<p>A series of hybrid compounds were synthesized based on 5-nitrofurfural acetylhydrazone and 3,5-dichlorosalicylanilides, the structural fragments of which are linked to each other <i>via</i> the oxygen atom in the aniline moiety of salicylanilide. The synthesis of the target compounds included three steps: esterification of the carboxymethyl groups of salicylanilides with methanol, hydrazinolysis of the resulting methyl esters followed by the reaction with 5-nitrofurfural. The obtained hybrid compounds exhibited pronounced antimicrobial activity against <i>Staphylococcus aureus</i> with a minimum inhibitory concentration of 0.24–3.91 µg mL<sup>−1</sup>. The efficacy was found to depend on the position in the aniline fragment of salicylanilide through which the structural fragments are linked.</p>

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Synthesis and antibacterial activity of hybrid structures based on 5-nitrofurfural acetylhydrazone and 3,5-dichlorosalicylanilides

  • V. G. Dudarev,
  • M. I. Vasendin,
  • O. M. Tikhomirova

摘要

A series of hybrid compounds were synthesized based on 5-nitrofurfural acetylhydrazone and 3,5-dichlorosalicylanilides, the structural fragments of which are linked to each other via the oxygen atom in the aniline moiety of salicylanilide. The synthesis of the target compounds included three steps: esterification of the carboxymethyl groups of salicylanilides with methanol, hydrazinolysis of the resulting methyl esters followed by the reaction with 5-nitrofurfural. The obtained hybrid compounds exhibited pronounced antimicrobial activity against Staphylococcus aureus with a minimum inhibitory concentration of 0.24–3.91 µg mL−1. The efficacy was found to depend on the position in the aniline fragment of salicylanilide through which the structural fragments are linked.