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Amino Acids ; 51(2): 319-329, 2019 Feb.
Artigo em Inglês | MEDLINE | ID: mdl-30392096

RESUMO

Quercetin and resveratrol are polyphenolic compounds, members of the flavonoid and the stilbene family, respectively, both medicinally important as dietary anticancer and antioxidant agents. They are present in a variety of foods-including fruits, vegetables, tea, wine, as well as other dietary supplements-and are responsible for various health benefits. Different quercetin and resveratrol esters of Leu/Met-enkephalin and tetrapeptide Leu-Ser-Lys-Leu (LSKL) were synthesized as model systems for monitoring the influence of the peptides on biological activity of resveratrol and quercetin. General formula of the main peptidyl-quercetin derivatives is 2-[3-(aa)n-4-hydroxyphenyl]-3,5,7-tri-hydroxy-4H-1-benzopyran-4-on, and the general formula of the main peptidyl-resveratrol derivatives is (E)-5-[4-(aa)n)styryl]benzene-1,3-diol. The antioxidant and anticancer activities of prepared compounds were investigated. Significant anticancer activity was obtained for the LSKL-based both quercetin and resveratrol derivatives. All prepared compounds exhibit antioxidant activity, in particular quercetin derivative containing Met-enkephalin.


Assuntos
Antineoplásicos/farmacologia , Antioxidantes/farmacologia , Neoplasias/dietoterapia , Quercetina/análogos & derivados , Quercetina/farmacologia , Resveratrol/análogos & derivados , Resveratrol/farmacologia , Antineoplásicos/síntese química , Antineoplásicos/uso terapêutico , Antioxidantes/síntese química , Antioxidantes/uso terapêutico , Proliferação de Células/efeitos dos fármacos , Cromatografia Líquida de Alta Pressão , Suplementos Nutricionais , Encefalina Leucina/química , Encefalina Metionina/química , Ésteres/síntese química , Células HCT116 , Humanos , Células MCF-7 , Peptídeos/química , Compostos Fitoquímicos/síntese química , Quercetina/síntese química , Quercetina/uso terapêutico , Resveratrol/síntese química , Resveratrol/uso terapêutico , Solubilidade , Fator de Crescimento Transformador beta/metabolismo
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