Sawssen SOUIEI, Fatima Bousejra-el GARAH, Mohamed Amine BELKACEM, Mansour ZNATI, Jalloul BOUAJILA, Hichem Ben JANNET

98108

New flavonoid glycosides conjugates: synthesis, characterization, and evaluation of their cytotoxic activities

A series of novel halogenated 3-hydroxyflavones (3HFs) were prepared by reacting halogenated hydroxyacetophenones with the appropriate aromatic aldehyde. Glycosylation of 3HFs with acetobromoglucose and deprotection of the acetyl protective groups afforded the desired 3-$O$-flavonoids glycosides in satisfactory yields. All the prepared compounds were tested for their cytotoxic activity against HCT-116, MCF-7, and OVCAR-3 human cancer cell lines. The 3HFs exhibited higher cytotoxic activities compared with the glycosylated flavonoids. Overall, the structure-activity relationship study showed that the introduction of glycoside moiety at the C-3 OH position does not improve the bioactivity.
Keywords:

Halogenated 3-hydroxyflavones, glycosylation, cytotoxic activity,

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Turkish Journal of Chemistry-Cover
  • ISSN: 1300-0527
  • Yayın Aralığı: 6
  • Yayıncı: TÜBİTAK
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