title: Synthesis of methoxy-substituted chalcones and in vitro evaluation of their anticancer potential.
abstract: Methoxy-substituted chalcones, 3 were obtained using simple, efficient method from 2-naphtylethanone, 1 and aromatic aldehydes, 2. The in vitro cytotoxicity activities of the chalcones against a panel of three human cancer cell lines were explored. The tested compounds were found to possess significant cytotoxic activity. The DNA strand break and damage was quantified through alkaline comet assay, flow cytometric analysis, and chromatin condensation studies, which revealed the apoptotic nature of the compounds. Compound 3c, (3-(3,4,5-trimethoxyphenyl)-1-(2-naphthyl) prop-2-en-1-one) showed highest cytotoxicity of 0.019 μm against HeLa, 0.020 μm against HCT15 and 0.022 μm against A549. Compound 3e, (3-(3,5-dimethoxyphenyl)-1-(2-naphthyl) prop-2-en-1-one) showed better IC50 values against all the three cell lines employed for the study.
authors.affiliation: Pharmaceutical Chemistry Division, School of Advance Sciences, VIT University, Vellore, Tamil Nadu, 632 014, India; Organic and Medicinal Chemistry Research Laboratory, School of Advance Sciences, VIT University, Vellore, Tamil Nadu, 632 014, India.
authors.forename: Kannatt Radhakrishnan
authors.initials: KR
authors.lastname: Ethiraj
authors.forename: Jesil Mathew
authors.initials: JM
authors.lastname: Aranjani
authors.forename: Fazlur-Rahman Nawaz
authors.initials: FR
authors.lastname: Khan
mesh_terms: D000447:Aldehydes / Q000737:chemistry; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D059447:Cell Cycle Checkpoints / Q000187:drug effects; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D047188:Chalcones / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D002843:Chromatin / Q000187:drug effects / Q000378:metabolism; D053903:DNA Breaks, Double-Stranded / Q000187:drug effects; D006367:HeLa Cells; D006801:Humans; D009281:Naphthalenes / Q000737:chemistry
chemical_list: D000447:Aldehydes; D000970:Antineoplastic Agents; D047188:Chalcones; D002843:Chromatin; D009281:Naphthalenes; C031721:naphthalene
keywords: DNA damage; apoptosis; chalcones; chromatin condensation; cytotoxicity; flow cytometry