Discovery of new antitubercular agents by combining pyrazoline and benzoxazole pharmacophores: design, synthesis and insights into the binding interactions

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F14%3A00427728" target="_blank" >RIV/61388963:_____/14:00427728 - isvavai.cz</a>

Result on the web

<a href="http://dx.doi.org/10.1007/s00044-013-0815-x" target="_blank" >http://dx.doi.org/10.1007/s00044-013-0815-x</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1007/s00044-013-0815-x" target="_blank" >10.1007/s00044-013-0815-x</a>

Result language

angličtina

Original language name

Discovery of new antitubercular agents by combining pyrazoline and benzoxazole pharmacophores: design, synthesis and insights into the binding interactions

Original language description

The present study is aimed at combining two well-known pharmacophores (pyrazoline and benzoxazole nucleus) to design and synthesize a series of new benzoxazole-based pyrazoline derivatives. In vitro antitubercular evaluation against Mycobacterium tuberculosis H(37)Rv and multidrug-resistant TB (MDR-TB) strains showed that most of the target compounds displayed potent activity (MIC similar to 0.625-25 mu g/mL). Few compounds were found to be better than isoniazid against MDR-TB (MIC = 3.25 mu g/mL). In order to gain insights into the plausible binding motifs, the target compounds were docked into enoyl-acyl carrier protein (ACP) reductase, a molecular target of isoniazid. Many compounds were successfully docked into the active site of enoyl-ACP reductase and all the docked compounds occupied the same hydrophobic binding pocket and interacted mostly by dispersion interactions with the neighboring residues Met103, Met155, Tyr158, Met199, Ile202, Ile215, and Leu218. Contribution of the thr

Czech name

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Czech description

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Type

J_x - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

CEP classification

CC - Organic chemistry

OECD FORD branch

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Project

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Continuities

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year

2014

Confidentiality

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Name of the periodical

Medicinal Chemistry Research

ISSN

1054-2523

e-ISSN

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Volume of the periodical

23

Issue of the periodical within the volume

5

Country of publishing house

US - UNITED STATES

Number of pages

11

Pages from-to

2218-2228

UT code for WoS article

000332153800007

EID of the result in the Scopus database

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