Synthesis, molecular docking and anti-inflammatory potential of novel hydrazones of eugenol in tuberculosis treatment

Abstract

The hydrazone derivatives of eugenol have been designed and synthesized via esterification, hydrazination and treatment with different aldehydes or ketones. All these compounds have been docked with 4COX and 3LN1 (COX-2 enzymes) using Schrodinger v7.4. The compounds have been characterized by IR, 1H NMR and LCMS. The compounds have been evaluated for their anti-inflammatory potential using in vivo carrageenan induced rat hind paw method and in vitro protein denaturation. The study reveals that most compounds have significant anti-inflammatory activity. Tested compounds as per literature prove that they show antitubercular activity. Among tested compounds, compounds 4, 34, 37 and 42 exhibit the highest anti-inflammatory activity. The present study shows that anti-inflammatory activity of the novel hydrazone derivatives of eugenol is strongly connected with the position of the substituent on aromatic aldehyde or ketone. As these compounds possess both the activities, therefore they may be useful in tuberculosis treatment.