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

Siva Shankar 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

Research output: Contribution to journalArticle

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 languageEnglish (US)
Pages (from-to)20450-20462
Number of pages13
JournalRSC Advances
Volume9
Issue number35
DOIs
StatePublished - Jan 1 2019

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Chirality
Isoniazid
Amino acids
Screening
Microwaves
Amino Acids
Acids
pyrazinoic acid
benzotriazole

ASJC Scopus subject areas

  • Chemistry(all)
  • Chemical Engineering(all)

Cite this

Panda, S. S., Girgis, A. S., Mishra, B. B., Elagawany, M., Devarapalli, V., Littlefield, W. F., ... Bokhtia, R. M. (2019). Synthesis, computational studies, antimycobacterial and antibacterial properties of pyrazinoic acid-isoniazid hybrid conjugates. RSC Advances, 9(35), 20450-20462. https://doi.org/10.1039/c9ra03380g

Synthesis, computational studies, antimycobacterial and antibacterial properties of pyrazinoic acid-isoniazid hybrid conjugates. / Panda, Siva Shankar; Girgis, Adel S.; Mishra, Bibhuti B.; Elagawany, Mohamed; Devarapalli, Venkatasai; Littlefield, William F.; Samir, Ahmed; Fayad, Walid; Fawzy, Nehmedo G.; Srour, Aladdin M.; Bokhtia, Riham M.

In: RSC Advances, Vol. 9, No. 35, 01.01.2019, p. 20450-20462.

Research output: Contribution to journalArticle

Panda, SS, Girgis, AS, Mishra, BB, Elagawany, M, Devarapalli, V, Littlefield, WF, Samir, A, Fayad, W, Fawzy, NG, Srour, AM & Bokhtia, RM 2019, 'Synthesis, computational studies, antimycobacterial and antibacterial properties of pyrazinoic acid-isoniazid hybrid conjugates', RSC Advances, vol. 9, no. 35, pp. 20450-20462. https://doi.org/10.1039/c9ra03380g
Panda, Siva Shankar ; Girgis, Adel S. ; Mishra, Bibhuti B. ; Elagawany, Mohamed ; Devarapalli, Venkatasai ; Littlefield, William F. ; Samir, Ahmed ; Fayad, Walid ; Fawzy, Nehmedo G. ; Srour, Aladdin M. ; Bokhtia, Riham M. / Synthesis, computational studies, antimycobacterial and antibacterial properties of pyrazinoic acid-isoniazid hybrid conjugates. In: RSC Advances. 2019 ; Vol. 9, No. 35. pp. 20450-20462.
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