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Synthesis, molecular docking studies, and in vitro antimicrobial evaluation of piperazine and triazolo-pyrazine derivatives
Journal article   Peer reviewed

Synthesis, molecular docking studies, and in vitro antimicrobial evaluation of piperazine and triazolo-pyrazine derivatives

Mahadev Patil, Anurag Noonikara-Poyil, Shrinivas D Joshi, Shivaputra A Patil, Siddappa A Patil, Abby M Lewis and Alejandro Bugarin
Molecular diversity, Vol.26(2)
02-05-2021
PMID: 33547619

Abstract

Biochemistry & Molecular Biology Chemistry Chemistry, Applied Chemistry, Medicinal Chemistry, Multidisciplinary Life Sciences & Biomedicine Pharmacology & Pharmacy Physical Sciences Science & Technology
For this work, two series of new piperazine derivatives (3a-o) and triazolo-pyrazine derivatives (3p-t) were synthesized in a single-step reaction. All twenty adducts were obtained in good to high yields and fully characterized by H-1 NMR, C-13 NMR, IR, and mass spectrometry techniques. To further confirm the chemical identity of the adducts, a crystal of N-{[(4-chlorophenyl)-3-(trifluoromethyl)]-5,6-dihydro-[1,2,4]triazolo[4,3-a]}pyrazine-7(8H)-carboxamide (3t) was prepared and analyzed using X-ray crystallography. In vitro screening of the antimicrobial activity of all compounds (3a-t) was evaluated against five bacterial and two fungal strains. This study disclosed that N-{[(3-chlorophenyl)]-4-(dibenzo[b,f][1,4]thiazepin-11-yl)}piperazine-1-carboxamide (3o) was the superior antimicrobial with good growth inhibition against A. baumannii. Furthermore, the results from the performed molecular docking studies were promising, since the observed data could be used to develop more potent antimicrobials.

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