Synthesis, antioxidant and α-amylase inhibition activity of naphthalene-containing 2,4,5-trisubstituted imidazole derivatives

• Published in: Journal of chemical sciences (Bangalore, India) India), 2019-07, Vol.131 (7), p.1-7, Article 62
• Main Authors: Somashekara, B, Thippeswamy, B, Vijayakumar, G R
• Format: Article
• Language: English
• Subjects: Acetic acid; Ammonium acetate; Amylases; Antioxidants; Benzil; Chemistry; Chemistry and Materials Science; Chemistry/Food Science; Derivatives; Free radicals; Imidazole; Naphthalene; NMR; Nuclear magnetic resonance; Regular Article; Scavenging; Spectrum analysis; Substitutes
• ISSN: 0974-3626; 0973-7103
• DOI: 10.1007/s12039-019-1639-0

A series of naphthalene ring containing 2,4,5-trisubstituted imidazole derivatives ( 2a – 2l ) were synthesized using one-pot multicomponent reaction. The reactions were carried out using naphthaldehyde and substituted benzil in the presence of ammonium acetate in acetic acid media. All newly synthesized imidazole derivatives were characterized by FT-IR, 1 H NMR, 13 C NMR and mass spectral analysis. Newly synthesized imidazole derivatives were screened for their in-vitro antioxidant activity by DPPH free radical scavenging assay method and α -amylase inhibition activity by DNS method. All the compounds showed excellent α -amylase activity at 10, 50 and 100 μ g / mL and compounds 2d , 2g , 2k exhibited good antioxidant activity. Graphic abstract A series of naphthalene ring containing 2,4,5-trisubstituted imidazole derivatives ( 2a – 2l ) were synthesized through one-pot multicomponent reaction using naphthaldehyde, substituted benzil and ammonium acetate in acetic acid medium with good yield. The structure of all compounds were confirmed by spectroscopic methods and evaluated for their in vitro α -amylase inhibition and antioxidant activity.