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: The present results suggest that the styrylpyrone derivative formed in vitro is an artificial product of the first enzyme of the flavonoid pathway, flavanone synthetase, and supports earlier conclusions from experiments in vivo favoring a mechanism of synthesis for the pyrone ring of bisnoryangonin according to the “acetate rule.”
74 citations
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TL;DR: A new application of Julia-Kocienski olefination for the synthesis of chalcones and flavanones has been described in this article, where 2-(Benzo[d]thiazol-2-ylsulfonyl)-1-(2-hydroxyphenyl)ethanone reacted with the aromatic aldehydes to furnish flavanone in good yields via one-pot intra-molecular cyclization.
73 citations
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TL;DR: The phytochemical profile of a hydroalcoholic extract of Citrus aurantium var.
Abstract: The phytochemical profile of a hydroalcoholic extract of Citrus aurantium var. amara L. peel, used as herbal medicine, was characterized by HPLC-PDA-MS. Two di-C-glycosyl flavones (vincenin II and diosmetin 6,8-di-C-glucoside), a series of flavones (luteolin 7-O-neohesperidoside, rhoifolin, and neodiosmin), and flavanone (neoeriocitrin, naringin, and neohesperidin) 7-O-neohesperidosides and two methoxyflavones (nobiletin and tangeretin), commonly present in Citrus, were identified. Furthermore, brutieridin and melitidin, two 3-hydroxy-3-methylglutaryl flavanone glycosides, were also characterized along with rhoifolin 4'-glucoside and three coumarins (8,3'-β-D-glucopyranosyloxy-2'-hydroxy-3'-methylbutyl-7-methoxycoumarin, merazin hydrate, and isomerazin). A preparative isolation procedure followed by NMR spectroscopy confirmed the proposed structures of the major flavonoids and identified the coumarins. The phenolic content was found to be 14.8 mg mL(-1), and naringin and neohesperidin were the compounds present in the highest concentration (3.6 and 2.6 mg mL(-1)). The extract of C. aurantium peel inhibited significantly (p < 0.05) both histamine- and dextran-induced edema in rats in a concentration-dependent manner (IC(50) = 119.6 and 118.3 mg kg(-1), respectively), providing evidence for the therapeutic use of C. aurantium var. amara peel.
73 citations
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TL;DR: A microsomal preparation from elicitor‐challenged soybean cell suspension cultures catalyzes an NADPH‐dependent and dioxygen‐dependent rearrangement of (2S)‐naringenin to genistein, which catalyzed the conversion of 4'‐dihydroxyflavanone to daidzein and the ‘isoflavone synthase’ was found in eliciting soybean seedlings.
73 citations
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TL;DR: The antioxidative properties of five prenylated flavonoids, including new flavanone, from the root bark of Cudrania tricuspidata were examined against the ABTS, DPPH, and hydroxyl radicals.
Abstract: The antioxidative properties of five prenylated flavonoids, including new flavanone (2), from the root bark of Cudrania tricuspidata were examined against the ABTS, DPPH, and hydroxyl radicals. In most of the assays to determine their antioxidative properties, the ABTS activity was strongly correlated with DPPH because both methods are responsible for the same chemical property of hydrogen- or electron-donation to the antioxidant. On the other hand, the prenylated flavonoids (1-5) acted differently with both methods; namely, all the prenylated flavonoids strongly scavenged the ABTS radical (IC(50) 300 microM). Even though isolated 5,7,2',4',-tetrahydroxy-6,5'-diprenylflavanone (3) showed weak reducing power (746 mV) by cyclic voltammetry when compared to quercetin (394 mV), both had similar ABTS activity (IC(50) < 5 microM).
73 citations