Abstract

The work reports synthesis of 15 novel 3-((dicyclohexylamino)(substituted phenyl/heteryl)methyl)-4-hydroxy-2H-chromen-2-one derivatives 4 (a-o) as potential antimicrobial agents in solvent-free condition using Triethyl ammonium sulphate [Et3NH][HSO4] as an efficient, eco-friendly and reusable catalyst. Compared to other methods, this new method consistently has advantages, including excellent yields, a short reaction time, mild reaction conditions and catalyst reusability. The heterocyclic compound Coumarin, is associated with diverse biological activities of immense importance. Due to the presence of coumarin moiety in various pharmaceutically active compounds, we planned the green synthesis of a series of 15 novel compounds containing coumarin moiety coupled with dicyclohexyl rings by an eco-friendly ionic-liquid mediated protocol at room temperature by stirring. The structures of the synthesized compounds were confirmed by spectral characterization such as IR, 1H NMR, 13CNMR and Mass spectral studies. All the synthesized compounds 4 (a-o) were evaluated for anti-fungal and antibacterial activities and have exhibited promising antimicrobial activity.

Highlights

  • Many drug-resistant human pathogenic microbes have been observed in the past few decades [1] and it is serious public health problem in a wide range of infectious disease [2,3]

  • 2.1 Chemistry: we report the one-pot synthesis of 15 novel 3-((dicyclohexylamino)(substituted phenyl/heteryl)methyl)-4-hydroxy-2H-chromen-2-one derivatives 4 (a-o) from three component reactions of an suitable aldehydes (1), dicyclohexylamine (2) and 4-hydroxy coumarin (3) in presence of [Et3NH][HSO4] as an solvent and catalyst as shown in Scheme 1

  • In search of an efficient catalyst and the best experimental reaction conditions, the reaction of benzaldehyde (1a), dicyclohexylamine (2) and 4-hydroxy coumarin (3) at room temperature was considered as a standard model reaction to obtain 4a

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Summary

Introduction

Many drug-resistant human pathogenic microbes have been observed in the past few decades [1] and it is serious public health problem in a wide range of infectious disease [2,3]. These resistant pathogenic microbes’ strains cause failure in antimicrobial treatment and enhance the mortality risks, and sometimes contribute to complications. To overcome this problem the best way is the development of new bioactive compounds effective against resistant strains is highly needed. The novel and potent antimicrobial agents can be obtained by modifying the structure of a well known antimicrobial agent or the second strategy is to combine together two or more different antimicrobial pharmacophores in one molecule

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