GB969904A - 11ª‰-and 14ª‡-hydroxylated 16ª‡-methyl steroids and process for their manufacture - Google Patents
11ª‰-and 14ª‡-hydroxylated 16ª‡-methyl steroids and process for their manufactureInfo
- Publication number
- GB969904A GB969904A GB1266461A GB1266461A GB969904A GB 969904 A GB969904 A GB 969904A GB 1266461 A GB1266461 A GB 1266461A GB 1266461 A GB1266461 A GB 1266461A GB 969904 A GB969904 A GB 969904A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methyl
- hydroxylated
- compound
- pregnene
- dione
- 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
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
- C12P33/06—Hydroxylating
- C12P33/08—Hydroxylating at 11 position
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J71/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton is condensed with a heterocyclic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J75/00—Processes for the preparation of steroids in general
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Zoology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Microbiology (AREA)
- General Chemical & Material Sciences (AREA)
- Biochemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- Biotechnology (AREA)
- Genetics & Genomics (AREA)
- Steroid Compounds (AREA)
Abstract
The invention comprises 16a -methyl-corticosterone, 16a -methyl-11b , 17a -hydroxyprogesterone, 16a -methyl-4-pregnene-14a , 17a , 21-triol-3, 20-dione and 16a -methyl-4-pregnene-14a -17a , 21-triol-3, 20-dione-21-acetate and the corresponding 1, 4-pregnadienes, 16a -methyl-4-pregnene-14a , 21-diol-3, 20-dione and the 21-acetate thereof, a process for the manufacture of 11b -hydroxylated 16a -methyl-steroids, wherein a compound of the pregnane series containing a methyl group in 16a -position is subjected to the action of Curuularialunata, or an enzyme produced therefrom, and a process of subjecting a compound of the general formula: <FORM:0969904/C1/1> in which R is hydrogen, a hydroxyl group or an acyloxy group and the bond in 1,2-position may be saturated or unsaturated, to the action of a microorganism, or an enzyme produced therefrom of the genus Curvularia or Helicostylum to obtain a compound of the general formula <FORM:0969904/C1/2> in which R is hydrogen or a hydroxyl group, and the carbon-carbon bond in 1,2-position may be saturated or unsaturated. The compounds in which the bond in 1,2-position is saturated may be dehydrogenated microbiologically by means of Bacillus lentus. The 14-hydroxylated compounds obtained may be separated from compound hydroxylated in other positions by crystallizing the latter from a solution of all of them and subjecting the mother liquor to chromatography.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DESCH27885A DE1226575B (en) | 1960-05-13 | 1960-05-13 | Process for the preparation of 11beta-hydroxylated 16alpha-methyl steroids of the pregnane series |
| DESCH28457A DE1147226B (en) | 1960-09-09 | 1960-09-09 | Process for obtaining anti-inflammatory steroids |
| DESCH29168A DE1150074B (en) | 1961-02-03 | 1961-02-03 | Process for obtaining anti-inflammatory steroids |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB969904A true GB969904A (en) | 1964-09-16 |
Family
ID=27212274
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1266461A Expired GB969904A (en) | 1960-05-13 | 1961-04-07 | 11ª‰-and 14ª‡-hydroxylated 16ª‡-methyl steroids and process for their manufacture |
Country Status (3)
| Country | Link |
|---|---|
| BE (1) | BE603710A (en) |
| CH (1) | CH398581A (en) |
| GB (1) | GB969904A (en) |
-
1961
- 1961-03-22 CH CH340261A patent/CH398581A/en unknown
- 1961-04-07 GB GB1266461A patent/GB969904A/en not_active Expired
- 1961-05-12 BE BE603710A patent/BE603710A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CH398581A (en) | 1966-03-15 |
| BE603710A (en) | 1961-11-13 |
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