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PL432958A1 - 2-Phenyl-6-methyl-4-O-β-D-(4''-O-methylglucopyranosyl)-chromane and method of producing 2-phenyl-6-methyl-4-O-β-D-(4''-O-methylglucopyranosyl)-chromane - Google Patents

2-Phenyl-6-methyl-4-O-β-D-(4''-O-methylglucopyranosyl)-chromane and method of producing 2-phenyl-6-methyl-4-O-β-D-(4''-O-methylglucopyranosyl)-chromane

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Publication number
PL432958A1
PL432958A1 PL432958A PL43295820A PL432958A1 PL 432958 A1 PL432958 A1 PL 432958A1 PL 432958 A PL432958 A PL 432958A PL 43295820 A PL43295820 A PL 43295820A PL 432958 A1 PL432958 A1 PL 432958A1
Authority
PL
Poland
Prior art keywords
methylglucopyranosyl
phenyl
methyl
chromane
producing
Prior art date
Application number
PL432958A
Other languages
Polish (pl)
Other versions
PL241533B1 (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 PL432958A priority Critical patent/PL241533B1/en
Publication of PL432958A1 publication Critical patent/PL432958A1/en
Publication of PL241533B1 publication Critical patent/PL241533B1/en

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Classifications

    • 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
    • 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
    • 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)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Saccharide Compounds (AREA)

Abstract

Wynalazek 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-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, przez co najmniej 96 godzin. Następnie produkt jakim 2-fenylo-6-metylo-4-O-β-D-(4"-O-metyloglukopiranozylo)-chroman o wzorze 2, ekstrahuje się rozpuszczalnikiem organicznym niemieszającym się z wodą i oczyszcza chromatograficznie.The invention consists in introducing the Isaria fumosorosea KCH J2 strain into a medium suitable for filamentous fungi. 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 is carried out at a temperature of 20 to 30 degrees Celsius with continuous shaking for at least 96 hours. The product 2-phenyl-6-methyl-4-O-β-D- (4 "-O-methylglucopyranosyl) chroman of formula II is then extracted with a water-immiscible organic solvent and purified by chromatography.

PL432958A 2020-02-20 2020-02-20 2-Phenyl-6-methyl-4-O-β-D-(4''-O-methylglucopyranosyl)-chromane and method of producing 2-phenyl-6-methyl-4-O-β-D-(4''-O-methylglucopyranosyl)-chromane PL241533B1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
PL432958A PL241533B1 (en) 2020-02-20 2020-02-20 2-Phenyl-6-methyl-4-O-β-D-(4''-O-methylglucopyranosyl)-chromane and method of producing 2-phenyl-6-methyl-4-O-β-D-(4''-O-methylglucopyranosyl)-chromane

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PL432958A PL241533B1 (en) 2020-02-20 2020-02-20 2-Phenyl-6-methyl-4-O-β-D-(4''-O-methylglucopyranosyl)-chromane and method of producing 2-phenyl-6-methyl-4-O-β-D-(4''-O-methylglucopyranosyl)-chromane

Publications (2)

Publication Number Publication Date
PL432958A1 true PL432958A1 (en) 2021-08-23
PL241533B1 PL241533B1 (en) 2022-10-17

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Family Applications (1)

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PL432958A PL241533B1 (en) 2020-02-20 2020-02-20 2-Phenyl-6-methyl-4-O-β-D-(4''-O-methylglucopyranosyl)-chromane and method of producing 2-phenyl-6-methyl-4-O-β-D-(4''-O-methylglucopyranosyl)-chromane

Country Status (1)

Country Link
PL (1) PL241533B1 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
PL440866A1 (en) * 2022-04-06 2023-10-09 Uniwersytet Przyrodniczy we Wrocławiu 6-Methyl-8-nitro-4-O-β-D-(4"-O-methylglucopyranosyl)-flavanone and method for producing 6-methyl-8-nitro-4-O-β-D-(4"-O -methylglucopyranosyl)-flavanone

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
PL440866A1 (en) * 2022-04-06 2023-10-09 Uniwersytet Przyrodniczy we Wrocławiu 6-Methyl-8-nitro-4-O-β-D-(4"-O-methylglucopyranosyl)-flavanone and method for producing 6-methyl-8-nitro-4-O-β-D-(4"-O -methylglucopyranosyl)-flavanone
PL246029B1 (en) * 2022-04-06 2024-11-18 Wrocław University Of Environmental And Life Sciences 2-phenyl-6-methyl-8-nitro-4-O-β-D-(4"-O-methylglucopyranosyl)-chromane and method for producing 2-phenyl-6-methyl-8-nitro-4-O-β-D-(4"-O-methylglucopyranosyl)-chromane

Also Published As

Publication number Publication date
PL241533B1 (en) 2022-10-17

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