Abstract
Schiff-base–bearing new bis(thiosemicarbazone) derivatives were prepared from terephthalaldehyde and various thiosemicarbazides. FT–IR, 1H NMR, 13C NMR, and UV–Vis spectroscopic methods and elemental analysis were used to elucidate the identification of the synthesized molecules. The in vitro antioxidant activity of the synthesized compounds was analysed with the 1,1-diphenyl-2-picryl hydrazyl free-radical–trapping process. The synthesized compounds exhibited lower antioxidant activity than the standard ascorbic acid. IC50 values of the synthesized molecules measured from 3.81 ± 0.01 to 29.05 ± 0.11 μM. Among the synthesized compounds, compound 3 had the best antioxidant activity. Moreover, this study explained the structure–activity relationship of the synthesized molecules with different substituents in radical trapping reactions.
Highlights
Thiosemicarbazones are an important class of organic chemicals which have an -NH-C(=S)NH-N= bond
Physical properties The results for the physical properties, yields, melting points, and elemental analyses are given in Tables 1 and 2. 3.2
Vibrational frequencies In the FT-IR spectra, the signal of the aldehyde group (-CHO, 2 bands) of the starting material was not observed at 2780–2660 cm −1
Summary
Thiosemicarbazones are an important class of organic chemicals which have an -NH-C(=S)NH-N= bond. Schiff bases have an extensive range of biological and medicinal properties, such as antimicrobial [12], antiinflammatory [13], antibacterial [14], antifungal [15], insecticidal [16], anticancer [17] antituberculosis [18], anticonvulsant [19], and antioxidant [20] activity They are used as pigments, catalysts, polymer stabilisers, and intermediates in organic synthesis [21]. The significance of free radicals and reactive oxygen species (ROS) in the pathogenicity of various diseases such as metabolic disorders, reperfusion damage, inflammatory diseases, cellular aging, and cancer has attracted substantial consideration [22,23,24] Many of these illnesses occur with the bulking of free radicals in humans. Antioxidants have been noted to play a major role in preserving humans from many potentially fatal illnesses
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