title: Synthesis and anti-cancer activity evaluation of new dimethoxylated chalcone and flavanone analogs.
abstract: A novel series of chalcones and flavanones discriminated by the presence of a 3,4-dimethoxyphenyl moiety in their structures were synthesized as anti-cancer agents. The cytotoxicity evaluation of the analogs against the MCF-7, MDA-MB-231 (human breast cancer), and SK-N-MC (human neuroblastoma) cell lines demonstrated that the introduction of a halogen on the 3,4-dimethoxyphenyl part of both series and the attachment of a pyrrolidinylethoxy group on the C-7 position of the flavanone derivatives increased their activity. Indeed, 3-halogenated chalcones (1c and 1d) were more potent than the standard drug etoposide against all tested cell lines. Fluorescence microscopy and flow cytometry analyses confirmed that the anti-cancer effect of the most potent compounds 1c and 1d occurs via apoptosis induction.
authors.affiliation: Faculty of Pharmacy, Lorestan University of Medical Sciences, Khorramabad, Iran.
authors.forename: Shima H M E
authors.initials: SH
authors.lastname: Ketabforoosh
authors.forename: Asma
authors.initials: A
authors.lastname: Kheirollahi
authors.forename: Maliheh
authors.initials: M
authors.lastname: Safavi
authors.forename: Nasim
authors.initials: N
authors.lastname: Esmati
authors.forename: Sussan K
authors.initials: SK
authors.lastname: Ardestani
authors.forename: Saeed
authors.initials: S
authors.lastname: Emami
authors.forename: Loghman
authors.initials: L
authors.lastname: Firoozpour
authors.forename: Abbas
authors.initials: A
authors.lastname: Shafiee
authors.forename: Alireza
authors.initials: A
authors.lastname: Foroumadi
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D017209:Apoptosis / Q000187:drug effects; D002470:Cell Survival / Q000187:drug effects; D047188:Chalcones / Q000138:chemical synthesis* / Q000494:pharmacology*; D004305:Dose-Response Relationship, Drug; D015195:Drug Design; D044950:Flavanones / Q000138:chemical synthesis* / Q000494:pharmacology*; D005434:Flow Cytometry; D006801:Humans; D020128:Inhibitory Concentration 50; D061986:MCF-7 Cells; D008856:Microscopy, Fluorescence; D015394:Molecular Structure; D013329:Structure-Activity Relationship
chemical_list: D000970:Antineoplastic Agents; D047188:Chalcones; D044950:Flavanones; C028610:flavanone
keywords: Anti-cancer agents; Apoptosis; Chalcone; Cytotoxicity; Flavanone