Catalytic cyclometallation in steroid chemistry V: Synthesis of hybrid molecules based on steroid oximes and (5Z,9Z)-tetradeca-5,9-dienedioic acid as potential anticancer agents

被引：15

作者：

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

Tuktarova, Regina A. ^{[1
]}

Dzhemileva, Lilya U. ^{[1
]}

Ishmukhametova, Svetlana R. ^{[1
]}

Yunusbaeva, Milyausha M. ^{[1
]}

Dzhemilev, Usein M. ^{[1
]}

机构：

[1] RAS, Inst Petrochem & Catalysis, 141 Prospekt Oktyabrya, Ufa 450075, Russia

来源：

STEROIDS | 2018年 / 138卷

基金：

俄罗斯基础研究基金会; 俄罗斯科学基金会;

关键词：

Cross-cyclomagnesiation; Grignard reagents; Steroid oximes; 5Z; 9Z-Dienoic acids; Anticancer activity; HUMAN TOPOISOMERASE-I; INHIBITORY-ACTIVITY; FATTY-ACIDS; BIOLOGICAL EVALUATION; GRIGNARD-REAGENTS; CELLS; DIOSGENIN; APOPTOSIS; DERIVATIVES; CYCLOMAGNESIATION;

D O I：

10.1016/j.steroids.2018.06.002

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Synthetic analogues of natural 5Z,9Z-dienoic acids - hybrid molecules based on the oximes of cholesterol, pregnenolone, and androsterone with 1,14-tetradeca-5Z,9Z-dienedicarboxylic acid - were synthesized for the first time and studied for antitumor activity in vitro. The acid was prepared using catalytic cyclomagnesiation of O-containing 1,2-dienes with Grignard reagent in the presence of Cp2TiCl2 as the key step. Using flow cytometry, it was shown for the first time that the new molecules are efficient apoptosis inducers in the HeLa, Hek293, U937, Jurkat, and K562.

引用

页码：14 / 20

页数：7

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