PL438720A1 - Method for obtaining 1-(1'-hydroxyethyl)-9-oxabicyclo[4.3.0]nonan-8-on - Google Patents

Method for obtaining 1-(1'-hydroxyethyl)-9-oxabicyclo[4.3.0]nonan-8-on Download PDF

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Publication number
PL438720A1
PL438720A1 PL438720A PL43872021A PL438720A1 PL 438720 A1 PL438720 A1 PL 438720A1 PL 438720 A PL438720 A PL 438720A PL 43872021 A PL43872021 A PL 43872021A PL 438720 A1 PL438720 A1 PL 438720A1
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Poland
Prior art keywords
nonan
oxabicyclo
hydroxyethyl
formula
obtaining
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PL438720A
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Polish (pl)
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PL243850B1 (en
Inventor
Marcelina Mazur
Aleksandra Pawlak
Witold Gładkowski
Karolina Przysiężna
Bożena Obmińska-Mrukowicz
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Uniwersytet Przyrodniczy we Wrocławiu
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Priority to PL438720A priority Critical patent/PL243850B1/en
Publication of PL438720A1 publication Critical patent/PL438720A1/en
Publication of PL243850B1 publication Critical patent/PL243850B1/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
    • C12P17/00—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
    • C12P17/02—Oxygen as only ring hetero atoms
    • C12P17/04—Oxygen as only ring hetero atoms containing a five-membered hetero ring, e.g. griseofulvin, vitamin C
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
    • C07D307/82—Benzo [b] furans; Hydrogenated benzo [b] furans with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the hetero ring
    • C07D307/83—Oxygen atoms
    • 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
    • C12R2001/65—Absidia

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  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Zoology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Microbiology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Biotechnology (AREA)
  • Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)

Abstract

Przedmiotem zgłoszenia jest sposób otrzymywania optycznie czynnego 1-(1'-hydroksyetylo)-9-oksabicyklo[4.3.0]nonan-8-onu polega na tym, że 1-(1'-chloroetylo)-9-oksabicyklo[4.3.0]nonan-8-on o wzorze 1 poddaje się mikrobiologicznym przekształceniom w kulturze szczepu Absidia glauca AM177 otrzymując 1-(1'-hydroksyetylo)-9-oksabicyklo[4.3.0]nonan-8-on o wzorze 2, który następnie oczyszcza się metodą chromatografii kolumnowej. 1-(1'-Hydroksyetylo)-9-oksabicyklo[4.3.0]nonan-8-on o wzorze 2 może znaleźć zastosowanie w farmacji jako związek o działaniu antynowotworowym.The subject of the application is a method for obtaining optically active 1-(1'-hydroxyethyl)-9-oxabicyclo[4.3.0]nonan-8-one, which consists in the fact that 1-(1'-chloroethyl)-9-oxabicyclo[4.3.0 ]nonan-8-one of the formula 1 is subjected to microbial transformations in the Absidia glauca AM177 strain culture to give 1-(1'-hydroxyethyl)-9-oxabicyclo[4.3.0]nonan-8-one of the formula 2, which is then purified by column chromatography. 1-(1'-Hydroxyethyl)-9-oxabicyclo[4.3.0]nonan-8-one of the formula 2 can be used in pharmacy as a compound with anticancer activity.

PL438720A 2021-08-10 2021-08-10 Method for obtaining 1-(1'-hydroxyethyl)-9-oxabicyclo[4.3.0]nonan-8-on PL243850B1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
PL438720A PL243850B1 (en) 2021-08-10 2021-08-10 Method for obtaining 1-(1'-hydroxyethyl)-9-oxabicyclo[4.3.0]nonan-8-on

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PL438720A PL243850B1 (en) 2021-08-10 2021-08-10 Method for obtaining 1-(1'-hydroxyethyl)-9-oxabicyclo[4.3.0]nonan-8-on

Publications (2)

Publication Number Publication Date
PL438720A1 true PL438720A1 (en) 2023-02-13
PL243850B1 PL243850B1 (en) 2023-10-23

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PL438720A PL243850B1 (en) 2021-08-10 2021-08-10 Method for obtaining 1-(1'-hydroxyethyl)-9-oxabicyclo[4.3.0]nonan-8-on

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Publication number Publication date
PL243850B1 (en) 2023-10-23

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