PL426029A1 - 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
PL426029A1
PL426029A1 PL426029A PL42602918A PL426029A1 PL 426029 A1 PL426029 A1 PL 426029A1 PL 426029 A PL426029 A PL 426029A PL 42602918 A PL42602918 A PL 42602918A PL 426029 A1 PL426029 A1 PL 426029A1
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Poland
Prior art keywords
oxa
homo
chloro
hydroxy
oxidoandrostan
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PL426029A
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Polish (pl)
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PL239564B1 (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 PL426029A priority Critical patent/PL239564B1/en
Publication of PL426029A1 publication Critical patent/PL426029A1/en
Publication of PL239564B1 publication Critical patent/PL239564B1/en

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    • 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
    • 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
    • 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

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Wood Science & Technology (AREA)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Zoology (AREA)
  • General Health & Medical Sciences (AREA)
  • Health & Medical Sciences (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)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Steroid Compounds (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (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. W wyniku działania układu enzymatycznego zawartego w komórkach szczepu Penicillium commune KCh W7, 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. As a result of the action of the enzymatic system contained in the cells of the Penicillium commune KCh W7 strain, the acetyl group at C-3 and the Baeyer-Villiger type oxidation of the D ring occur. The product obtained in this way is separated from the aqueous culture of the microorganism, in a known method, by extraction with an organic solvent immiscible with water (chloroform).

PL426029A 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 PL239564B1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
PL426029A PL239564B1 (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
PL426029A PL239564B1 (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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PL426029A1 true PL426029A1 (en) 2020-01-02
PL239564B1 PL239564B1 (en) 2021-12-13

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PL426029A PL239564B1 (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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PL239564B1 (en) 2021-12-13

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