Статья
11-PHENYLUNDECA-5Z,9Z-DIENOIC ACID: STEREOSELECTIVE SYNTHESIS AND DUAL TOPOISOMERASE I/IIΑ INHIBITION
2015
(5Z,9Z)-11-Phenylundeca-5,9-dienoic acid was stereoselectively synthesized, based on original cross-cyclomagnesiation of 2-(hepta-5,6-dien-1-yloxy)tetrahydro-2H-pyran and buta-2,3-dien-1-ylbenzene with EtMgBr in the presence of the Cp2TiCl2 catalyst giving 2,5-dialkylydenemagnesacyclopentane in 86% yield. The acid hydrolysis of the product and Jones oxidation of the resulting 2-{[(5Z,9Z)-11-phenylundeca-5,9-dien-1-yl]oxy}tetrahydro-2Н-pyran afforded (5Z,9Z)-11-phenylundeca-5,9-dienoic acid in an overall yield of 75%. A high inhibitory activity of the synthesized acid with respect to human topoisomerase I (hTop1) and II (hTop2α) was detected. Resorting to the data of molecular docking, a mechanism of inhibition was proposed.
Дьяконов, В.А., Джемилева, Л.У., Макаров, А.А., Мулюкова, А.Р., Хуснутдинова, Э.К., Джемилев, У.М., Толстикова Т. Г., , , , , , , . 2015;
Цитирование
