11-Phenylundeca-5Z,9Z-dienoic Acid: Stereoselective Synthesis and Dual Topoisomerase I/II alpha Inhibition Научная публикация
Журнал |
Current Cancer Drug Targets
ISSN: 1568-0096 , E-ISSN: 1873-5576 |
||||||||
---|---|---|---|---|---|---|---|---|---|
Вых. Данные | Год: 2015, Том: 15, Номер: 6, Страницы: 504-510 Страниц : DOI: 10.2174/1568009615666150506093155 | ||||||||
Ключевые слова | Cyclomagnesiation; docking; fatty acids; homogeneous catalysis; novel topoisomerase I and II alpha inhibitors; stereoselective synthesis of 5Z,9Z-dienoic acid | ||||||||
Авторы |
|
||||||||
Организации |
|
Реферат:
(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-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 (hTop2 alpha) was detected. Resorting to the data of molecular docking, a mechanism of inhibition was proposed.
Библиографическая ссылка:
D'yakonov V.A.
, Dzhemileva L.U.
, Makarov A.A.
, Mulyukova A.R.
, Baev D.S.
, Khusnutdinova E.K.
, Tolstikova T.G.
, Dzhemilev U.M.
11-Phenylundeca-5Z,9Z-dienoic Acid: Stereoselective Synthesis and Dual Topoisomerase I/II alpha Inhibition
Current Cancer Drug Targets. 2015. V.15. N6. P.504-510. DOI: 10.2174/1568009615666150506093155 WOS Scopus РИНЦ
11-Phenylundeca-5Z,9Z-dienoic Acid: Stereoselective Synthesis and Dual Topoisomerase I/II alpha Inhibition
Current Cancer Drug Targets. 2015. V.15. N6. P.504-510. DOI: 10.2174/1568009615666150506093155 WOS Scopus РИНЦ
Даты:
Опубликована в печати: | 5 авг. 2015 г. |
Идентификаторы:
Web of science | WOS:000359252500007 |
Scopus | 2-s2.0-84939809728 |
РИНЦ | 24938562 |
OpenAlex | W2203419622 |