Journal
STEROIDS
Volume 138, Issue -, Pages 6-13Publisher
ELSEVIER SCIENCE INC
DOI: 10.1016/j.steroids.2018.06.004
Keywords
Cross-cyclomagnesiation; Grignard reagent; Steroids; Hybrid molecules; Antitumor activity
Funding
- Russian Science Foundation [16-13-10172]
- Russian Foundation for Basic Research [16-03-00543_A]
- RF [Sci. Sh. - 5240.2018.3]
- Russian Science Foundation [16-13-10172] Funding Source: Russian Science Foundation
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Hybrid molecules based on a number of steroids (cholesterol, pregnenolone, androsterone) and 1,14-tetradeca-5Z,9Z-dienedicarboxylic acid linked via mono- and diethylene glycol spacers were synthesized for the first time and studied for antitumor activity in vitro. The acid was prepared using catalytic cyclomagnesiation of oxygenated 1,2-dienes with Grignard reagent in the presence of Cp2TiCl2 as the key synthetic step. Using flow cytometry, the new molecules were shown for the first time to be efficient apoptosis inducers in the HeLa, Hek293, U937, Jurkat, and K562 cell cultures and to have dose-dependent effect on the S and G2 phases of the cell cycle.
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