title: Novel Hybrid Molecules on the Basis of Steroids and (5Z,9Z)-Tetradeca-5,9-dienoic Acid: Synthesis, Anti-Cancer Studies and Human Topoisomerase I Inhibitory Activity.
abstract: Novel steroid derivatives of 5Z,9Z-dienoic acids were prepared by the DCC/DMAP-catalyzed esterification of (5Z,9Z)-tetradeca-5,9-dienoic acid with hydroxy steroids. High cytotoxicity towards the HEK293, Jurkat, K562 cancer cell lines and human topoisomerase I (hTop1) inhibitory activity in vitro were found for the synthesized acids. A probable mechanism of topoisomerase I inhibition was hypothesized on the basis of in silico studies resorting to docking.
authors.affiliation: Institute of Petrochemistry and Catalysis, Russian Academy of Science, 141 Prospekt Oktyabrya, 450075, Ufa, Russian Federation.
authors.forename: Vladimir A
authors.initials: VA
authors.lastname: D'yakonov
authors.affiliation: Department of Immunology and Human Reproductive Health, Bashkir State Medical University, 3 Lenin Street, 450003, Ufa, Russian Federation.
authors.forename: Lilya U
authors.initials: LU
authors.lastname: Dzhemileva
authors.affiliation: Institute of Petrochemistry and Catalysis, Russian Academy of Science, 141 Prospekt Oktyabrya, 450075, Ufa, Russian Federation.
authors.forename: Regina A
authors.initials: RA
authors.lastname: Tuktarova
authors.affiliation: Institute of Petrochemistry and Catalysis, Russian Academy of Science, 141 Prospekt Oktyabrya, 450075, Ufa, Russian Federation.
authors.forename: Svetlana R
authors.initials: SR
authors.lastname: Ishmukhametova
authors.affiliation: Institute of Biochemistry and Genetics, Ufa Research Center, Russian Academy of Sciences 71 Prospect Oktyabrya, 450054, Ufa, Russian Federation.
authors.forename: Milyausha M
authors.initials: MM
authors.lastname: Yunusbaeva
authors.affiliation: Institute of Petrochemistry and Catalysis, Russian Academy of Science, 141 Prospekt Oktyabrya, 450075, Ufa, Russian Federation.
authors.forename: Ilfir R
authors.initials: IR
authors.lastname: Ramazanova
authors.affiliation: Institute of Petrochemistry and Catalysis, Russian Academy of Science, 141 Prospekt Oktyabrya, 450075, Ufa, Russian Federation.
authors.forename: Usein M
authors.initials: UM
authors.lastname: Dzhemilev
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D002470:Cell Survival / Q000187:drug effects; D004264:DNA Topoisomerases, Type I / Q000378:metabolism*; D004305:Dose-Response Relationship, Drug; D004354:Drug Screening Assays, Antitumor; D005231:Fatty Acids, Unsaturated / Q000737:chemistry / Q000494:pharmacology*; D006801:Humans; D062105:Molecular Docking Simulation; D015394:Molecular Structure; D013256:Steroids / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D059004:Topoisomerase I Inhibitors / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*
chemical_list: D000970:Antineoplastic Agents; D005231:Fatty Acids, Unsaturated; D013256:Steroids; D059004:Topoisomerase I Inhibitors; D004264:DNA Topoisomerases, Type I
keywords: 1; 2-dienes; 5Z; 9Z-Dienoic acids; cancer
  cell lines; cross-cyclomagnesiation; docking; homogeneous catalysis; steroids; topoisomerase I inhibitors