Topic
Flavanone
About: Flavanone is a research topic. Over the lifetime, 1965 publications have been published within this topic receiving 54729 citations. The topic is also known as: flavanones.
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TL;DR: Ethyl acetate extract from the stem bark of Erythrina fusca showed a antimalarial activity against the multi-drug-resistant strain (K1) of Plasmodium falciparum, and six flavonoids, lupinifolin, citflavanone, erythrisenegalone, lonchocarpol A, and 8-prenyldaidzein were isolated from the extract.
Abstract: Ethyl acetate (EtOAc) extract from the stem bark of Erythrina fusca showed a antimalarial activity against the multi-drug-resistant strain (K1) of Plasmodium falciparum, and six flavonoids, lupinifolin (1), citflavanone (2), erythrisenegalone (3), lonchocarpol A (4), liquiritigenin (5), and 8-prenyldaidzein (6), were isolated from the extract. Diprenylated flavanone 4 showed a notable antimalarial activity (IC50; 1.6 μg/mL); however 1 and 3 did not show the activity, even though these compounds possessed prenylated substitution.
64 citations
TL;DR: In this article, the effects of orange juice or a dose-matched hesperidin supplement on plasma concentrations of established and novel flavanone metabolites and their effects on cardiovascular risk biomarkers in men at moderate CVD risk were examined.
64 citations
TL;DR: The full-length cDNA clones for 18 glucosyltransferase (GT) genes were isolated from petal tissue of carnation (Dianthus caryophyllus) bearing various flower colors and three of the 18 were characterized as 3-GT possessing different substrate specificities for flavonoids and anthocyanidin.
Abstract: Yellow petals of carnations contain chalcone 2′-O-glucoside. The glucosylation occurs after the p-coumaroyl CoA and malonyl-CoA condensation reaction by chalcone synthase (CHS), but the enzyme(s) transferring glucose from UDP-glucose to the 2′-OH position of chalcone has not been identified. The full-length cDNA clones for 18 glucosyltransferase (GT) genes were isolated from petal tissue of carnation (Dianthus caryophyllus) bearing various flower colors. The 18 GTs encoded in the cDNAs were enzymatically characterized in an E. coli expression system using chalcone, flavanone, flavone, flavonol and anthocyanidin as substrates. Three of the 18 were characterized as 3-GT possessing different substrate specificities for flavonoids and anthocyanidin and another two GTs catalyzed the transfer of glucose to the 2′-hydroxyl group of chalcone. In addition, these two enzymes glucosylated flavonol (3-OH and 7-OH), flavanone (7-OH), flavone (7-OH) and anthocyanidin (3-OH and 7-OH).
64 citations
TL;DR: Phytochemical analysis of the root bark of Bauhinia variegata Linn yielded a new flavanone and a new dihydrodibenzoxepin together with three known flavonoids.
63 citations
TL;DR: The X-ray crystal structures of the T48A and Y106F mutants support the assertion that the observed kinetic effects result from the loss of key hydrogen bonds at the CHI active site, and are consistent with a reaction mechanism for CHI in which Thr48 polarizes the ketone of the substrate and Tyr106 stabilizes a key catalytic water molecule.
Abstract: In flavonoid, isoflavonoid, and anthocyanin biosynthesis, chalcone isomerase (CHI) catalyzes the intramolecular cyclization of chalcones into (S)-flavanones with a second-order rate constant that approaches the diffusion-controlled limit. The three-dimensional structures of alfalfa CHI complexed with different flavanones indicate that two sets of hydrogen bonds may possess critical roles in catalysis. The first set of interactions includes two conserved amino acids (Thr48 and Tyr106) that mediate a hydrogen bond network with two active site water molecules. The second set of hydrogen bonds occurs between the flavanone 7-hydroxyl group and two active site residues (Asn113 and Thr190). Comparison of the steady-state kinetic parameters of wild-type and mutant CHIs demonstrates that efficient cyclization of various chalcones into their respective flavanones requires both sets of contacts. For example, the T48A, T48S, Y106F, N113A, and T190A mutants exhibit 1550-, 3-, 30-, 7-, and 6-fold reductions in kcat and...
63 citations