Synthesis, characterization and biological activity potential of some novel thiourea derivatives

Abstract

Within the scope of this study, a new series of thiourea derivatives were synthesized by refluxing different anthranilic acid derivatives with various isothiocyanates in dry acetone medium. The synthesized compounds were purified by crystallization and their purity was determined by TLC method. The structures of the obtained compounds were elucidated by using different spectroscopic methods such as IR, 1H-NMR, 13C-NMR, besides elemental analysis. The inhibitory effects of the compounds against DPPH radical scavenging, α-glucosidase and acetylcholinesterase were investigated by using spectrophotometric method. The results showed that the compounds had moderate radical scavenging activity according to gallic acid (92.25 ± 0.14% at 100 µM) which was used as a reference compound. Compound 5 in the presence of trifluoromethyl group demonstrated the highest α-glucosidase inhibitory effect with 52.26 ± 2.35% at 100 µM. On the other hand, the compounds demonstrated low AChE inhibitory effects compared to galantamine (80.33 ± 0.77% at 100 µM) which was used as a reference compound.

Keywords

• Thiourea
• anthranilic acid
• DPPH radical scavenging
• α-glucosidase
• acetylcholinesterase

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