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

被引：33

作者：

D'yakonov, Vladimir A. ^{[1
,2
]}

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
]}

机构：

[1] Inst Petrochem, 141 Prospekt Oktyabrya, Ufa 450075, Bashkortostan, Russia

[2] Catalysis Russian Acad Sci, 141 Prospekt Oktyabrya, Ufa 450075, Bashkortostan, Russia

[3] Bashkir State Med Univ, Dept Immunol & Humans Reprod Hlth, 3 Lenin St, Ufa 450003, Bashkortostan, Russia

[4] Russian Acad Sci, NN Vorozhtsov Novosibirsk Inst Organ Chem, Siberian Branch, Novosibirsk 630090, Russia

[5] Bashkir State Univ, Dept Genet Fundamental Med, 32 Zaki Validi St, Ufa 450043, Bashkortostan, Russia

来源：

MEDICINAL CHEMISTRY RESEARCH | 2016年 / 25卷 / 01期

基金：

俄罗斯科学基金会;

关键词：

Fatty acids; Cyclomagnesiation; Homogeneous catalysis; Topoisomerase I and II alpha inhibitors; Docking; Stereoselective synthesis of nZ; (n+4) Z-dienoic acids; BIOLOGICAL EVALUATION; MARINE ORGANISMS; (5Z,9Z)-5,9-HEXADECADIENOIC ACID; CANCER-CHEMOTHERAPY; GRIGNARD-REAGENTS; CYCLOMAGNESIATION; 1,2-DIENES; TRANSFORMATIONS; CHALLENGES; COMPLEXES;

D O I：

10.1007/s00044-015-1446-1

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

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.

引用

页码：30 / 39

页数：10

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