PL426026A1 - 3β-Hydroxy-5α-chloro-17a-oxa-D-homo-6,19-oxidoandrostan-17-one and method of preparation of 3β-hydroxy-5α-chloro-17a-oxa-D-homo-6,19-oxidoandrostane-17-one - Google Patents

3β-Hydroxy-5α-chloro-17a-oxa-D-homo-6,19-oxidoandrostan-17-one and method of preparation of 3β-hydroxy-5α-chloro-17a-oxa-D-homo-6,19-oxidoandrostane-17-one

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Publication number
PL426026A1
PL426026A1 PL426026A PL42602618A PL426026A1 PL 426026 A1 PL426026 A1 PL 426026A1 PL 426026 A PL426026 A PL 426026A PL 42602618 A PL42602618 A PL 42602618A PL 426026 A1 PL426026 A1 PL 426026A1
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PL
Poland
Prior art keywords
oxa
homo
chloro
hydroxy
oxidoandrostan
Prior art date
Application number
PL426026A
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Polish (pl)
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PL239563B1 (en
Inventor
Ewa Kozłowska
Agata Matera
Edyta Kostrzewa-Susłow
Tomasz Janeczko
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Uniwersytet Przyrodniczy we Wrocławiu
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Application filed by Uniwersytet Przyrodniczy we Wrocławiu filed Critical Uniwersytet Przyrodniczy we Wrocławiu
Priority to PL426026A priority Critical patent/PL239563B1/en
Publication of PL426026A1 publication Critical patent/PL426026A1/en
Publication of PL239563B1 publication Critical patent/PL239563B1/en

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    • 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
    • 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
    • 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
    • C12P33/20—Preparation of steroids containing heterocyclic rings
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12R—INDEXING SCHEME ASSOCIATED WITH SUBCLASSES C12C - C12Q, RELATING TO MICROORGANISMS
    • C12R2001/00—Microorganisms ; Processes using microorganisms
    • C12R2001/645—Fungi ; Processes using fungi
    • C12R2001/80—Penicillium
    • C12R2001/82—Penicillium chrysogenum

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Zoology (AREA)
  • Wood Science & Technology (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (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)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Steroid Compounds (AREA)

Abstract

Przedmiotem zgłoszenia jest 3β-hydroksy-5α-chloro-17a-oksa-D-homo-6,19-oksidoandrostan-17-onn i sposób wytwarzania 3β-hydroksy-5α-chloro-17a-oksa-D-homo-6,19-oksidoandrostan-17-onu o wzorze 2. Zgodnie z rozwiązaniem, w wyniku działania układu enzymatycznego, zawartego w komórkach szczepu Penicillium chrysogenum KCh S4, następuje hydroliza grupy acetylowej przy C-3 i utlenieniu typu Baeyera-Villigera pierścienia D. Uzyskany w ten sposób produkt wydziela się z wodnej kultury mikroorganizmu, znanym sposobem, przez ekstrakcję rozpuszczalnikiem organicznym niemieszającym się z wodą (chloroform).The subject of the application is 3β-hydroxy-5α-chloro-17a-oxa-D-homo-6,19-oxidoandrostan-17-onen and a method for producing 3β-hydroxy-5α-chloro-17a-oxa-D-homo-6,19 -oxidoandrostan-17-one of formula 2. According to the solution, as a result of the action of the enzymatic system contained in the cells of the Penicillium chrysogenum KCh S4 strain, the acetyl group at C-3 and the Baeyer-Villiger type oxidation of the D ring are hydrolyzed. Obtained in this way the product is isolated from the aqueous culture of the microorganism in a known method, by extraction with an organic solvent immiscible with water (chloroform).

PL426026A 2018-06-22 2018-06-22 3β-Hydroxy-5α-chloro-17a-oxa-D-homo-6,19-oxidoandrostan-17-one and method of preparation of 3β-hydroxy-5α-chloro-17a-oxa-D-homo-6,19-oxidoandrostane-17-one PL239563B1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
PL426026A PL239563B1 (en) 2018-06-22 2018-06-22 3β-Hydroxy-5α-chloro-17a-oxa-D-homo-6,19-oxidoandrostan-17-one and method of preparation of 3β-hydroxy-5α-chloro-17a-oxa-D-homo-6,19-oxidoandrostane-17-one

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PL426026A PL239563B1 (en) 2018-06-22 2018-06-22 3β-Hydroxy-5α-chloro-17a-oxa-D-homo-6,19-oxidoandrostan-17-one and method of preparation of 3β-hydroxy-5α-chloro-17a-oxa-D-homo-6,19-oxidoandrostane-17-one

Publications (2)

Publication Number Publication Date
PL426026A1 true PL426026A1 (en) 2020-01-02
PL239563B1 PL239563B1 (en) 2021-12-13

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PL426026A PL239563B1 (en) 2018-06-22 2018-06-22 3β-Hydroxy-5α-chloro-17a-oxa-D-homo-6,19-oxidoandrostan-17-one and method of preparation of 3β-hydroxy-5α-chloro-17a-oxa-D-homo-6,19-oxidoandrostane-17-one

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PL (1) PL239563B1 (en)

Also Published As

Publication number Publication date
PL239563B1 (en) 2021-12-13

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