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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: It is found that 7-hydroxyflavone and apigenin are the most effective aromatase and 17beta-Hydroxysteroid dehydrogenase inhibitors, respectively.

135 citations

Journal ArticleDOI
TL;DR: Inhibition of 17β-HSORs could lead to an alteration in the availability of the highly active endogenous estrogen, but the effects of these compounds in vivo cannot be predicted on the basis of these results alone.
Abstract: Several flavonoids and isoflavonoids were found to inhibit 17beta-oxidoreduction of estrogens by the purified 17beta-HSOR type 1, or in cell lines expressing 17beta-HSOR type 1 enzyme (T-47D breast cancer cells) or type 2 (PC-3 prostate cancer cells). The structural demands for the inhibition of estrone (E1) reduction and estradiol (E2) oxidation catalyzed by 17beta-HSOR types 1 and 2, respectively, were not identical. Flavones, flavanones, and isoflavones hydroxylated at both the double ring (positions 5 and 7) and ring B (position 4') were the most potent inhibitors of E1 reduction in T-47D cells, and by the purified type 1 enzyme whereas flavones hydroxylated at positions 3, 5, and 7 of rings A and C, with or without a hydroxyl group in ring B, were capable of inhibiting E2 oxidation in PC-3 cells. Change to flavanone structure, or hydroxylation at position 3 of ring C of flavones, or methylation of the hydroxyl group at position 4' of ring B of flavones and isoflavones reduced or abolished their inhibitory activity on E1 reduction in T-47D cells. On the contrary, hydroxyl group at position 3 of flavones (flavonol structure) markedly increased the inhibition of E2 oxidation in PC-3 cells. Thus, changes in the number and location of hydroxyl groups may discriminate inhibition of E1 reduction and E2 oxidation. Some of the differences may be due to differences in pharmacokinetics of these compounds in T-47D and PC-3 cells. Inhibition of 17beta-HSORs could lead to an alteration in the availability of the highly active endogenous estrogen, but the effects of these compounds in vivo cannot be predicted on the basis of these results alone. Some of these compounds (isoflavones) are estrogenic per se, and they may replace endogenous estrogens, whereas flavones are only very weakly estrogenic or nonestrogenic. Regarding prevention or treatment of estrogen-related diseases, apigenin, coumestrol, and genistein raise special interest.

134 citations

Journal ArticleDOI
TL;DR: The results for both enzymes were in agreement with experimental data, indicating that the light-induced changes in enzyme activity can be explained by changes in the respective mRNA activity.

133 citations

Journal ArticleDOI
TL;DR: The use of microcolumn HPLC greatly enhanced detection performance and 20 flavonoids of two different subclasses (flavanone and flavone glycosides) were identified with the help of retention data and MS spectral information.
Abstract: Flavonoids are a large class of naturally occurring aromatic secondary plant metabolites. They constitute one of the most characteristic classes found in nature and more than 4000 flavonoids have been identified and divided into several subclasses. Flavonoids have several effects on human health, mainly related to their antioxidant activity. As a result of the increased interest in the biologically active compounds in food, many research studies have investigated the detection and quantification of antioxidants. Citrus plants are of great interest since they accumulate large amounts of flavonoids and fruit and juices of these species are consumed in large quantities. Despite the extensive research performed on Citrus flavonoids, many compounds still remain unidentified. In this work, flavonoids of five citrus juices: lemon, grapefruit, bergamot, orange, and mandarin were analyzed by microHPLC coupled on-line with an MS detector equipped with an ESI source operating in negative mode. The use of microcolumn HPLC greatly enhanced detection performance. In total, 20 flavonoids of two different subclasses (flavanone and flavone glycosides) were identified with the help of retention data and MS spectral information.

132 citations

Journal ArticleDOI
TL;DR: In the course of screening phytoestrogen in medicinal plants, six Glycyrrhiza phenols exhibited the binding affinities for the bovine uterine estrogen receptor, and the affinity of a dihydrostilbene with two 3-methyl-2-butenyl (prenyl) groups, gancaonin R, was higher than those of isoflavone phy toestrogens in dietary foods.
Abstract: The genus Glycyrrhiza consists of about 30 species in which G. glabra, G. uralensis, G. inflata, G. aspera, G. korshinskyi, and G. eurycarpa are generally recog- nized as licorice because of their sweet taste. Except G. korshinskyi, we examined iso- prenoid-substituted phenols of these licorices. Each plant could be characterized by some isoprenoid phenols. We also investigated the biological activities of the Glycyrrhiza phe- nols. In the course of screening phytoestrogen in medicinal plants, six Glycyrrhiza phenols exhibited the binding affinities for the bovine uterine estrogen receptor. The affinity of a dihydrostilbene with two 3-methyl-2-butenyl (prenyl) groups, gancaonin R, was higher than those of isoflavone phytoestrogens (genistein and daidzein) in dietary foods. The affini- ties of the other five phenols, a flavanone (liquiritigenin), two prenylflavanones (isobavachin and sigmoidin B), a prenylated coumestan (glycyrol), and a pyranoisoflav-3-ene (glabrene), were similar to that of the dietary isoflavone, genistein or daidzein. Cytotoxic activities of the Glycyrrhiza phenols against human oral tumor cell lines and HIV-infected MT-4 cells were also reviewed.

132 citations


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