title: Synthesis and Topoisomerase I inhibitory properties of klavuzon derivatives.
abstract: Klavuzon is a naphthalen-1-yl substituted α,β-unsaturated δ-lactone derivative, and is one of the anti-proliferative members of this class of compounds. Asymmetric and racemic syntheses of novel α,β-unsaturated δ-lactone derivatives are important to investigate their potential for the treatment of cancer. In this study, asymmetric and racemic syntheses of heteroatom-substituted klavuzon derivatives are reported. The syntheses were completed by a well-known three-step procedure. Anti-proliferative activity of seven novel racemic klavuzon derivatives were reported against MCF-7, PC3, HCT116 p53+/+ and HCT116 p53-/- cancer cell lines. Topoisomerase I inhibitory properties of 5,6-dihydro-2H-pyran-2-one derivatives were also studied.
authors.affiliation: İzmir Institute of Technology, Faculty of Science, Department of Chemistry, Urla 35430, İzmir, Turkey. Electronic address: ismailakcok@gmail.com.
authors.forename: İsmail
authors.initials: İ
authors.lastname: Akçok
authors.affiliation: İzmir Institute of Technology, Faculty of Science, Department of Chemistry, Urla 35430, İzmir, Turkey. Electronic address: deryabostanbas@iyte.edu.tr.
authors.forename: Derya
authors.initials: D
authors.lastname: Mete
authors.affiliation: İzmir Institute of Technology, Faculty of Science, Department of Molecular Biology and Genetics, Urla 35430, İzmir, Turkey. Electronic address: ayhansen65@gmail.com.
authors.forename: Ayhan
authors.initials: A
authors.lastname: Şen
authors.affiliation: İzmir Institute of Technology, Faculty of Science, Department of Chemistry, Urla 35430, İzmir, Turkey. Electronic address: pinarkasaplar@gmail.com.
authors.forename: Pınar
authors.initials: P
authors.lastname: Kasaplar
authors.affiliation: Department of Bioengineering, Cancer Biology Laboratory, Faculty of Engineering, Ege University, Bornova, İzmir, Turkey. Electronic address: ks_korkmaz@yahoo.com.
authors.forename: Kemal S
authors.initials: KS
authors.lastname: Korkmaz
authors.affiliation: İzmir Institute of Technology, Faculty of Science, Department of Chemistry, Urla 35430, İzmir, Turkey. Electronic address: alicagir@iyte.edu.tr.
authors.forename: Ali
authors.initials: A
authors.lastname: Çağır
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D004264:DNA Topoisomerases, Type I / Q000378:metabolism*; D006801:Humans; D007783:Lactones / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D009369:Neoplasms / Q000188:drug therapy / Q000201:enzymology; D013329:Structure-Activity Relationship; D059004:Topoisomerase I Inhibitors / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*
chemical_list: D000970:Antineoplastic Agents; D007783:Lactones; D059004:Topoisomerase I Inhibitors; D004264:DNA Topoisomerases, Type I
keywords: Anti-proliferative activity; Klavuzon; Topoisomerase I inhibition; α,β-Unsaturated δ-lactone