29219-03-2Relevant academic research and scientific papers
Flavone derivatives, preparation method thereof and anticancer agent
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Paragraph 0169-0173, (2018/05/15)
The present invention relates to a flavone derivative, a manufacturing method thereof and an anticancer agent including the same. Compounds represented by chemical formula 1 and chemical formula 2 according to the present invention are excellent in antica
Synthesis and effects on cell viability of flavonols and 3-methyl ether derivatives on human leukemia cells
Burmistrova, Olga,Marrero, María Teresa,Estévez, Sara,Welsch, Isabel,Brouard, Ignacio,Quintana, José,Estévez, Francisco
, p. 30 - 41 (2014/07/22)
Flavonoids are polyphenolic compounds which display an array of biological activities and are considered potential antitumor agents. Here we evaluated the antiproliferative activity of selected synthetic flavonoids against human leukemia cell lines. We found that 4′-bromoflavonol (flavonol 3) was the most potent. This compound inhibited proliferation in a concentration-dependent manner, induced apoptosis and blocked cell cycle progression at the S phase. Cell death was found to be associated with the cleavage and activation of multiple caspases, the activation of the mitogen-activated protein kinase pathway and the up-regulation of two death receptors (death receptor 4 and death receptor 5) for tumor necrosis factor-related apoptosis-inducing ligand. Moreover, combined treatments using 4′-bromoflavonol and TRAIL led to an increased cytotoxicity compared to single treatments. These results provide a basis for further exploring the potential applications of this combination for the treatment of cancer.
Pharmacophore model of the quercetin binding site of the SIRT6 protein
Ravichandran,Singh,Donnelly,Migliore,Johnson,Fishwick,Luke,Martin,Maudsley,Fugmann,Moaddel
, p. 38 - 46 (2014/03/21)
SIRT6 is a histone deacetylase that has been proposed as a potential therapeutic target for metabolic disorders and the prevention of age-associated diseases. We have previously reported on the identification of quercetin and vitexin as SIRT6 inhibitors,
Development of flavonoid-based inverse agonists of the key signaling receptor US28 of human cytomegalovirus
Kralj, Ana,Nguyen, Mai-Thao,Tschammer, Nuska,Ocampo, Nicolette,Gesiotto, Quinto,Heinrich, Markus R.,Phanstiel, Otto
, p. 5019 - 5032 (2013/07/26)
A series of 31 chalcone- and flavonoid-based derivatives were synthesized in good overall yields and screened for their inverse agonist activity on the US28 receptor of human cytomegalovirus (HCMV). With one exception (e.g., 2-(5-bromo-2-methoxyphenyl)-3-hydroxy-4H-chromen-4-one), halogen-substituted flavonoids were typically more potent inverse agonists than their related hydro derivatives. While toxicity could be used to partially explain the inverse agonist activity of some members of the series, 5-(benzyloxy)-2-(5-bromo-2- methoxyphenyl)-4H-chromen-4-one (11b) acted on the US28 receptor as a nontoxic, inverse agonist. The full inverse agonism (efficacy, -89%) and potency (EC 50 = 3.5 μM) observed with flavonoid 11b is especially important as it provides both a new tool to study US28 signaling and a potential platform for the future development of HCMV-targeting drugs.
Superior anticancer activity of halogenated chalcones and flavonols over the natural flavonol quercetin
Dias, Tatiana A.,Duarte, Cecília L.,Lima, Cristovao F.,Proen?a, M. Fernanda,Pereira-Wilson, Cristina
, p. 500 - 510 (2013/10/01)
A series of chalcone and flavonol derivatives were synthesized in good yield by an eco-friendly approach. A pharmacological evaluation was performed with the human colorectal carcinoma cell line HCT116 and revealed that the anticancer activity of flavonols was higher when compared with that of the respective chalcone precursors. The antiproliferative activity of halogenated derivatives increases as the substituent in the 3- or 4-positon of the B-ring goes from F to Cl and to Br. In addition, halogens in position 3 enhance anticancer activity in chalcones whereas for flavonol derivatives the best performance was registered for the 4-substituted derivatives. Flow cytometry analysis showed that compounds 3p and 4o induced cell cycle arrest and apoptosis as demonstrated by increased S, G2/M and sub-G1 phases. These data were corroborated by western blot and fluorescence microscopy analysis. In summary, halogenated chalcones and flavonols were successfully prepared and presented high anticancer activity as shown by their cell growth and cell cycle inhibitory potential against HCT116 cells, superior to that of quercetin, used as a positive control.
Synthesis of a library of glycosylated flavonols
Li, Zhitao,Ngojeh, George,DeWitt, Paul,Zheng, Zhi,Chen, Min,Lainhart, Brendan,Li, Vincent,Felpo, Peter
scheme or table, p. 7243 - 7245 (2009/04/11)
Flavonols are an important class of natural products isolated from plants. Some glycosylated flavonols showed very interesting biological activities. A library of flavonols has been made through Algar-Flynn-Oyamada reaction from 2′-hydroxyacetophenones an
Effect of flavonol derivatives on the carrageenin-induced paw edema in the rat and inhibition of cyclooxygenase-1 and 5-lipoxygenase in vitro.
Sobottka,Werner,Blaschke,Kiefer,Nowe,Dannhardt,Schapoval,Schenkel,Scriba
, p. 205 - 210 (2007/10/03)
Alkoxyflavonols were synthesized by the Algar-Flynn-Oyamada (AFO) cyclization of chalcones. Hydroxyflavonols were prepared by dealkylation of methoxyflavonols by refluxing in hydroiodic acid. The alkoxyflavonols 3-hydroxy-2-(2,3,4-trimethoxyphenyl)-4H-chr
