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PL436669A1 - 3 ', 4'-Dihydroxy-6-hydroxymethylflavanone and 3', 4'-dihydroxy-6-hydroxymethylflavanone production method - Google Patents

3 ', 4'-Dihydroxy-6-hydroxymethylflavanone and 3', 4'-dihydroxy-6-hydroxymethylflavanone production method

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Publication number
PL436669A1
PL436669A1 PL436669A PL43666921A PL436669A1 PL 436669 A1 PL436669 A1 PL 436669A1 PL 436669 A PL436669 A PL 436669A PL 43666921 A PL43666921 A PL 43666921A PL 436669 A1 PL436669 A1 PL 436669A1
Authority
PL
Poland
Prior art keywords
hydroxymethylflavanone
dihydroxy
formula
hours
organic solvent
Prior art date
Application number
PL436669A
Other languages
Polish (pl)
Other versions
PL242469B1 (en
Inventor
Agnieszka Krawczyk-Łebek
Edyta Kostrzewa-Susłow
Monika Dymarska
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.)
Filing date
Publication date
Application filed by Uniwersytet Przyrodniczy we Wrocławiu filed Critical Uniwersytet Przyrodniczy we Wrocławiu
Priority to PL436669A priority Critical patent/PL242469B1/en
Publication of PL436669A1 publication Critical patent/PL436669A1/en
Publication of PL242469B1 publication Critical patent/PL242469B1/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
    • C07D311/22—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4
    • C07D311/26—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3
    • C07D311/28—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3 with aromatic rings attached in position 2 only
    • C07D311/32—2,3-Dihydro derivatives, e.g. flavanones
    • 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
    • C12P7/00—Preparation of oxygen-containing organic compounds
    • C12P7/02—Preparation of oxygen-containing organic compounds containing a hydroxy group
    • 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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  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Zoology (AREA)
  • Health & Medical Sciences (AREA)
  • General Engineering & Computer Science (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Biotechnology (AREA)
  • Biochemistry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Microbiology (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Pyrane Compounds (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Przedmiotem zgłoszenia jest 3'4'-dihydroksy-6-hydroksymetyloflawanon o wzorze 2 oraz sposób wytwarzania 3',4'-dihydroksy-6-hydroksymetyloflawanonu 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, przy czym 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 3',4'-dihydroksy-6-hydroksymetyloflawanon o wzorze 2 znajduje się we frakcji o pośredniej polarności, w piątym paśmie od linii startu.The subject of the application is the 3'4'-dihydroxy-6-hydroxymethylflavanone of the formula 2 and the method of producing 3 ', 4'-dihydroxy-6-hydroxymethylflavanone, characterized in that the strain Beauveria bassiana KCH J1.5 is introduced into a medium suitable for filamentous fungi. then, after at least 72 hours, the substrate is introduced into the culture, which is 6-methylflavanone of the formula I, dissolved in a water-miscible organic solvent, the transformation being carried out at a temperature of 20 to 30 degrees Celsius with continuous shaking, for at least 96 hours, after which the product is extracted with a water-immiscible organic solvent and purified by chromatography, the 3 ', 4'-dihydroxy-6-hydroxymethylflavanone of formula 2 in the intermediate polarity fraction, fifth band from the starting line .

PL436669A 2021-01-15 2021-01-15 3 ', 4'-Dihydroxy-6-hydroxymethylflavanone and 3', 4'-dihydroxy-6-hydroxymethylflavanone production method PL242469B1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
PL436669A PL242469B1 (en) 2021-01-15 2021-01-15 3 ', 4'-Dihydroxy-6-hydroxymethylflavanone and 3', 4'-dihydroxy-6-hydroxymethylflavanone production method

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PL436669A PL242469B1 (en) 2021-01-15 2021-01-15 3 ', 4'-Dihydroxy-6-hydroxymethylflavanone and 3', 4'-dihydroxy-6-hydroxymethylflavanone production method

Publications (2)

Publication Number Publication Date
PL436669A1 true PL436669A1 (en) 2022-07-18
PL242469B1 PL242469B1 (en) 2023-02-27

Family

ID=83695226

Family Applications (1)

Application Number Title Priority Date Filing Date
PL436669A PL242469B1 (en) 2021-01-15 2021-01-15 3 ', 4'-Dihydroxy-6-hydroxymethylflavanone and 3', 4'-dihydroxy-6-hydroxymethylflavanone production method

Country Status (1)

Country Link
PL (1) PL242469B1 (en)

Also Published As

Publication number Publication date
PL242469B1 (en) 2023-02-27

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