Abstract

New bis(isatins-thio/carbohydrazones) based on Schiff bases were prepared from terephthalaldehyde biscarbohydrazone and 5-substituted isatins in the presence of a drop of sulfuric acid under reflux in ethanol. Terephthalaldehyde bis(thio/carbohydrazone) was synthesized by the reaction of (thio)/carbohydrazide and terephthalaldehyde in the presence of a few drops of acetic acid under reflux in ethanol. The structures of these synthesized compounds were determined using IR, 1H NMR, and 13C NMR spectroscopy and elemental analysis. The in vitro antioxidant activity of all the compounds was determined by the 1,1-diphenyl-2-picryl hydrazyl (DPPH.) free radical scavenging method. Compound 2 showed the best antioxidant activity.

Highlights

  • Schiff bases, including isatins, are known to have a broad range of pharmacological properties including anticonvulsant [1,2], antibacterial, antiviral [3,4,5,6,7,8], antioxidant [9,10,11], anti-HIV, and antifungal activity [3,4,6,7,12]

  • We report that new bis-isatins/carbohydrazones based on Schiff bases have been prepared from thio/carbohydrazones and 5-substituted isatins in the presence of a drop of H 2 SO 4 under reflux in ethanol

  • The in vitro antioxidant activity of all the compounds was measured by the 1,1-diphenyl-2-picryl hydrazyl (DPPH .) free radical scavenging method and compared with ascorbic acid as the standard

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Summary

Introduction

Schiff bases, including isatins, are known to have a broad range of pharmacological properties including anticonvulsant [1,2], antibacterial, antiviral [3,4,5,6,7,8], antioxidant [9,10,11], anti-HIV, and antifungal activity [3,4,6,7,12]. The in vitro antioxidant activity of all the compounds was measured by the 1,1-diphenyl-2-picryl hydrazyl (DPPH .) free radical scavenging method and compared with ascorbic acid as the standard. The current experimental results for the physical properties, melting points, yields, and elemental analyses are summarized in Tables 1 and 2.

Results
Conclusion
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