title: Synthesis and in vitro antiproliferative activity of novel androst-5-ene triazolyl and tetrazolyl derivatives.
abstract: A straightforward and reliable method for the regioselective synthesis of steroidal 1,4-disubstituted triazoles and 1,5-disubstituted tetrazoles via copper(I)-catalyzed cycloadditions is reported. Heterocycle moieties were efficiently introduced onto the starting azide compound 3β-acetoxy-16β-azidomethylandrost-5-en-17β-ol through use of the "click" chemistry approach. The antiproliferative activities of the newly-synthesized triazoles were determined in vitro on three human gynecological cell lines (HeLa, MCF7 and A2780) using the microculture tetrazolium assay.
authors.affiliation: Department of Organic Chemistry, University of Szeged, Dóm tér 8, H-6720 Szeged, Hungary. zkadar@chem.u-szeged.hu
authors.forename: Zalán
authors.initials: Z
authors.lastname: Kádár
authors.forename: Dóra
authors.initials: D
authors.lastname: Kovács
authors.forename: Éva
authors.initials: É
authors.lastname: Frank
authors.forename: Gyula
authors.initials: G
authors.lastname: Schneider
authors.forename: Judit
authors.initials: J
authors.lastname: Huber
authors.forename: István
authors.initials: I
authors.lastname: Zupkó
authors.forename: Tibor
authors.initials: T
authors.lastname: Bartók
authors.forename: János
authors.initials: J
authors.lastname: Wölfling
mesh_terms: D000736:Androstenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D006367:HeLa Cells; D006801:Humans; D014230:Triazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*
chemical_list: D000736:Androstenes; D000970:Antineoplastic Agents; D014230:Triazoles