Synthesis, Characterization and Antibacterial Activities of N-[1-(Substituted phenyl)ethyl]-2-hydroxybenzohydrazide

doi:10.7503/cjcu20120193

Abstract

Abstract:

A series of novel N-[1-(Substituted phenyl)ethyl]-2-hydroxybenzohydrazide derivatives was designed and synthesized by combining o-hydroxyl phenyl and substituted phenyl ethyl with the bridge of hydrazide bond, based on antibacterial characteristics of o-hydroxydiphenyl ethers and aromatic hydrazine compounds. Salicylic hydrazide was prepared by hydrazinolysis of methylsalicylate, and then condensated with the substituted acetophenones, finally reacted with NaBH₄ to obtain the title compounds. The structures of the seven compounds were confirmed by ¹H NMR, IR and elemental analysis. The results of preliminary bioassay showed that the title compounds had obvious specificity and selective antibacterial activities to different classificatory bacterium, and the inhibitory rates against Escherichia coli and Monilia albican of compounds 3b and 3e were as high as 100% at a mass concentration of 1×10^-4 g/mL, which displayed excellent antibacterial activities, and the inhibitory rates against Staphlococcus aureus were over 70%, which exhibited a certain extent antibacterial activities. The analysis of structure-activity relationship showed that the antibacterial activities of the title compounds were enhanced by the halogen groups of the phenyl ring, but reduced by -NO₂ and -CH₃ of the phenyl ring.

Key words: N-[1-(Substituted phenyl)ethyl]-2-hydroxybenzohydrazide, Hydrazindysis, Antibacterial activity

CLC Number:

O625
R914.5

TrendMD:

ZOU Min, LU Jun-Rui, CHEN Hui-Ping. Synthesis, Characterization and Antibacterial Activities of N-[1-(Substituted phenyl)ethyl]-2-hydroxybenzohydrazide[J]. Chem. J. Chinese Universities, 2012, 33(10): 2235.

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Synthesis, Characterization and Antibacterial Activities of N-[1-(Substituted phenyl)ethyl]-2-hydroxybenzohydrazide

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