Synthesis and biological evaluation of quercetin and resveratrol peptidyl derivatives as potential anticancer and antioxidant agents

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 supp...

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Bibliographic Details
Published in:Amino acids 2019-02, Vol.51 (2), p.319-329
Main Authors: Mrkus, Ljiljana, Batinić, Jelena, Bjeliš, Nina, Jakas, Andreja
Format: Article
Language:English
Subjects:
Analytical Chemistry
Anticancer properties
Antioxidants
Antitumor activity
Benzene
Biochemical Engineering
Biochemistry
Biological activity
Biomedical and Life Sciences
Cancer
Derivatives
Dietary supplements
Enkephalin (methionine)
Enkephalins
Esters
Life Sciences
Neurobiology
Original Article
Peptides
Polyphenols
Proteomics
Quercetin
Resveratrol
Stilbene
Tea
Wine
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Summary: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 - 4 H- 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.
ISSN:0939-4451
1438-2199
DOI:10.1007/s00726-018-2668-6