Дьяконов, В.А. Джемилева, Л.У. Макаров, А.А. Мулюкова, А.Р. Хуснутдинова, Э.К. Джемилев, У.М. 2015

2018-01-11

(5Z,9Z)-11-Phenylundeca-5,9-dienoic acid was stereoselectively synthesized, based on original crosscyclomagnesiation of 2-(hepta-5,6-dien-1-yloxy)tetrahydro-2H-pyran and buta-2,3-dien-1-ylbenzene with EtMgBr in the presence of Cp2TiCl2 catalyst giving 2,5-dialkylidenemagnesacyclopentane in 86% yield. The acid hydrolysis of the product and the Jones oxidation of the resulting 2-{[(5Z,9Z)-11-phenylundeca- 5,9-dien-1-yl]oxy}tetrahydro-2H-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 (hTop2a) was determined.

https://repo.bashgmu.ru/publication/607

https://repo.bashgmu.ru/files/652