nZ,(n+4) Z-Dienoic fatty acids: a new method for the synthesis and inhibitory action on topoisomerase I and II alpha

nZ,(n+4) Z-Dienoic fatty acids: a new method for the synthesis and inhibitory action on topoisomerase I and II alpha Full article

Journal

Medicinal Chemistry Research
ISSN: 1054-2523 , E-ISSN: 1554-8120

Output data

Year: 2016, Volume: 25, Number: 1, Pages: 30-39 Pages count : 10 DOI: 10.1007/s00044-015-1446-1

Tags

Fatty acids; Cyclomagnesiation; Homogeneous catalysis; Topoisomerase I and II alpha inhibitors; Docking; Stereoselective synthesis of nZ,(n+4) Z-dienoic acids

Authors

D'yakonov Vladimir A. ¹ , Dzhemileva Lilya U. ³ , Makarov Aleksey A. ^1,2 , Mulyukova Alfiya R. ^1,2 , Baev Dmitry S. ⁴ , Khusnutdinova Elza K. ⁵ , Tolstikova Tatiana G. ⁴ , Dzhemilev Usein M. ^1,2

Affiliations

1	(Данные Web of science) Inst Petrochem, 141 Prospekt Oktyabrya, Ufa 450075, Bashkortostan, Russia
2	(Данные Web of science) Buryatia State Univ, 141 Prospekt Oktyabrya, Ufa 450075, Bashkortostan, Russia
3	(Данные Web of science) Bashkir State Med Univ, Dept Immunol & Humans Reprod Hlth, 3 Lenin St, Ufa 450003, Bashkortostan, Russia
4	(Данные Web of science) Russian Acad Sci, NN Vorozhtsov Novosibirsk Inst Organ Chem, Siberian Branch, Novosibirsk 630090, Russia
5	(Данные Web of science) Bashkir State Univ, Dept Genet Fundamental Med, 32 Zaki Validi St, Ufa 450043, Bashkortostan, Russia

An original, effective approach to the stereoselective method for the synthesis of higher unsaturated acids containing a 1Z, 5Z-diene group in 61-75 % yields and with >98 % selectivity based on the new intermolecular Cp2TiCl2-catalyzed cross-cyclomagnesiation of terminal aliphatic and O-containing 1,2-diene with Grignard reagents has been developed. The inhibitory action of the obtained dienoic acids on the human topoisomerase I and II was studied. Resorting to the data of molecular docking, a probable mechanism of inhibition was proposed.

D'yakonov V.A. , Dzhemileva L.U. , Makarov A.A. , Mulyukova A.R. , Baev D.S. , Khusnutdinova E.K. , Tolstikova T.G. , Dzhemilev U.M.
nZ,(n+4) Z-Dienoic fatty acids: a new method for the synthesis and inhibitory action on topoisomerase I and II alpha
Medicinal Chemistry Research. 2016. V.25. N1. P.30-39. DOI: 10.1007/s00044-015-1446-1 WOS Scopus РИНЦ

Published online:	Sep 15, 2015
Published print:	Jan 1, 2016

Web of science	WOS:000368548500003
Scopus	2-s2.0-84954377561
Elibrary	27036791
OpenAlex	W2261769784