Synthesis and Tuberculostatic Activity of Pyrrolyl and Pyrazolinyl Podands / Fedorova O. V.,Ovchinnikova I. G.,Kravchenko M. A.,Skornyakov S. N.,Rusinov G. L.,Chupakhin O. N.,Charushin V. N. // CHEMISTRY OF HETEROCYCLIC COMPOUNDS. - 2014. - V. 50, l. 7. - P. 946-957.

ISSN/EISSN:

0009-3122 / 1573-8353

Type:

Article

Abstract:

New podands containing pyrrole or pyrazoline fragments have been synthesized. A hypothesis was proposed that closure of the pyrrole ring in the presence of alumina nanoparticles may proceed through 1,4-addition of nitroethane to the chalcone podand to give the Michael adduct rather than through an iminium intermediate usually observed in the reactions of alpha,beta-unsaturated ketones (chalcones) in the presence of Lewis acids. Moderate tuberculostatic activity was found for the starting chalcone podands. Much greater such activity was found upon subsequent modification of the chalcone fragment to give a five-membered heterocycle. Pyrrole derivatives displayed greatest activity among the hetaryl podands obtained.

Author keywords:

pyrazolinyl podands; pyrrolyl podands; multicomponent reactions; tuberculostatic activity NANOSIZED METAL-OXIDES; SURFACE

DOI:

10.1007/s10593-014-1549-5

Web of Science ID:

ISI:000344092000004

Соавторы в МНС:

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Другие поля

Поле	Значение
Month	OCT
Publisher	SPRINGER
Address	233 SPRING ST, NEW YORK, NY 10013 USA
Language	English
EISSN	1573-8353
Keywords-Plus	NANOSIZED METAL-OXIDES; SURFACE
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Organic
Author-Email	fedorova@ios.uran.ru kravchenko@nexcom.ru
Funding-Acknowledgement	Grants Council of the President of the Russian Federation {[}NSh-3656-2014.3]; Russian Foundation for Basic Research {[}13-03-12188-ofi\_m]; Ural Branch of the Russian Academy of Sciences {[}12-P-234-2003, 12-P-3-1030]
Funding-Text	This work was carried out with the financial support of the Grants Council of the President of the Russian Federation (grant NSh-3656-2014.3), Russian Foundation for Basic Research (grant No. 13-03-12188-ofi\_m), and the Ural Branch of the Russian Academy of Sciences (projects Nos. 12-P-234-2003, 12-P-3-1030).
Number-of-Cited-References	18
Usage-Count-Last-180-days	1
Usage-Count-Since-2013	8
Journal-ISO	Chem. Heterocycl. Compds.
Doc-Delivery-Number	AS2EG