) | WO2004011663A2 (en) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7935838B2 (en) * | 2005-10-27 | 2011-05-03 | Sri International | Process for production of steroid compound |
| RU2377309C1 (en) * | 2008-04-22 | 2009-12-27 | Валентина Александровна Андрюшина | MICROBIOLOGICAL METHOD FOR PREPARATION OF 7α-HYDROXYANDROSTENES |
| 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 |
| PL246071B1 (en) * | 2022-08-26 | 2024-11-25 | Wrocław University Of Environmental And Life Sciences | Method of producing 11α-hydroxy-19-nortestosterone |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE496261A (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 |
| EP1167380A3 (en) * | 1995-12-11 | 2004-12-08 | G.D. Searle & Co. | 11.alpha.-hydroxy-steroid-4,6-dien-3-one compounds and a process for their preparation |
| GB9525194D0 (en) | 1995-12-12 | 1996-02-07 | Zeneca Ltd | Pharmaceutical composition |
| CN1138861C (en) | 1995-12-12 | 2004-02-18 | 阿克佐诺贝尔公司 | Microbial 11 alpha-hydroxylation of steroids |
| 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 (en) | 2000-02-15 | 2003-12-15 | Schering Aktiengesellschaft | Male contraceptive 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 |
| DE50308933D1 (en) * | 2002-07-25 | 2008-02-14 | Bayer Schering Pharma Ag | COMPOSITION, CONTAINING AN ANDROGENIC 11-B HALOGEN STEROIDE AND A STATEMENT AND MALE CONTRAZEPTIVUM BASED ON THIS COMPOSITION |
-
2003
- 2003-07-24 RS YU20050045A patent/RS51855B/en unknown
- 2003-07-24 EA EA200601030A patent/EA010572B1/en not_active IP Right Cessation
- 2003-07-24 EP EP03740474A patent/EP1523568A2/en not_active Withdrawn
- 2003-07-24 NZ NZ549529A patent/NZ549529A/en not_active IP Right Cessation
- 2003-07-24 CA CA2492079A patent/CA2492079C/en not_active Expired - Fee Related
- 2003-07-24 WO PCT/EP2003/008111 patent/WO2004011663A2/en not_active Ceased
- 2003-07-24 NZ NZ537871A patent/NZ537871A/en not_active IP Right Cessation
- 2003-07-24 BR BR0313210-2A patent/BR0313210A/en not_active IP Right Cessation
- 2003-07-24 MX MXPA05001024A patent/MXPA05001024A/en active IP Right Grant
- 2003-07-24 PL PL03373808A patent/PL373808A1/en not_active Application Discontinuation
- 2003-07-24 CN CNB038176963A patent/CN100339486C/en not_active Expired - Fee Related
- 2003-07-24 EA EA200500224A patent/EA008147B1/en not_active IP Right Cessation
- 2003-07-24 KR KR1020057001140A patent/KR101041328B1/en not_active Expired - Fee Related
- 2003-07-24 HR HR20050172A patent/HRP20050172A2/en not_active Application Discontinuation
- 2003-07-24 JP JP2004523777A patent/JP4417838B2/en not_active Expired - Fee Related
-
2005
- 2005-01-18 IL IL16635805A patent/IL166358A0/en not_active IP Right Cessation
- 2005-01-21 PH PH12005500143A patent/PH12005500143B1/en unknown
- 2005-02-03 CR CR7672A patent/CR7672A/en not_active Application Discontinuation
- 2005-02-21 CO CO05015699A patent/CO5690563A2/en not_active Application Discontinuation
- 2005-02-23 NO NO20050980A patent/NO20050980L/en not_active Application Discontinuation
- 2005-02-24 EC EC2005005630A patent/ECSP055630A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| MXPA05001024A (en) | 2005-05-16 |
| RS20050045A (en) | 2007-06-04 |
| CN1671858A (en) | 2005-09-21 |
| WO2004011663A9 (en) | 2004-05-06 |
| KR20050026507A (en) | 2005-03-15 |
| NO20050980L (en) | 2005-02-23 |
| HRP20050172A2 (en) | 2005-04-30 |
| RS51855B (en) | 2012-02-29 |
| BR0313210A (en) | 2005-06-28 |
| ECSP055630A (en) | 2005-04-18 |
| EA008147B1 (en) | 2007-04-27 |
| JP4417838B2 (en) | 2010-02-17 |
| CN100339486C (en) | 2007-09-26 |
| CA2492079A1 (en) | 2004-02-05 |
| CR7672A (en) | 2006-05-29 |
| JP2006503813A (en) | 2006-02-02 |
| EA010572B1 (en) | 2008-10-30 |
| EA200500224A1 (en) | 2005-08-25 |
| IL166358A0 (en) | 2006-01-16 |
| NZ549529A (en) | 2008-04-30 |
| PL373808A1 (en) | 2005-09-19 |
| EA200601030A1 (en) | 2006-10-27 |
| EP1523568A2 (en) | 2005-04-20 |
| HK1081999A1 (en) | 2006-05-26 |
| MX260952B (en) | 2008-10-01 |
| CA2492079C (en) | 2012-01-10 |
| PH12005500143B1 (en) | 2011-03-25 |
| WO2004011663A3 (en) | 2004-07-15 |
| KR101041328B1 (en) | 2011-06-14 |
| AU2003281677A1 (en) | 2004-02-16 |
| NZ537871A (en) | 2006-10-27 |
| WO2004011663A2 (en) | 2004-02-05 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG | Application granted | ||
| FD | Application lapsed |