One Pot Synthesis, Antimicrobial and In Silico Molecular Docking Study of 1,3-Benzoxazole-5-Sulfonamide Derivatives

Vinoda BM,Bodke YD

doi:10.4172/2161-0401.1000163

Abstract

A series of 1,3-benzoxazole-5-sulfonamide derivatives have been synthesized via acetophenones, aldehydes and 2-sulfanyl-1,3-benzoxazole-5-sulfonamide using Fe(III)-montmorillonite (Fe(III)-mont) as catalyst. Catalyst is good Lewis acid and support to increase the yield of the final compounds. The structures of newly synthesized compounds were confirmed by FTIR, 1H NMR, 13C NMR and Mass spectroscopic methods. The antimicrobial potential of title compounds was tested against several bacterial and fungal strains. Some compounds exhibited comparable or better antimicrobial activity in comparison to the reference drugs Ciprofloxacin and Fluconozole. The selected compounds were also subjected for in silico molecular docking study.

Highlights

One pot synthesis, represent an increasingly important and attractive area of research in organic synthesis, because they provide high levels of efficiency via the combination of several operational steps, as well as allowing for operational steps involving the isolation of intermediates or changing of reaction conditions to be avoided
Three component reactions are the other hand have emerged as powerful tools in organic synthesis that permit to quick access to the variety of small organic molecules, helpful for medicinal chemistry [1,2,3,4,5]
We have shown that Fe(III)-mont clay is an efficient catalyst for a variety of reactions synthesis of fused heterocycles α-aminonitriles [18], 3,5-disubstituted isoxazoles [19], Diels-Alder reaction [20,21], Michael addition [22] and so on

Summary

Introduction

Represent an increasingly important and attractive area of research in organic synthesis, because they provide high levels of efficiency via the combination of several operational steps, as well as allowing for operational steps involving the isolation of intermediates or changing of reaction conditions to be avoided. Our efforts to synthesis of 1,3-benzoxazole5-sulfonamide derivatives using aldehydes with acetophenones and 2-sulfanyl-1,3-benzoxazole-5-sulfonamide These compounds are important synthetic building blocks, keeping within our premise of green chemistry and in a continuation of our studies for the development of cheap and environmentally benign methodologies for organic synthesis, we decided to examine the flexibility of Fe(III)mont as a catalyst for the synthesis of 1,3-benzoxazole-5-sulfonamide derivatives. Following this we synthesized the organic molecules using multi-component reaction techniques in the presence of catalysts. It is an essential enzyme present in all bacteria but absent in higher eukaryotes, making it an attractive antibacterial target [25,26,27,28]

Methods

Results

Conclusion