SYNTHESIS, CHARACTERIZATION, IN VITRO ANTI INFLAMMATORY ACTIVITY AND QSAR EVALUATION OF BENZOTRIAZOLYL)-3-{5-(CARBOXYMETHYL) DIAZENYL] -2-HYDROXYPHENYL}PROP-2-ENOIC ACID DERIVATIVES
C. M. Jamkhandi*, J. I. Disouza, S. B. Magdum, K. B. Swami, P. S. Kumbhar
ABSTRACT
Synthesis of Benzotriazol-1-yl-3-{5-[(E)-(carboxymethyl) diazenyl]-2-hydroxyphenyl}prop-2-enoic acid derivatives based on diazonium coupling reaction. The five derivatives from Ie to Ve obtained by diazonium coupling reaction with various amino acids through intermediate compound (2E)-2-(1H-benzotriazol-1-yl)-3-(2-hydroxyphenyl)prop-2-enoic acid. The synthesized derivatives were characterized on basis of physical, chemical properties, TLC, IR, NMR and Mass spectral data. All the derivatives evaluated for in vitro anti-inflammatory activity. Quantitative Structural Activity Relationship (QSAR) was analyzed using set of predictor variables like physicochemical parameters and response variables like in vitro anti-inflammatory activity data. The data obtained reveal the derivatives IIe showed remarkable % inhibitory activity of protein precipitation, IIIe, Ve showed good and Ie, IVe exhibited moderate percentage of inhibition in comparison with standard.
Keywords: Benzotriazole, Diazonium Coupling Reaction, Condensation reaction, benzotriazole derivatives, anti-inflammatory activity.
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