Taxonomic group: fungi / Ascomycota
(Phylum: Ascomycota)
NCBI PubMed ID: 30262733Publication DOI: 10.3390/molecules23102477Journal NLM ID: 100964009Publisher: Basel, Switzerland: MDPI
Correspondence: Dymarska M <monika.dymarska
gmail.com>; Janeczko T <ekostrzew
gmail.com>; Kostrzewa-Suslow E <aneczko13
interia.pl>
Institutions: Department of Chemistry, Faculty of Biotechnology and Food Science, Wrocław University of Environmental and Life Sciences, Wrocław, Poland
Flavonoids are plant secondary metabolites with a broad spectrum of biological activities. In nature, they occur mainly in the form of glycosides, but their extraction is often difficult and expensive, as is chemical synthesis. We have shown that biotransformations are an excellent method for obtaining flavonoid glycosides. We are the first team to describe the use of Isaria microorganisms in biotransformations of flavonoid compounds. In the present study as biocatalysts, we used one strain of Isaria fumosorosea KCH J2 isolated from a spider carcass in green areas of Wroclaw and two strains of I. farinosa (J1.4 and J1.6) isolated from insects found in already unused mines in Lower Silesia. The substrates were 3-hydroxyflavone, 3-methoxyflavone, quercetin (3,3′,4′,5,7-pentahydroxyflavone), and baicalein (5,6,7-trihydroxyflavone). For all the substrates that were used in this study, we obtained 4-O-methylglucopyranosides. In the case of substrates with a hydroxyl group in the third position, O-β-D-glucopyranosides were also formed. Isoquercetin that was obtained by biotransformation was used as a substrate to check the kinetics of the formation of flavonoid 4-O-methylglucopyranosides in I. fumosorosea KCH J2 culture. We did not observe the attachment of the methyl group to glucose unit in isoquercetin. Our finding suggest that the attachment of 4-O-methylglucopyranose occurs in one step.
glycosylation, quercetin, biotransformations, flavonoids, 3-hydroxyflavone, 3-methoxyflavone, isoquercetin, baicalein, O-methylglucosides, Isaria
Structure type: monomer
Location inside paper: p. 7, paragraph 3
Trivial name: quercimeritrin
Compound class: glucoside, glycoside, flavonoid glycoside
Contained glycoepitopes: IEDB_142488,IEDB_146664,IEDB_983931,SB_192
Methods: 13C NMR, 1H NMR, TLC, HPLC, optical rotation measurement, HMBC, COSY, HSQC, HRESI-MS
Comments, role: ref. [55]
Related record ID(s): 48664, 48665, 48666, 48667, 48668, 48669, 48670, 48672, 48907
NCBI Taxonomy refs (TaxIDs): 176275Reference(s) to other database(s): PubChem: 5282160
Show glycosyltransferases
There is only one chemically distinct structure:
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