PL424949A1 - 3'-hydroxy-4'-O-β-D-(4"-O-methylglucopyranosyl)-flavone and method for producing 3'-hydroxy-4'-O-β-D-(4"-O-methylglucopyranosyl)-flavone - Google Patents

3'-hydroxy-4'-O-β-D-(4"-O-methylglucopyranosyl)-flavone and method for producing 3'-hydroxy-4'-O-β-D-(4"-O-methylglucopyranosyl)-flavone

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Publication number
PL424949A1
PL424949A1 PL424949A PL42494918A PL424949A1 PL 424949 A1 PL424949 A1 PL 424949A1 PL 424949 A PL424949 A PL 424949A PL 42494918 A PL42494918 A PL 42494918A PL 424949 A1 PL424949 A1 PL 424949A1
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PL
Poland
Prior art keywords
flavone
methylglucopyranosyl
hydroxy
hours
formula
Prior art date
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PL424949A
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Polish (pl)
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PL237327B1 (en
Inventor
Monika Dymarska
Edyta Kostrzewa-Susłow
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 PL424949A priority Critical patent/PL237327B1/en
Publication of PL424949A1 publication Critical patent/PL424949A1/en
Publication of PL237327B1 publication Critical patent/PL237327B1/en

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    • 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)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Biotechnology (AREA)
  • Health & Medical Sciences (AREA)
  • Biochemistry (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)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Saccharide Compounds (AREA)

Abstract

Przedmiotem zgłoszenia jest związek o nazwie: 3'-hydroksy-4'-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 flawon 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 a compound named: 3'-hydroxy-4'-O-ß-D-(4-O-methylglucopyranosyl)-flavone of the formula 2 and a 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 is introduced into the culture, which is a flavone of formula 1, dissolved in an organic solvent miscible with water. 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.

PL424949A 2018-03-19 2018-03-19 3'-hydroxy-4'-O-β-D-(4"-O-methylglucopyranosyl)-flavone and method for producing 3'-hydroxy-4'-O-β-D-(4"-O-methylglucopyranosyl)-flavone PL237327B1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
PL424949A PL237327B1 (en) 2018-03-19 2018-03-19 3'-hydroxy-4'-O-β-D-(4"-O-methylglucopyranosyl)-flavone and method for producing 3'-hydroxy-4'-O-β-D-(4"-O-methylglucopyranosyl)-flavone

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PL424949A PL237327B1 (en) 2018-03-19 2018-03-19 3'-hydroxy-4'-O-β-D-(4"-O-methylglucopyranosyl)-flavone and method for producing 3'-hydroxy-4'-O-β-D-(4"-O-methylglucopyranosyl)-flavone

Publications (2)

Publication Number Publication Date
PL424949A1 true PL424949A1 (en) 2019-09-23
PL237327B1 PL237327B1 (en) 2021-04-06

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PL424949A PL237327B1 (en) 2018-03-19 2018-03-19 3'-hydroxy-4'-O-β-D-(4"-O-methylglucopyranosyl)-flavone and method for producing 3'-hydroxy-4'-O-β-D-(4"-O-methylglucopyranosyl)-flavone

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Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
PL448608A1 (en) * 2024-05-20 2025-11-24 Uniwersytet Przyrodniczy we Wrocławiu 3'-Chloro-4'-O-β-D-(4''-O-methyloglucopyranosyl)-flavone and method for preparation of 3'-chloro-4'-O-β-D-(4''-O-methyloglucopyranosyl)-flavone

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
PL417788A1 (en) * 2016-06-30 2017-01-16 Uniwersytet Przyrodniczy we Wrocławiu 8-O-β-D-4"-methoxyglucopyranosyl-6-methylflavone and method for producing 8-O-β-D-4"-methoxyglucopyranosyl-6-methylflavone

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
PL417788A1 (en) * 2016-06-30 2017-01-16 Uniwersytet Przyrodniczy we Wrocławiu 8-O-β-D-4"-methoxyglucopyranosyl-6-methylflavone and method for producing 8-O-β-D-4"-methoxyglucopyranosyl-6-methylflavone

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
DYMARSKA M., GLYCOSYLATION OF 6-METHYLFLAVONE BY THE STRAIN LSARIA FUMOSOROSEA KCHJ2, 2017 *
XIAO J., ADVANCES IN THE BIOTECHNOLOGICAL GLYCOSYLATION OF VALUBLE FLAVONOIDS, 2014 *

Also Published As

Publication number Publication date
PL237327B1 (en) 2021-04-06

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