EP0261187A1 - PROCEDE POUR LA PRODUCTION DE 17a$g(a)-HYDROXY-D-HOMO-1,4-PREGNADIENE-3,20-DIONE - Google Patents
PROCEDE POUR LA PRODUCTION DE 17a$g(a)-HYDROXY-D-HOMO-1,4-PREGNADIENE-3,20-DIONEInfo
- Publication number
- EP0261187A1 EP0261187A1 EP19870902066 EP87902066A EP0261187A1 EP 0261187 A1 EP0261187 A1 EP 0261187A1 EP 19870902066 EP19870902066 EP 19870902066 EP 87902066 A EP87902066 A EP 87902066A EP 0261187 A1 EP0261187 A1 EP 0261187A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- homo
- hydroxy
- pregnadiene
- production
- dion
- 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.)
- Withdrawn
Links
Classifications
-
- 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
- C12P33/02—Dehydrogenating; Dehydroxylating
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J63/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton has been modified by expansion of only one ring by one or two atoms
- C07J63/008—Expansion of ring D by one atom, e.g. D homo steroids
Definitions
- the invention relates to the method characterized in the claim.
- the 17a ⁇ -hydroxy-D-homo-1,4-pregnadiene-3,20-dione is known to be an important intermediate for the synthesis of pharmacologically active D-homo-steroids (DE-A-23 14 592, DE-A-24 45 818 and DE-A-24 45 817). With the help of the method according to the invention, it is possible to make this connection much easier
- Procedure runs in the desired manner; because it is known that the microorganism Bacillus lentus ATCC 13805 is generally not suitable for the oxidation of 3 ⁇ -hydroxy- ⁇ 5 steroids to 3-oxo- ⁇ 4 steroids.
- the process according to the invention is carried out under the same fermentation conditions which are also used in the known microbiological ⁇ 1 dehydrogenation of steroids with the microorganism Bacillus lentus ATCC 13805.
- Suitable substrate solvents are, for example, methanol, ethanol, glycol monomethyl ether, dimethylformamide or dimethyl sulfoxide).
- the emulsification of the substrate can be effected, for example, by dissolving it in micronized form or in a water-miscible solvent (such as methanol, ethanol, acetone, glycol monomethyl ether, dimethylformamide or dimethyl sulfoxide) with strong turbulence in (preferably decalcified) water, which is the usual Contains emulsification aids.
- a water-miscible solvent such as methanol, ethanol, acetone, glycol monomethyl ether, dimethylformamide or dimethyl sulfoxide
- Fatty acid esters of polyglycols Fatty acid esters of polyglycols.
- suitable emulsifiers are the commercially available wetting agents Tegin (R) , Tween (R) and Span (R) .
- the optimal substrate concentration, substrate addition time and fermentation time depend on the structure of the substrate used and the type of microorganism used. As is generally required in the case of microbiological steroid conversions, these quantities must be determined in individual cases by preliminary tests as are known to the person skilled in the art.
- the culture broth is extracted 3 times with 20 l of methyl isobutyl ketone, the extract in a rotary evaporator at max. Concentrated 50 ° C under vacuum. This is followed by purification by chromatography on aluminum oxide.
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)
- General Chemical & Material Sciences (AREA)
- Microbiology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Biotechnology (AREA)
- Biochemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- Genetics & Genomics (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Steroid Compounds (AREA)
Abstract
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE3611371 | 1986-04-03 | ||
DE3611371 | 1986-04-03 |
Publications (1)
Publication Number | Publication Date |
---|---|
EP0261187A1 true EP0261187A1 (fr) | 1988-03-30 |
Family
ID=6297963
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP19870902066 Withdrawn EP0261187A1 (fr) | 1986-04-03 | 1987-04-01 | PROCEDE POUR LA PRODUCTION DE 17a$g(a)-HYDROXY-D-HOMO-1,4-PREGNADIENE-3,20-DIONE |
Country Status (4)
Country | Link |
---|---|
EP (1) | EP0261187A1 (fr) |
JP (1) | JPS63502878A (fr) |
FI (1) | FI875322A0 (fr) |
WO (1) | WO1987005940A1 (fr) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN108541825A (zh) * | 2018-05-21 | 2018-09-18 | 浙江理工大学 | 一种新型抗菌鱼饲料的制备方法 |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
ES2100234T3 (es) * | 1990-08-18 | 1997-06-16 | Schering Ag | Procedimiento para preparar 4-pregnen-3,20-diona y sus derivados. |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3102080A (en) * | 1960-05-20 | 1963-08-27 | Schering Ag | Method of producing 1,4-diene-3-ketosteroids |
-
1987
- 1987-04-01 WO PCT/DE1987/000143 patent/WO1987005940A1/fr not_active Application Discontinuation
- 1987-04-01 EP EP19870902066 patent/EP0261187A1/fr not_active Withdrawn
- 1987-04-01 JP JP50219787A patent/JPS63502878A/ja active Pending
- 1987-12-02 FI FI875322A patent/FI875322A0/fi not_active IP Right Cessation
Non-Patent Citations (1)
Title |
---|
See references of WO8705940A1 * |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN108541825A (zh) * | 2018-05-21 | 2018-09-18 | 浙江理工大学 | 一种新型抗菌鱼饲料的制备方法 |
CN108541825B (zh) * | 2018-05-21 | 2021-07-06 | 浙江理工大学 | 一种新型抗菌鱼饲料的制备方法 |
Also Published As
Publication number | Publication date |
---|---|
JPS63502878A (ja) | 1988-10-27 |
WO1987005940A1 (fr) | 1987-10-08 |
FI875322A (fi) | 1987-12-02 |
FI875322A0 (fi) | 1987-12-02 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
|
17P | Request for examination filed |
Effective date: 19871114 |
|
AK | Designated contracting states |
Kind code of ref document: A1 Designated state(s): AT BE CH DE FR GB IT LI LU NL SE |
|
17Q | First examination report despatched |
Effective date: 19910125 |
|
STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: THE APPLICATION HAS BEEN WITHDRAWN |
|
18W | Application withdrawn |
Withdrawal date: 19910523 |
|
R18W | Application withdrawn (corrected) |
Effective date: 19910523 |
|
RIN1 | Information on inventor provided before grant (corrected) |
Inventor name: KENNECKE, MARIO Inventor name: WEBER, ALFRED |