Synthesis and tuberculostatic activity of podands with a dihydropyrimidine fragment / Filatova E. S.,Fedorova O. V.,Titova Yu. A.,Slepukhin P. A.,Kravchenko M. A.,Skornyakov S. N.,Rusinov G. L.,Charushin V. N. // RUSSIAN CHEMICAL BULLETIN. - 2016. - V. 65, l. 5. - P. 1360-1364.

ISSN/EISSN:

1066-5285 / 1573-9171

Type:

Article

Abstract:

A method for the preparation of 3-oxobutanoate-containing podands differing in the length of the polyether fragment by acetoacetylation of oligo(ethylene glycols) with 2,2,6-trimethyl-4H-1,3-dioxin-4-one upon heating in toluene was optimized. A multi-component Biginelli reaction was used for the formation of the dihydropyrimidine ring on the ether matrix obtained. Tuberculostatic activity of dihydropyrimidine podands in the in vitro experiments against a laboratory strain H(37)Rv was studied. A combination of dihydropyrimidine and podand fragments imparts tuberculostatic activity to the compounds obtained, which noticeably enhances with the increase in the oxyethylene spacer length.

Author keywords:

3-oxobutanoate-containing polyethers; Biginelli reaction; dihydropyrimidine podands; tuberculostatic activity ANTITUBERCULAR ACTIVITY; BORIC-ACID; TRANSESTERIFICATION; EFFICIENT; CATALYST

DOI:

10.1007/s11172-016-1462-4

Web of Science ID:

ISI:000393205700032

Соавторы в МНС:

Другие поля

Поле	Значение
Month	MAY
Publisher	SPRINGER
Address	233 SPRING ST, NEW YORK, NY 10013 USA
Language	English
EISSN	1573-9171
Keywords-Plus	ANTITUBERCULAR ACTIVITY; BORIC-ACID; TRANSESTERIFICATION; EFFICIENT; CATALYST
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Multidisciplinary
Author-Email	sintonin@mail.ru
Funding-Acknowledgement	Ural Branch of the Russian Academy of Sciences (Comprehensive Program) {[}15-21-3-5]; Government of the Russian Federation {[}211, 02.A03.21.0006]; Russian Science Foundation {[}15-13-00077]
Funding-Text	This work was financially supported by the Ural Branch of the Russian Academy of Sciences (Comprehensive Program, Code III.1P, Project No. 15-21-3-5), the Government of the Russian Federation (Decree No. 211, Contract No. 02.A03.21.0006), as well as the Russian Science Foundation (Project No. 15-13-00077).
Number-of-Cited-References	20
Usage-Count-Last-180-days	2
Usage-Count-Since-2013	2
Journal-ISO	Russ. Chem. Bull.
Doc-Delivery-Number	EJ4RY