Synthesis of PDE IV inhibitors. First asymmetric synthesis of two of GlaxoSmithKline's highly potent Rolipram analogues

Synthesis of PDE IV inhibitors. First asymmetric synthesis of two of GlaxoSmithKline's highly potent Rolipram analogues Научная публикация

Журнал

Organic & Biomolecular Chemistry
ISSN: 1477-0520 , E-ISSN: 1477-0539

Вых. Данные

Год: 2013, Том: 11, Номер: 46, Страницы: 8082-8091 Страниц : 10 DOI: 10.1039/c3ob41646a

Авторы

Zhmurov Petr A. ¹ , Sukhorukov Alexey Yu. ¹ , Chupakhin Vladimir I. ² , Khomutova Yulia V. ¹ , Ioffe Sema L. ¹ , Tartakovsky Vladimir A. ¹

Организации

1	N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 119991, Leninsky prospect, 47, Moscow, Russian Federation
2	Department of Chemistry, M.V. Lomonosov Moscow State University, 119991, Leninskie gory, 1, str. 3, Moscow, Russian Federation

Asymmetric syntheses of two of GlaxoSmithKline's highly potent phosphodiesterase IV inhibitors CMPI 1 and CMPO 2 have been accomplished from nitroethane and simple precursors in 8 and 7 steps, respectively. The suggested synthetic strategy involves as a key stage the silylation of enantiopure six-membered cyclic nitronates. In vitro studies of PDE IVB1 inhibition revealed a significant difference in the activity of CMPI 1 and CMPO 2 enantiomers.

Zhmurov P.A. , Sukhorukov A.Y. , Chupakhin V.I. , Khomutova Y.V. , Ioffe S.L. , Tartakovsky V.A.
Synthesis of PDE IV inhibitors. First asymmetric synthesis of two of GlaxoSmithKline's highly potent Rolipram analogues
Organic & Biomolecular Chemistry. 2013. V.11. N46. P.8082-8091. DOI: 10.1039/c3ob41646a WOS Scopus OpenAlex

Web of science:	WOS:000327682400014
Scopus:	2-s2.0-84887437427
OpenAlex:	W1974868608

БД	Цитирований
OpenAlex	19
Scopus	22
Web of science	18