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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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Journal ArticleDOI
TL;DR: Kurarinone, a lavandulyl flavanone, was isolated from a polyphenolic extract of the roots of Sophora flavescens using fractionation guided by estrogenic activity, which was determined by recombinant yeast and Ishikawa Var-I bioassays.
Abstract: Kurarinone, a lavandulyl flavanone, was isolated from a polyphenolic extract of the roots of Sophora flavescens using fractionation guided by estrogenic activity, which was determined by recombinant yeast and Ishikawa Var-I bioassays. Kurarinone showed weak estrogenic activity both in the yeast screen and in the Ishikawa Var-I assay with EC(50) values of 4.6 and 1.66 microM, respectively. Furthermore, kurarinone was found to have potent cytotoxic activity (IC(50) value = 22.2 microM) against human MCF-7/6 breast cancer cells in the sulforhodamine-B assay.

61 citations

Journal ArticleDOI
TL;DR: Identification of chemical compounds responsible for the oviposition behavior in a Rutaceae feeder was undertaken with the epicarp of sour orange which exhibited potent stimulatory activity as did its leaves for egg-laying by the females.
Abstract: Identification of chemical compounds responsible for the oviposition behavior in a Rutaceae feeder,Papilio protenor demetrius, was undertaken with the epicarp of sour orange (Citrus natsudaidai) which exhibited potent stimulatory activity as did its leaves for egg-laying by the females. The stimulants were present in the hydrosoluble fraction, and the kairomonal activity displayed by the peel was regarded as originating from the synergistic effect of the total chemical complex. One of the active compounds was identified as a flavanone glycoside, naringin (naringenin-7β-neohesperidoside), which, although showing no appreciable effectiveness when bioassayed alone, elicited positive response at the concentration of 0.2% either when admixed with other unidentified components or provided the females had been conditioned with them in advance. Another flavanone glycoside, hesperidin (hesperetin-7β-rutinoside) that was contained in a trace amount in the peel also had a positive effect comparable to that of naringin under similar conditions, while their corresponding aglycones were less active or inactive. In contrast, a flavone glycoside, rhoifolin, coexisting in the peel, and some other flavones and flavonols tested as possible candidates for oviposition stimulants were all found entirely ineffective.

61 citations

Journal ArticleDOI
TL;DR: The results showed that hesperidin was present in orange juices almost exclusively as the 2S isomer, whereas narirutin had mainly the 2R configuration, whereas the opposite was true for narirUTin in grapefruit juices.
Abstract: The major flavanone-7-O-glycoside constituents in citrus fruit juices (naringin, hesperidin, neohesperidin, narirutin, and eriocitrin) were separated as diastereomers by multidimensional liquid chromatography. The method consisted of coupling two HPLC columns: a reversed-phase (RP18) column was used for the separation of flavanone glycosides, which were, then, individually switched into a carboxymethylated β-cyclodextrin (β-CD)-based column and resolved as the corresponding stereoisomers. The method was used for the full analysis of flavanone glycosides in fresh hand-squeezed and commercial fruit juices by combining the quantitative estimation with the diastereomeric analysis. Quantitative data were in general consistent with previously reported data in this field. CC-LC isomer analysis was carried out by coupling the β-CD column with a mass spectrometer operated with negative ion electrospray ionization (ESI-MS). The results showed that hesperidin was present in orange juices almost exclusively as the 2...

61 citations

Journal ArticleDOI
TL;DR: Activity-guided fractionation of the petroleum ether and ethyl acetate extracts of the stem bark of Pongamia pinnata led to the isolation of four new flavanone derivatives, one new flavone (5), one new chalcone (6), and 13 known compounds of the flavonoid, terpenoid, and fatty acid types.
Abstract: Activity-guided fractionation of the petroleum ether and ethyl acetate extracts of the stem bark of Pongamia pinnata, using cultured Hepa 1c1c7 mouse hepatoma cells to evaluate quinone reductase (QR) inducing activity, led to the isolation of four new flavanone derivatives (1-4), one new flavone (5), one new chalcone (6), and 13 known compounds of the flavonoid, terpenoid, and fatty acid types. The structures of 1-6 were characterized on the basis of the interpretation of their spectroscopic data. The absolute stereochemistry of compounds 1-4 was determined from their CD data and by Mosher ester determination. All isolates obtained were evaluated in the quinone reductase induction assay.

61 citations

Journal ArticleDOI
TL;DR: In this paper, two new flavanones were isolated from the stem bark of Erythrina burttii and characterised as 5,7-dihydroxy-4-methoxy-3,5′-di-(3-methylbut-2-enyl)flavanone (trivial name, abyssinone V-4′-methyl ether) and 5.

61 citations


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Performance
Metrics
No. of papers in the topic in previous years
YearPapers
202355
2022145
202165
202049
201944
201848