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1. (Article ID: 8276)
Bartmańska A, Huszcza E, Tronina T
Transformation of isoxanthohumol by fungi
Journal of Molecular Catalysis B: Enzymatic 61(3-4) (2009)
221-224
Isoxanthohumol is the most abundant and an important prenylated flavonoid present in hopped beers. In order to select microorganisms capable of transforming isoxanthohumol screening tests on 44 fungi cultures were performed. This kind of activity has not been previously examined. Beauveria bassiana AM278 and Absidia glauca AM177 converted isoxanthohumol into glucoside derivatives, whereas Fusarium equiseti AM15 transformed it into (2R)-2″-(2″′-hydroxyisopropyl)-dihydrofurano[2″,3″:7,8]-4′-hydroxy-5-methoxyflavanone with high efficiency. Isoxanthohumol 7-O-β-D-4″′-methoxyglucopyranoside is a new compound.
biotransformation, Beauveria bassiana, Fusarium equiseti, isoxanthohumol, Absidia glauca
Publication DOI: 10.1271/bbb.65.2384Journal NLM ID: 9602616Publisher: Amsterdam: Elsevier
Correspondence: Bartmańska A
up.wroc.pl>; Huszcza E up.wroc.pl>; Tronina T up.wroc.pl>
Institutions: Department of Chemistry, Wrocław University of Environmental and Life Sciences, Wrocław, Poland
Methods: 13C NMR, 1H NMR, NMR-2D, TLC, ESI-MS, HPLC, UV, extraction, optical rotation measurement, CD, CC
The publication contains the following compound(s):
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2. (Article ID: 8631)
Sordon S, Popłoński J, Huszcza E
Microbial glycosylation of flavonoids
Polish Journal of Microbiology 65(2) (2016)
137-151
Flavonoids constitute a large group of polyphenolic compounds naturally found in plants, which have a wide range of biological activity. Although flavonoids are beneficial to human health, their application is limited by their low bioavailability and poor water-solubility. Therefore, recently there has been a particular interest in glycosylated forms of flavonoids, which usually are better soluble, more stable, and more functional compared to their aglycones. Microbial transformation of natural flavonoids may be an attractive way of receiving their glycosylated derivatives in amounts sufficient for the research on the effect of glycoside group on compound properties and for further application of these compounds as ingredients of dietary supplements and pharmaceuticals.
glycosides, biotransformation, microbial glycosylation, flavonoids
NCBI PubMed ID: 28517915Journal NLM ID: 101229003Publisher: Polskie Towarzystwo Mikrobiologow
Correspondence: sandra.sordon

up.wroc.pl
Institutions: Faculty of Food Science, Department of Chemistry, Wrocław University of Environmental and Life Sciences, Wrocław, Poland
The publication contains the following compound(s):
- Compound ID: 21438
Structure type: monomer
Trivial name: isoquercitrin
Compound class: saponin glycoside, glycoside, flavonoid glycoside, flavonol glycoside, flavone glycoside
Reference(s) to other database(s): CCSD:
49965, CBank-STR:953
- Compound ID: 21246
Structure type: monomer
Compound class: glucoside, glycoside
- Compound ID: 21435
|
b-D-Glcp4Me-(1-7)-Subst-(5-1)-Me
Subst = flavaprenin = SMILES C/C(C)=C\CC1={7}C(O)C={5}C(O)C2=C1O[C@@H](CC2=O)C3=CC={54}C(O)C=C3 |
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Structure type: monomer
Compound class: glycoside
- Compound ID: 21437
|
b-D-Glcp4Me-(1-7)-Subst
Subst = flavaprenin = SMILES C/C(C)=C\CC1={7}C(O)C={5}C(O)C2=C1O[C@@H](CC2=O)C3=CC={54}C(O)C=C3 |
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Structure type: monomer
Compound class: glycoside
- Compound ID: 21439
|
/Variants 0/-b-D-Glcp
/Variants 0/ is:
Kaempferol-(3-1)-
OR (exclusively)
Subst-(3-1)-
Subst = morin = SMILES O=C1{3}C(O)=C(OC2=C1{5}C(O)=C{7}C(O)=C2)C3={52}C(O)C={54}C(O)C=C3 |
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Structure type: monomer
Compound class: glycoside
- Compound ID: 21440
|
b-D-Glcp-(1-7)-Subst
Subst = kurarinone = SMILES C=C(C)C(C/C=C(C)\C)C(C)C1={7}C(O)C=C(OC)C2=C1O[C@@H](CC2=O)C3=CC={54}C(O)C={52}C3O |
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Structure type: monomer
Compound class: glycoside
- Compound ID: 20042
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b-D-Glcp-(1-4')-Subst
Subst = xanthohumol = SMILES C/C(C)=C\CC1={52}C(O)C(C(/C=C/C2=CC={54}C(C=C2)O)=O)=C(OC)C={4}C1O |
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Structure type: monomer
Compound class: glycoside
- Compound ID: 20043
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b-D-Glcp4Me-(1-4')-Subst
Subst = xanthohumol = SMILES C/C(C)=C\CC1={52}C(O)C(C(/C=C/C2=CC={54}C(C=C2)O)=O)=C(OC)C={4}C1O |
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Structure type: monomer
Compound class: glycoside
- Compound ID: 21434
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b-D-Glcp-(1-7)-Subst-(5-1)-Me
Subst = flavaprenin = SMILES C/C(C)=C\CC1={7}C(O)C={5}C(O)C2=C1O[C@@H](CC2=O)C3=CC={54}C(O)C=C3 |
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Structure type: monomer
Compound class: glycoside
- Compound ID: 21436
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b-D-Glcp-(1-7)-Subst
Subst = flavaprenin = SMILES C/C(C)=C\CC1={7}C(O)C={5}C(O)C2=C1O[C@@H](CC2=O)C3=CC={54}C(O)C=C3 |
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Structure type: monomer
Compound class: glycoside
- Compound ID: 21441
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/Variants 0/-+
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b-D-Glcp-(1-7)-Subst
/Variants 0/ is:
?%b-D-Glcp-(1-4')-
OR (exclusively)
?%S-3')-
Subst = isoangustone A = SMILES C/C(C)=C\CC1=CC(C2=COC3=C(C2=O){5}C(O)=C(C/C=C(C)\C){7}C(O)=C3)=C{53}C(O)={54}C1O |
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Structure type: oligomer
Compound class: glycoside
- Compound ID: 21442
|
/Variants 0/-b-D-Glcp
/Variants 0/ is:
Subst-(7-1)-
OR (exclusively)
Subst-(3-1)-
Subst = silybin A = SMILES COC1=CC([C@H]2OC3=CC([C@@H]4OC5=C{7}C(O)=C{5}C(O)=C5C({3}[C@H]4O)=O)=CC=C3O[C@@H]2{59}CO)=CC={104}C1O |
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Structure type: monomer
Compound class: glycoside
- Compound ID: 21443
|
/Variants 0/-b-D-Glcp
/Variants 0/ is:
Subst-(7-1)-
OR (exclusively)
Subst-(3-1)-
Subst = silybin B = SMILES COC1=CC([C@@H]2OC3=CC([C@@H]4OC5=C{7}C(O)=C{5}C(O)=C5C({3}[C@H]4O)=O)=CC=C3O[C@H]2{59}CO)=CC={104}C1O |
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Structure type: monomer
Compound class: glycoside
- Compound ID: 21444
|
L-Rhap-(1-4')-Subst
Subst = daidzein = SMILES O=C1C(C2=CC={54}C(O)C=C2)=COC3=C1C=C{7}C(O)={8}C3 |
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Structure type: monomer
Compound class: glycoside
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