Synthesis and biological evaluation of some new N-fatty acyl derivatives of 4,5-dimethoxy tryptamine

Abstract

The aim of this study is to synthesize and examine the <i>in vitro</i> anticancer, antioxidant and antimicrobial activities of N-fatty acyl derivatives of 4,5-dimethoxy tryptamine. A series of new N-fatty acyl derivatives of 4,5-dimethoxy tryptamine compounds derived from 2,3-dimethoxy benzaldehyde have been prepared. The synthesized compounds have been characterized and screened for anticancer, antioxidant and antimicrobial activities. The synthesized derivatives have been evaluated for their cytotoxicity on various cell lines. Compounds <b>9a</b> and <b>9g</b> have shown promising cytotoxicity, while compounds <b>9c</b>, <b>9d</b> and <b>9e</b> have shown moderate activity for all the tested cancer cell lines. The antioxidant activities have been determined with regard to DPPH radical scavenging activity, superoxide free radical scavenging activity and inhibition of lipid peroxidation. Based on the results, it has been observed that N-fatty acyl derivatives of 4,5-dimethoxy tryptamine exhibit promising antioxidant activity. In particular, the undecenoic acid-based derivative <b>9d</b> shows good antioxidant activity in all the three assays. Further, the compound <b>9d</b> exhibits significant antimicrobial activity against <i>Bacillus subtilis</i> MTCC 121 with MIC value of 15.6 µg/mL.