Abstract

Various novel Schiff base compounds have been synthesized by reaction of 2-hydroxy-4-pentadecylbenzaldehyde with substituted benzothiophene-2-carboxylic acid hydrazide and different substituted aromatic or heterocyclic amines in the presence of acetic acid in ethanol. The structures of all these compounds were confirmed by elemental analysis, IR, 1H-NMR, 13C-NMR, and mass spectral data and have been screened for antibacterial and antifungal activity.

Highlights

  • Compounds with the structure of –C=N–(azomethine group) are known as Schiff bases, which are usually synthesized by condensation of primary amines and active carbonyl groups

  • We report the synthesis of a novel Schiff base from substituted benzothiophene-2-carboxylic acid hydrazide, various aromatic and heterocyclic amines with 2-hydroxy-4pentadecylbenzaldehyde as a moiety

  • We report the results of biological screening for possible antibacterial and antifungal activity of the resulting derivatives and we discuss the relationship of molecular structure and the bioactivity (Table 1)

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Summary

Introduction

Compounds with the structure of –C=N–(azomethine group) are known as Schiff bases, which are usually synthesized by condensation of primary amines and active carbonyl groups. Schiff bases are an important class of compounds in the medicinal and the pharmaceutical field, including antibacterial [1, 2], antifungal [3, 4], and antitumor activity [5, 6]. Heterocyclic-containing Schiff bases can show dramatically increased biological activities. We report the synthesis of a novel Schiff base from substituted benzothiophene-2-carboxylic acid hydrazide, various aromatic and heterocyclic amines with 2-hydroxy-4pentadecylbenzaldehyde as a moiety. We report the results of biological screening for possible antibacterial and antifungal activity of the resulting derivatives and we discuss the relationship of molecular structure and the bioactivity (Table 1)

Results and Discussion
Antimicrobial Evaluation
Experimental
General Procedure for Synthesis of Compounds 4a–d
Conclusion

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