PL426977A1 - 2'-O-β-D-(4''-O-methylglucopyranosyl)-flavan-4-ol and method of preparing 2'-O-β-D-(4"-O-methylglucopyranosyl)-flavan-4-ol - Google Patents

2'-O-β-D-(4''-O-methylglucopyranosyl)-flavan-4-ol and method of preparing 2'-O-β-D-(4"-O-methylglucopyranosyl)-flavan-4-ol

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Publication number
PL426977A1
PL426977A1 PL426977A PL42697718A PL426977A1 PL 426977 A1 PL426977 A1 PL 426977A1 PL 426977 A PL426977 A PL 426977A PL 42697718 A PL42697718 A PL 42697718A PL 426977 A1 PL426977 A1 PL 426977A1
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PL
Poland
Prior art keywords
methylglucopyranosyl
flavan
hours
formula
organic solvent
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PL426977A
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Polish (pl)
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PL238968B1 (en
Inventor
Monika Dymarska
Edyta Kostrzewa-Susłow
Tomasz Janeczko
Jarosław Popłoński
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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 PL426977A priority Critical patent/PL238968B1/en
Publication of PL426977A1 publication Critical patent/PL426977A1/en
Publication of PL238968B1 publication Critical patent/PL238968B1/en

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
    • C07H15/26—Acyclic or carbocyclic radicals, substituted by hetero rings
    • 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
    • C12P19/00—Preparation of compounds containing saccharide radicals
    • C12P19/44—Preparation of O-glycosides, e.g. glucosides
    • 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

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biochemistry (AREA)
  • Biotechnology (AREA)
  • Genetics & Genomics (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • Microbiology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Molecular Biology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Saccharide Compounds (AREA)

Abstract

Przedmiotem zgłoszenia jest 2'-O-ß-D-(4"-O-metyloglukopiranozylo)-flawan-4-ol i sposób wytwarzania 2'-O-ß-D-(4"-metyloglukopiranozylo)-flawan-4-olu, o wzorze 2. Powyższy sposób polega na tym, że do podłoża odpowiedniego dla grzybów strzępkowych wprowadza się szczep Isaria fumosorosea KCH J2. Po upływie co najmniej 72 godzin do hodowli wprowadza się substrat, którym jest 2'-metoksyflawanon o wzorze 1, rozpuszczony w rozpuszczalniku organicznym mieszającym się z wodą. Transformację prowadzi się w temperaturze od 20 do 30 stopni Celsjusza, przy ciągłym wstrząsaniu co najmniej 96 godzin. Kolejno produkt ekstrahuje się rozpuszczalnikiem organicznym niemieszającym się z wodą i oczyszcza chromatograficznie.The subject of the application is 2'-O-ß-D- (4 "-O-methylglucopyranosyl) -flavan-4-ol and the preparation of 2'-O-ß-D- (4" -methylglucopyranosyl) -flavan-4-ol , of formula 2. The above method consists in introducing Isaria fumosorosea KCH J2 into a medium suitable for filamentous fungi. After at least 72 hours, the substrate is introduced into the culture, which is 2'-methoxy flavanone of the formula I, dissolved in a water-miscible organic solvent. The transformation is carried out at a temperature of 20 to 30 degrees Celsius with continuous shaking for at least 96 hours. Subsequently, the product is extracted with a water-immiscible organic solvent and purified by chromatography.

PL426977A 2018-09-10 2018-09-10 2'-O-β-D-(4''-O-methylglucopyranosyl)-flavan-4-ol and method of preparing 2'-O-β-D-(4"-O-methylglucopyranosyl)-flavan-4-ol PL238968B1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
PL426977A PL238968B1 (en) 2018-09-10 2018-09-10 2'-O-β-D-(4''-O-methylglucopyranosyl)-flavan-4-ol and method of preparing 2'-O-β-D-(4"-O-methylglucopyranosyl)-flavan-4-ol

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PL426977A PL238968B1 (en) 2018-09-10 2018-09-10 2'-O-β-D-(4''-O-methylglucopyranosyl)-flavan-4-ol and method of preparing 2'-O-β-D-(4"-O-methylglucopyranosyl)-flavan-4-ol

Publications (2)

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PL426977A1 true PL426977A1 (en) 2020-03-23
PL238968B1 PL238968B1 (en) 2021-10-25

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Application Number Title Priority Date Filing Date
PL426977A PL238968B1 (en) 2018-09-10 2018-09-10 2'-O-β-D-(4''-O-methylglucopyranosyl)-flavan-4-ol and method of preparing 2'-O-β-D-(4"-O-methylglucopyranosyl)-flavan-4-ol

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PL (1) PL238968B1 (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
PL247913B1 (en) * 2023-01-20 2025-09-15 Wrocław University Of Environmental And Life Sciences 8-Bromo-6-chloro-4'-O-β-D-(4"-O-methylglucopyranosyl)-flavan-4-ol and method for producing 8-bromo-6-chloro-4'-O-β-D -(4"O-methylglucopyranosyl)-flavan-4-ol

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Publication number Publication date
PL238968B1 (en) 2021-10-25

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