Abstract

We report herein the microwave assisted synthesis, without solvents and catalysts, of 6-substituted quinoxalines and 7-substituted pyrido[2,3b]pyrazines. The compounds were obtained in good yields and short reaction times using the mentioned procedure and two new structures are reported. A complete 1H- and 13C-NMR assignment was performed using 1D and 2D-NMR. Additionally, an in vitro screening was performed on Gram-positive and Gram-negative bacteria using amoxicillin as positive reference. Compounds bearing a pyridyl group tended to have higher antibacterial activity, but the best activity against Bacillus subtilis and Proteus mirabilis was observed with quinoxaline derivatives.

Highlights

  • The most recurrent diseases in North and South American countries are those caused by Escherichia coli and Bacillus subtilis [1,2]

  • Efforts to prepare antibacterial agents from quinoxaline have resulted in compounds used against a wide variety of disorders, including cancer, diabetes, diabetic retinopathy, rheumatoid arthritis, hemangioma and Kaposi's sarcoma, which are related to vasculogenesis and angiogenesis [9]

  • The mode of action for quinoxalines is based on MAO inhibitory activity, because the docked positions of these compounds reveal interactions with many residues that have an effect on the inhibition of the enzyme [12]

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Summary

Introduction

The most recurrent diseases in North and South American countries are those caused by Escherichia coli and Bacillus subtilis [1,2]. The mode of action for quinoxalines is based on MAO inhibitory activity, because the docked positions of these compounds reveal interactions with many residues that have an effect on the inhibition of the enzyme [12]. Synthetic approaches by traditional methodology involves catalysts and solvents [14,15,16,17,18,19], recent synthetic methods have focused on techniques involving alternative activation modes. In this sense, microwave-assisted synthesis has shown efficiency and versatility as an easy and convenient methodology for condensation reactions [20,21,22]. It’s known that microwave conditions avoid the polymerization reactions due to the controlled hot spots formed during the heating by molecular friction of dipolar molecules [23]

Synthesis and Spectroscopic Analysis
Antimicrobial Test
General
Synthesis
Chemical Data and Analysis
Antimicrobial Activity
Conclusions

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