Abstract

AbstractInfectious diseases are on the rise due to development of multidrug-resistant strains, and this renders the search for newer antimicrobials. Hybrid compounds of different scaffolds are expected to enhance the bioactivity by improved affinity to target proteins while retaining the biological efficacy of each of the components. In view of this, a series of pyrazolines with aryloxy acid in the side chain are synthesized and evaluated for their antimicrobial potential. Pyrazoline-substituted aryloxy acids were synthesized in very good yields, starting from chalcones. Synthetic method is adopted in such a way that the use of any solvents is avoided. The structures of these compounds were confirmed using FTIR, NMR, and Mass spectrometry. The potential of these molecules as antimicrobial agents was predicted using molecular docking studies. The activities were also assessed using zone of inhibition and minimum inhibitory concentration (MIC) measurement against tuberculosis variant bacteria, Mycobacterium...

Highlights

  • There is an increasing demand for antimicrobial agents with novel structural characteristics, owing to the emergence of newer microbes with enhanced resistance (Tunçbilek, Kiper, & Altanlar, 2009)

  • This paper describes the synthesis, characterization, and antimicrobial screening of few aryloxy acids and their pyrazoline derivatives

  • We report the synthesis, characterization, and antimicrobial screening of chalconebased aryloxyacetic acids, and their pyrazoline derivatives

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Summary

Introduction

There is an increasing demand for antimicrobial agents with novel structural characteristics, owing to the emergence of newer microbes with enhanced resistance (Tunçbilek, Kiper, & Altanlar, 2009). {4-[3-(4-methoxyphenyl)-1H-pyrazol-5-yl]phenoxy}acetic acid (11c) IR (KBr υmax cm−1): 3348 (N–H str), 3317 (O–H str), 3047 (C–H str), 2912 (Ar–H str), 1681 (C=O str), 1604 (C=N str), 1512 (C=C str), 1242 (Ar–O–CH2 str); 1H NMR (400 MHz, DMSO-d6, δ-ppm): 2.77 (1H, t, pyrazoline CH), 3.36 (1H, t, pyrazoline CH2-Ha), 4.32 (1H, t, pyrazoline CH2-Hb), 3.76 (3H, s, OCH3), 4.46 (2H, s, –OCH2), 4.74 (1H, s, –NH), 6.93–7.61 (9H, m, aromatic CH), 9.33 (1H, s, acid OH); ANAL.

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