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- Title
New flavonoid glycosides conjugates: synthesis, characterization, and evaluation of their cytotoxic activities.
- Authors
SOUIEI, Sawssen; BOUSEJRA-ELGARAH, Fatima; BELKACEM, Mohamed Amine; ZNATI, Mansour; BOUAJILA, Jalloul; BEN JANNET, Hichem
- Abstract
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.
- Subjects
GLYCOSIDE synthesis; FLAVONOID glycosides; STRUCTURE-activity relationships; ACETYL group; AROMATIC aldehydes; HYDROXYACETOPHENONES
- Publication
Turkish Journal of Chemistry, 2019, Vol 43, Issue 2, p404
- ISSN
1300-0527
- Publication type
Article
- DOI
10.3906/kim-1807-88