PL435324A1 - 4'-Hydroxy-6-hydroxymethyl-3'-O-β-D-(4'-O-methylglucopyranosyl)-flavanone and method of preparation of 4'-hydroxy-6-hydroxymethyl-3'-O-β-D-(4'-O-methylglucopyranosyl)-flavanone - Google Patents

4'-Hydroxy-6-hydroxymethyl-3'-O-β-D-(4'-O-methylglucopyranosyl)-flavanone and method of preparation of 4'-hydroxy-6-hydroxymethyl-3'-O-β-D-(4'-O-methylglucopyranosyl)-flavanone

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Publication number
PL435324A1
PL435324A1 PL435324A PL43532420A PL435324A1 PL 435324 A1 PL435324 A1 PL 435324A1 PL 435324 A PL435324 A PL 435324A PL 43532420 A PL43532420 A PL 43532420A PL 435324 A1 PL435324 A1 PL 435324A1
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PL
Poland
Prior art keywords
methylglucopyranosyl
flavanone
hydroxymethyl
hydroxy
formula
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Application number
PL435324A
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Polish (pl)
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PL242336B1 (en
Inventor
Agnieszka Krawczyk-Łebek
Edyta Kostrzewa-Susłow
Monika Dymarska
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 PL435324A priority Critical patent/PL242336B1/en
Publication of PL435324A1 publication Critical patent/PL435324A1/en
Publication of PL242336B1 publication Critical patent/PL242336B1/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)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Saccharide Compounds (AREA)

Abstract

Przedmiotem zgłoszenia jest 4'-hydroksy-6-hydroksymetylo-3'-O-β-D-(4"-O-metyloglukopiranozylo)flawanon o wzorze 2, oraz sposób wytwarzania 4'-hydroksy-6-hydroksymetylo-3'-O-β-D-(4"-O-metyloglukopiranozylo)-flawanonu charakteryzujący się tym, że do podłoża odpowiedniego dla grzybów strzępkowych wprowadza się szczep Beauveria bassiana KCH J1.5, następnie po upływie co najmniej 72 godzin do hodowli wprowadza się substrat, którym jest 6-metyloflawanon 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, po czym produkt ekstrahuje się rozpuszczalnikiem organicznym niemieszającym się z wodą i oczyszcza chromatograficznie, przy czym 4'-hydroksy-6-hydroksymetylo-3'-O-β-D-(4"-O-metyloglukopiranozylo)-flawanon o wzorze 2 znajduje się we frakcji o pośredniej polarności, w pierwszym paśmie od linii startu.The subject of the application is 4'-hydroxy-6-hydroxymethyl-3'-O-β-D- (4 "-O-methylglucopyranosyl) flavanone of the formula 2, and a process for the preparation of 4'-hydroxy-6-hydroxymethyl-3'-O -β-D- (4 "-O-methylglucopyranosyl) -flavanone characterized in that the Beauveria bassiana KCH J1.5 strain is introduced into a medium suitable for filamentous fungi, then, after at least 72 hours, a substrate is introduced into the culture, which is the 6-methylflavanone 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, then the product is extracted with a water-immiscible organic solvent and purifies by chromatography, where 4'-hydroxy-6-hydroxymethyl-3'-O-β-D- (4 "-O-methylglucopyranosyl) -flavanone of formula 2 is in the intermediate polarity fraction in the first band from the starting line .

PL435324A 2020-09-16 2020-09-16 4'-Hydroxy-6-hydroxymethyl-3'-O-β-D-(4'-O-methylglucopyranosyl)-flavanone and method of preparation of 4'-hydroxy-6-hydroxymethyl-3'-O-β-D-(4'-O-methylglucopyranosyl)-flavanone PL242336B1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
PL435324A PL242336B1 (en) 2020-09-16 2020-09-16 4'-Hydroxy-6-hydroxymethyl-3'-O-β-D-(4'-O-methylglucopyranosyl)-flavanone and method of preparation of 4'-hydroxy-6-hydroxymethyl-3'-O-β-D-(4'-O-methylglucopyranosyl)-flavanone

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PL435324A PL242336B1 (en) 2020-09-16 2020-09-16 4'-Hydroxy-6-hydroxymethyl-3'-O-β-D-(4'-O-methylglucopyranosyl)-flavanone and method of preparation of 4'-hydroxy-6-hydroxymethyl-3'-O-β-D-(4'-O-methylglucopyranosyl)-flavanone

Publications (2)

Publication Number Publication Date
PL435324A1 true PL435324A1 (en) 2022-03-21
PL242336B1 PL242336B1 (en) 2023-02-13

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Family Applications (1)

Application Number Title Priority Date Filing Date
PL435324A PL242336B1 (en) 2020-09-16 2020-09-16 4'-Hydroxy-6-hydroxymethyl-3'-O-β-D-(4'-O-methylglucopyranosyl)-flavanone and method of preparation of 4'-hydroxy-6-hydroxymethyl-3'-O-β-D-(4'-O-methylglucopyranosyl)-flavanone

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PL (1) PL242336B1 (en)

Also Published As

Publication number Publication date
PL242336B1 (en) 2023-02-13

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