SYNTHESIS AND TUBERCULOSTATIC ACTIVITY OF PYRROLYL AND PYRAZOLINYL PODANDS

Authors

  • О. В. Федорова I. Ya. Postovskii Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences
  • И. Г. Овчинникова I. Ya. Postovskii Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences
  • М. А. Кравченко Ural Research Institute for Phthisiopulmonogy, Russian Ministry of Health
  • С. Н. Скорняков Ural Research Institute for Phthisiopulmonogy, Russian Ministry of Health
  • Г. Л. Русинов I. Ya. Postovskii Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences
  • О. Н. Чупахин I. Ya. Postovskii Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences
  • В. Н. Чарушин I. Ya. Postovskii Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences

DOI:

https://doi.org/10.1007/1654

Keywords:

pyrazolinyl podands, pyrrolyl podands, multicomponent reactions, tuberculostatic activity

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 α,β‑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.

How to Cite
Fedorova, O. V.; Ovchinnikova, I. G.; Kravchenko, M. A.; Skornyakov, S. N.; Rusinov, G. L.; Chupakhin, O. N.; Charushin, V. N. Chem. Heterocycl. Compd. 2014, 50, 946. [Khim. Geterotsikl. Soedin. 2014, 1027.]

For this article in the English edition see DOI 10.1007/s10593-014-1549-5

Author Biographies

О. В. Федорова, I. Ya. Postovskii Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences

Ольга Васильевна Федорова

Стариший научный сотрудник лаборатории гетероциклических соединений (к.х.н.)

И. Г. Овчинникова, I. Ya. Postovskii Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences

Ирина Георгиевна Овчинникова

научный сорудник лаборатории гетероциклических соединений (к.х.н.)

М. А. Кравченко, Ural Research Institute for Phthisiopulmonogy, Russian Ministry of Health

Марионелла Анатольевна Кравченко

Заведующая лабораторией микробиологии (к.б.н.)

С. Н. Скорняков, Ural Research Institute for Phthisiopulmonogy, Russian Ministry of Health

Сергей Николаевич Скорняков

Директор института (д.м.н., профессор)

 

Г. Л. Русинов, I. Ya. Postovskii Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences

Геннадий Леонидович Русинов

Ведущий научный сотрудник лаборатории гетероциклических соединений (к.х.н.)

О. Н. Чупахин, I. Ya. Postovskii Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences

Олег Николаевич Чупахин

Научный руководитель института (академик)

В. Н. Чарушин, I. Ya. Postovskii Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences

Валерий Николаевич Чарушин

Директор института (академик)

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Published

2014-08-08

Issue

No. 7 (2014)

Section

Original Papers