Synthesis, computational studies, antimycobacterial and antibacterial properties of pyrazinoic acid-isoniazid hybrid conjugates

Siva S. Panda; Adel S. Girgis; Bibhuti B. Mishra; Mohamed Elagawany; Venkatasai Devarapalli; William F. Littlefield; Ahmed Samir; Walid Fayad; Nehmedo G. Fawzy; Aladdin M. Srour; Riham M. Bokhtia

doi:10.1039/c9ra03380g

Synthesis, computational studies, antimycobacterial and antibacterial properties of pyrazinoic acid-isoniazid hybrid conjugates

Siva S. Panda, Adel S. Girgis, Bibhuti B. Mishra, Mohamed Elagawany, Venkatasai Devarapalli, William F. Littlefield, Ahmed Samir, Walid Fayad, Nehmedo G. Fawzy, Aladdin M. Srour, Riham M. Bokhtia

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15 Scopus citations

Abstract

Benzotriazole and microwave mediated syntheses led to a new set of hybrid conjugates of pyrazinoic acid with isoniazid via amino acid linkers in excellent yields with retention of chirality. Microbiological screening of the synthesized conjugates revealed an exceptionally high activity against some of the pathogenic bacterial strains at low concentrations. Promising antimycobacterial properties were observed against tuberculous and non-tuberculous mycobacteria. Robust molecular models (2D-QSAR and 3D-pharmacophore) support the observed biological properties. Safety profile of the synthesized conjugates against human normal cell (RPE1) was evaluated by MTT technique.

Original language	English (US)
Pages (from-to)	20450-20462
Number of pages	13
Journal	RSC Advances
Volume	9
Issue number	35
DOIs	https://doi.org/10.1039/c9ra03380g
State	Published - 2019

ASJC Scopus subject areas

General Chemistry
General Chemical Engineering

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abstract = "Benzotriazole and microwave mediated syntheses led to a new set of hybrid conjugates of pyrazinoic acid with isoniazid via amino acid linkers in excellent yields with retention of chirality. Microbiological screening of the synthesized conjugates revealed an exceptionally high activity against some of the pathogenic bacterial strains at low concentrations. Promising antimycobacterial properties were observed against tuberculous and non-tuberculous mycobacteria. Robust molecular models (2D-QSAR and 3D-pharmacophore) support the observed biological properties. Safety profile of the synthesized conjugates against human normal cell (RPE1) was evaluated by MTT technique.",

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T1 - Synthesis, computational studies, antimycobacterial and antibacterial properties of pyrazinoic acid-isoniazid hybrid conjugates

AU - Panda, Siva S.

AU - Girgis, Adel S.

AU - Mishra, Bibhuti B.

AU - Elagawany, Mohamed

AU - Devarapalli, Venkatasai

AU - Littlefield, William F.

AU - Samir, Ahmed

AU - Fayad, Walid

AU - Fawzy, Nehmedo G.

AU - Srour, Aladdin M.

AU - Bokhtia, Riham M.

PY - 2019

Y1 - 2019

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AB - Benzotriazole and microwave mediated syntheses led to a new set of hybrid conjugates of pyrazinoic acid with isoniazid via amino acid linkers in excellent yields with retention of chirality. Microbiological screening of the synthesized conjugates revealed an exceptionally high activity against some of the pathogenic bacterial strains at low concentrations. Promising antimycobacterial properties were observed against tuberculous and non-tuberculous mycobacteria. Robust molecular models (2D-QSAR and 3D-pharmacophore) support the observed biological properties. Safety profile of the synthesized conjugates against human normal cell (RPE1) was evaluated by MTT technique.

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Synthesis, computational studies, antimycobacterial and antibacterial properties of pyrazinoic acid-isoniazid hybrid conjugates

Abstract

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