Synthesis and antioxidant activity of a new 4-aminocoumarin derivative

Ristić, Novica • Radulović, Niko • Dekić, Biljana • Ristić, Milenko • Dekić, Vidoslav

Abstract

Synthesis, spectral characterization, and evaluation of in vitro antioxidant activity of a new coumarin derivative, 4- ((1,3,4-thiadiazol-2-yl)amino)-3-nitro-2H-chromene-2-one, are described. The synthesis of the new product was performed in three reaction steps, with a good overall yield (78%). The structure was corroborated by detailed spectral analysis, including the 1D and 2D NMR experiments (1H- and 13C NMR; 1H-1H COSY, NOESY, HSQC, and HMBC). The in vitro antioxidant activity was evaluated using the DPPH test. The synthesized compound possesses a good free-radical scavenging activity, IC50=596.7±0.3 μg/ml, and can serve as a model for the synthesis of similar compounds with promising antioxidant effects.

Funding

Ministry of Education, Science and Technological Development of Serbia [Project No. 172061].
Ministry of Education, Science and Technological Development of Serbia [Project No. 45022].