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PL424950A1 - 6-O-β-D-(4"-O-methylglucopyranosyl)-flavone and method for producing 6-O-β-D-(4"-O-methylglucopyranosyl)-flavone - Google Patents

6-O-β-D-(4"-O-methylglucopyranosyl)-flavone and method for producing 6-O-β-D-(4"-O-methylglucopyranosyl)-flavone

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Publication number
PL424950A1
PL424950A1 PL424950A PL42495018A PL424950A1 PL 424950 A1 PL424950 A1 PL 424950A1 PL 424950 A PL424950 A PL 424950A PL 42495018 A PL42495018 A PL 42495018A PL 424950 A1 PL424950 A1 PL 424950A1
Authority
PL
Poland
Prior art keywords
methylglucopyranosyl
flavone
hours
formula
organic solvent
Prior art date
Application number
PL424950A
Other languages
Polish (pl)
Other versions
PL237328B1 (en
Inventor
Monika Dymarska
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.)
Filing date
Publication date
Application filed by Uniwersytet Przyrodniczy we Wrocławiu filed Critical Uniwersytet Przyrodniczy we Wrocławiu
Priority to PL424950A priority Critical patent/PL237328B1/en
Publication of PL424950A1 publication Critical patent/PL424950A1/en
Publication of PL237328B1 publication Critical patent/PL237328B1/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
    • C07D311/30—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 not hydrogenated in the hetero ring, e.g. flavones
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H17/00—Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
    • C07H17/04—Heterocyclic radicals containing only oxygen as ring hetero atoms
    • C07H17/06—Benzopyran radicals
    • C07H17/065—Benzo[b]pyrans
    • C07H17/07—Benzo[b]pyran-4-ones
    • 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
    • C12P17/06—Oxygen as only ring hetero atoms containing a six-membered hetero ring, e.g. fluorescein
    • 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
    • C12P19/60—Preparation of O-glycosides, e.g. glucosides having an oxygen of the saccharide radical directly bound to a non-saccharide heterocyclic ring or a condensed ring system containing a non-saccharide heterocyclic ring, e.g. coumermycin, novobiocin

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

Abstract

Przedmiotem zgłoszenia jest związek o nazwie: 6-O-ß-D-(4-O-metyloglukopiranozylo)-flawon o wzorze 2 oraz sposób otrzymywania tego związku. Sposób ten 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 6-hydroksyflawon 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 the compound named: 6-O-ß-D-(4-O-methylglucopyranosyl)-flavone of the formula 2 and the method of obtaining this compound. This method consists in introducing the strain Isaria fumosorosea KCH J2 into a substrate suitable for filamentous fungi. After at least 72 hours, the substrate, 6-hydroxyflavone of the formula I, dissolved in a water-miscible organic solvent, is introduced into the culture. The transformation is carried out at a temperature of 20 to 30 degrees Celsius with continuous shaking for at least 96 hours. The product is then extracted with a water-immiscible organic solvent and purified by chromatography.

PL424950A 2018-03-19 2018-03-19 6-O-β-D-(4"-O-methylglucopyranosyl)-flavone and method for producing 6-O-β-D-(4"-O-methylglucopyranosyl)-flavone PL237328B1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
PL424950A PL237328B1 (en) 2018-03-19 2018-03-19 6-O-β-D-(4"-O-methylglucopyranosyl)-flavone and method for producing 6-O-β-D-(4"-O-methylglucopyranosyl)-flavone

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PL424950A PL237328B1 (en) 2018-03-19 2018-03-19 6-O-β-D-(4"-O-methylglucopyranosyl)-flavone and method for producing 6-O-β-D-(4"-O-methylglucopyranosyl)-flavone

Publications (2)

Publication Number Publication Date
PL424950A1 true PL424950A1 (en) 2019-09-23
PL237328B1 PL237328B1 (en) 2021-04-06

Family

ID=67979727

Family Applications (1)

Application Number Title Priority Date Filing Date
PL424950A PL237328B1 (en) 2018-03-19 2018-03-19 6-O-β-D-(4"-O-methylglucopyranosyl)-flavone and method for producing 6-O-β-D-(4"-O-methylglucopyranosyl)-flavone

Country Status (1)

Country Link
PL (1) PL237328B1 (en)

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
DYMARSKA M., GLYCOSYLATION OF 6-METHYLFLAVONE BY THE STRAIN LSARIA FUMOSOROSEA KCHJ2, 2017 *
HERATH W., MICROBIAL METABOLISM. PART 9. STRUCTURE AND ANTIOXIDANT SIGNIFICANCE OF THE METABOLITES OF 5, 7-DIHYDROXYFLAVONE (CHRYSIN), AND 5- AND 6-HYDROXYFLAVONES, 2008 *
XIAO J., ADVANCES IN THE BIOTECHNOLOGICAL GLYCOSYLATION OF VALUBLE FLAVONOIDS, 2014 *

Also Published As

Publication number Publication date
PL237328B1 (en) 2021-04-06

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