PL426028A1 - 3β,17α-Dihydroxy-5α-chloro-6,19-oxidoandrostane and method of preparation of 3β,17α-dihydroxy-5α-chloro-6,19-oxidoandrostane - Google Patents

3β,17α-Dihydroxy-5α-chloro-6,19-oxidoandrostane and method of preparation of 3β,17α-dihydroxy-5α-chloro-6,19-oxidoandrostane

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Publication number
PL426028A1
PL426028A1 PL426028A PL42602818A PL426028A1 PL 426028 A1 PL426028 A1 PL 426028A1 PL 426028 A PL426028 A PL 426028A PL 42602818 A PL42602818 A PL 42602818A PL 426028 A1 PL426028 A1 PL 426028A1
Authority
PL
Poland
Prior art keywords
oxidoandrostane
dihydroxy
chloro
preparation
kch
Prior art date
Application number
PL426028A
Other languages
Polish (pl)
Other versions
PL237135B1 (en
Inventor
Ewa Kozłowska
Agata Matera
Edyta Kostrzewa-Susłow
Tomasz Janeczko
Original Assignee
Uniwersytet Przyrodniczy we Wrocławiu
Priority date (The priority date 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 date listed.)
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Publication date
Application filed by Uniwersytet Przyrodniczy we Wrocławiu filed Critical Uniwersytet Przyrodniczy we Wrocławiu
Priority to PL426028A priority Critical patent/PL237135B1/en
Publication of PL426028A1 publication Critical patent/PL426028A1/en
Publication of PL237135B1 publication Critical patent/PL237135B1/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J71/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton is condensed with a heterocyclic ring
    • C07J71/0005—Oxygen-containing hetero 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
    • C12P33/06—Hydroxylating
    • 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
    • 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

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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)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Steroid Compounds (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)

Abstract

Zgłoszenie dotyczy 3β,17α-dihydroksy-5α-chloro-6,19-oksidoandrostan i sposób wytwarzania 3β,17α-dihydroksy-5α-chloro-6,19-oksidoandrostanu o wzorze 2. Zgodnie z rozwiązaniem, w wyniku działania układu enzymatycznego zawartego w komórkach szczepu Mucor hiemalis KCh W2, następuje hydroliza grupy acetylowej przy C-3 i stereselektywna redukcja grupy karbonylowej przy węglu C-17 w substracie. Uzyskany w ten sposób produkt wydziela się z wodnej kultury mikroorganizmu, znanym sposobem, przez ekstrakcję rozpuszczalnikiem organicznym niemieszającym się z wodą (chloroform).The application concerns 3β,17α-dihydroxy-5α-chloro-6,19-oxidoandrostane and a method for producing 3β,17α-dihydroxy-5α-chloro-6,19-oxidoandrostane of formula 2. According to the solution, as a result of the action of the enzymatic system contained in cells of the Mucor hiemalis KCh W2 strain, the acetyl group at C-3 is hydrolyzed and the carbonyl group at carbon C-17 in the substrate is stereoselectively reduced. The product obtained in this way is isolated from the aqueous culture of the microorganism in a known method, by extraction with an organic solvent immiscible with water (chloroform).

PL426028A 2018-06-22 2018-06-22 3β,17α-Dihydroxy-5α-chloro-6,19-oxidoandrostane and method of preparation of 3β,17α-dihydroxy-5α-chloro-6,19-oxidoandrostane PL237135B1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
PL426028A PL237135B1 (en) 2018-06-22 2018-06-22 3β,17α-Dihydroxy-5α-chloro-6,19-oxidoandrostane and method of preparation of 3β,17α-dihydroxy-5α-chloro-6,19-oxidoandrostane

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PL426028A PL237135B1 (en) 2018-06-22 2018-06-22 3β,17α-Dihydroxy-5α-chloro-6,19-oxidoandrostane and method of preparation of 3β,17α-dihydroxy-5α-chloro-6,19-oxidoandrostane

Publications (2)

Publication Number Publication Date
PL426028A1 true PL426028A1 (en) 2020-01-02
PL237135B1 PL237135B1 (en) 2021-03-22

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Family Applications (1)

Application Number Title Priority Date Filing Date
PL426028A PL237135B1 (en) 2018-06-22 2018-06-22 3β,17α-Dihydroxy-5α-chloro-6,19-oxidoandrostane and method of preparation of 3β,17α-dihydroxy-5α-chloro-6,19-oxidoandrostane

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Country Link
PL (1) PL237135B1 (en)

Also Published As

Publication number Publication date
PL237135B1 (en) 2021-03-22

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