Synthesis and Antibacterial Activity of Novel Hydroxy Semicarbazone Derivatives

Hariri, Elham; Mahboubi, Arash; Rahmani, Parisa; Haj Mohammad Ebrahim Tehrani, Kamaleddin; Babaeian, Mohammad; Mashayekhi, Vida; Kobarfard, Farzad

doi:10.22037/ijpr.2016.1802

Synthesis and Antibacterial Activity of Novel Hydroxy Semicarbazone Derivatives

Document Type: Research article

Authors

Elham Hariri ¹
Arash Mahboubi ²
Parisa Rahmani ²
Kamaleddin Haj Mohammad Ebrahim Tehrani ¹
Mohammad Babaeian ³
Vida Mashayekhi ⁴
Farzad Kobarfard ⁵

¹ Department of Medicinal Chemistry, School of Pharmacy, Phytochemistry Research Center, Shahid Beheshti University of Medical Sciences, Iran.

² Department of Pharmaceutics, School of Pharmacy, Shahid Beheshti University of Medical Sciences, Iran

³ Department of Pharmaceutics, School of Pharmacy, Shahid Beheshti University of Medical Sciences, Iran.

⁴ Department of Medicinal Chemistry, School of Pharmacy, Phytochemistry Research Center, Shahid Beheshti University of Medical Sciences, Iran

⁵ -

10.22037/ijpr.2016.1802

Abstract

A series of hydroxysemicarbazone derivatives of substituted diaryl ketones and acetophenones were synthesized and their structures were confirmed by analytical and spectroscopic methods including elemental analysis, infrared and nuclear magnetic resonance spectroscopy. The derivatives were prepared by a condensation reaction between N-hydroxysemicarbazide and substituted diaryl ketones or acetophenones leading to the desired hydroxysemicarbazones with excellent purity. The synthesized hydrazones were then evaluated for their inhibitory activity against bacterial strains including S. aureus, E. Coli, P. aeruginosa, K. pneumonia and M. luteus. Among the tested derivatives, compounds 2, 6 and 7 exhibited the highest bioactivity. Analysis of the activity data suggests that hydrophilicity is an important factor for the bioactivity of compounds 2 and 6 and also their selectivity over the gram-negative bacteria.

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