Journal of the Iranian Chemical Society, ( ISI ), Year (2020-2)

Title : ( Robust approach leading to novel densely functionalized four-cyclic benzo[e]pyrazolo[5′,1′:2,3]pyrimido[4,5-b][1,4]diazepines with antibacterial activity toward resistant strains )

Authors: Seddigheh Sheikhi-Mohammareh , Mansour Mashreghi , Ali Shiri ,

Citation: BibTeX | EndNote

Abstract

A straightforward approach for the regioselective synthesis of various derivatives of benzo[e]pyrazolo[5\\\',1\\\':2,3]pyrimido[4,5-b][1,4]diazepine as a novel heterocyclic system from the annulation of 6-bromo-7-chloro-3-cyano-2-(ethylthio)-5-methylpyrazolo[1,5-a]pyrimidine with several 2-amino-N-substituted-benzamides as bident nucleophiles in the presence of K2CO3 and DMF has been disclosed. The right regio-isomer was elucidated by 2D-NOESY NMR spectroscopy, as well. Most of the novel synthetic compounds exhibited antimicrobial activity though relatively at high concentrations against multi-drug resistant Klebsiella pneumoniae and Escherichia coli clinical isolates possessed of strong biofilm formation ability. N-cyclohexyl substituted pyrazolopyrimidobenzodiazepine (3h) as the most potent compound represented 100% growth inhibitory on both types of bacterial strains, which brings promises for further changes to develop potential antimicrobial drugs.

Keywords

, Regioisomeric annulation, heterocycles, pyrazolopyrimidobenzodiazepines, antibacterial activity, multi-drug resistance.
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@article{paperid:1079097,
author = {Sheikhi-Mohammareh, Seddigheh and Mashreghi, Mansour and Shiri, Ali},
title = {Robust approach leading to novel densely functionalized four-cyclic benzo[e]pyrazolo[5′,1′:2,3]pyrimido[4,5-b][1,4]diazepines with antibacterial activity toward resistant strains},
journal = {Journal of the Iranian Chemical Society},
year = {2020},
month = {February},
issn = {1735-207X},
keywords = {Regioisomeric annulation; heterocycles; pyrazolopyrimidobenzodiazepines; antibacterial activity; multi-drug resistance.},
}

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%0 Journal Article
%T Robust approach leading to novel densely functionalized four-cyclic benzo[e]pyrazolo[5′,1′:2,3]pyrimido[4,5-b][1,4]diazepines with antibacterial activity toward resistant strains
%A Sheikhi-Mohammareh, Seddigheh
%A Mashreghi, Mansour
%A Shiri, Ali
%J Journal of the Iranian Chemical Society
%@ 1735-207X
%D 2020

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