PL424946A1 - 7-O-β-D-(4"-O-methylglucopyranosyl)-flavone and method for producing 7-O-β-D-(4"-O-methylglucopyranosyl)-flavone - Google Patents

7-O-β-D-(4"-O-methylglucopyranosyl)-flavone and method for producing 7-O-β-D-(4"-O-methylglucopyranosyl)-flavone

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Publication number
PL424946A1
PL424946A1 PL424946A PL42494618A PL424946A1 PL 424946 A1 PL424946 A1 PL 424946A1 PL 424946 A PL424946 A PL 424946A PL 42494618 A PL42494618 A PL 42494618A PL 424946 A1 PL424946 A1 PL 424946A1
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Poland
Prior art keywords
flavone
methylglucopyranosyl
hours
formula
organic solvent
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Application number
PL424946A
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Polish (pl)
Inventor
Monika Dymarska
Edyta Kostrzewa-Susłow
Tomasz Janeczko
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Uniwersytet Przyrodniczy we Wrocławiu
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Publication date
Application filed by Uniwersytet Przyrodniczy we Wrocławiu filed Critical Uniwersytet Przyrodniczy we Wrocławiu
Priority to PL424946A priority Critical patent/PL424946A1/en
Publication of PL424946A1 publication Critical patent/PL424946A1/en

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D311/00Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02Heterocyclic 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
    • C07D311/04Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
    • C07D311/22Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4
    • C07D311/26Benzo[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
    • C07D311/28Benzo[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
    • C07D311/30Benzo[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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H17/00Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
    • C07H17/04Heterocyclic radicals containing only oxygen as ring hetero atoms
    • C07H17/06Benzopyran radicals
    • C07H17/065Benzo[b]pyrans
    • C07H17/07Benzo[b]pyran-4-ones
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P17/00Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
    • C12P17/02Oxygen as only ring hetero atoms
    • C12P17/06Oxygen as only ring hetero atoms containing a six-membered hetero ring, e.g. fluorescein
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P19/00Preparation of compounds containing saccharide radicals
    • C12P19/44Preparation of O-glycosides, e.g. glucosides
    • C12P19/60Preparation 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)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Biochemistry (AREA)
  • Biotechnology (AREA)
  • Genetics & Genomics (AREA)
  • General Health & Medical Sciences (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)
  • Saccharide Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

Przedmiotem zgłoszenia jest związek o nazwie: 7-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 7-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: 7-O-ß-D- (4 "-O-methylglucopyranosyl) -flavone of formula 2 and the method of obtaining this compound. The method consists in introducing a strain of Isaria fumosorosea KCH J2 After at least 72 hours, the substrate is introduced into the culture, which is 7-hydroxy flavone of formula 1, dissolved in a water-miscible organic solvent. The transformation is carried out at a temperature of 20 to 30 degrees Celsius with continuous shaking at least 96 hours The product is successively extracted with a water-immiscible organic solvent and purified by chromatography.

PL424946A 2018-03-19 2018-03-19 7-O-β-D-(4"-O-methylglucopyranosyl)-flavone and method for producing 7-O-β-D-(4"-O-methylglucopyranosyl)-flavone PL424946A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
PL424946A PL424946A1 (en) 2018-03-19 2018-03-19 7-O-β-D-(4"-O-methylglucopyranosyl)-flavone and method for producing 7-O-β-D-(4"-O-methylglucopyranosyl)-flavone

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PL424946A PL424946A1 (en) 2018-03-19 2018-03-19 7-O-β-D-(4"-O-methylglucopyranosyl)-flavone and method for producing 7-O-β-D-(4"-O-methylglucopyranosyl)-flavone

Publications (1)

Publication Number Publication Date
PL424946A1 true PL424946A1 (en) 2019-09-23

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Family Applications (1)

Application Number Title Priority Date Filing Date
PL424946A PL424946A1 (en) 2018-03-19 2018-03-19 7-O-β-D-(4"-O-methylglucopyranosyl)-flavone and method for producing 7-O-β-D-(4"-O-methylglucopyranosyl)-flavone

Country Status (1)

Country Link
PL (1) PL424946A1 (en)

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
PL417789A1 (en) * 2016-06-30 2017-01-16 Uniwersytet Przyrodniczy we Wrocławiu Method for producing 7-O--D-4"-methoxyglucopiranosil flavanone
PL418556A1 (en) * 2016-09-05 2018-03-12 Uniwersytet Przyrodniczy we Wrocławiu 7-O-β-D-4'''-O-methyl-glucopyranosyl-5.4'-dihydroxyflavanone and method for obtaining 7-O-β-D-4'''-O-methyl-glucopyranosyl-5.4'-dihydroxyflavanone

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
PL417789A1 (en) * 2016-06-30 2017-01-16 Uniwersytet Przyrodniczy we Wrocławiu Method for producing 7-O--D-4"-methoxyglucopiranosil flavanone
PL418556A1 (en) * 2016-09-05 2018-03-12 Uniwersytet Przyrodniczy we Wrocławiu 7-O-β-D-4'''-O-methyl-glucopyranosyl-5.4'-dihydroxyflavanone and method for obtaining 7-O-β-D-4'''-O-methyl-glucopyranosyl-5.4'-dihydroxyflavanone

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 6. METABOLITES OF 3- AND 7-HYDROXYFLAVONES, 2006 *
XIAO J., ADVANCES IN THE BIOTECHNOLOGICAL GLYCOSYLATION OF VALUBLE FLAVONOIDS, 2014 *

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