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

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

Volume: 17 Issue: 8

Author(s): Vladimir A. D’yakonov*, Lilya U. Dzhemileva*, Regina A. Tuktarova, Svetlana R. Ishmukhametova, Milyausha M. Yunusbaeva, Ilfir R. Ramazanov and Usein M. Dzhemilev

Affiliation:

• Institute of Petrochemistry and Catalysis, Russian Academy of Science, 141 Prospekt Oktyabrya, 450075, Ufa,Russian Federation

• Department of Immunology and Human Reproductive Health, Bashkir State Medical University, 3 Lenin Street, 450003, Ufa,Russian Federation

Keywords: 5Z, 9Z-Dienoic acids, steroids, cross-cyclomagnesiation, homogeneous catalysis, 1, 2-dienes, topoisomerase I inhibitors, cancer cell lines, docking.

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.

Cite this article as:

D’yakonov Vladimir A. *, Dzhemileva Lilya U.*, Tuktarova A. Regina , Ishmukhametova R. Svetlana , Yunusbaeva M. Milyausha , Ramazanov R. Ilfir and Dzhemilev M. Usein , 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, Anti-Cancer Agents in Medicinal Chemistry 2017; 17 (8) . https://dx.doi.org/10.2174/1871520616666161207154850