Synthesis, characterization and pharmacological evaluation of novel schiff bases of imide moiety

Abstract

Imides are the biologically active compounds having different pharmacological activities such as analgesic, anti-inflammatory, anti-microbial, anti-depressant and anti-cancer etc. These compounds play an important role in medicinal chemistry in drug development and drug discovery. In this research novel Schiff bases of imides moiety have been synthesized which showed analgesic and anti-inflammatory activities. Novel Schiff base derivatives of imides moiety have been synthesized by multistep reaction. First step involves the reaction of phthalic anhydride with 4-amino benzaldehyde in the presence of dichloromethane which results in the formation of 4-(1,3-dioxoisoindolin-2-yl) benzaldehyde. Then, this compound on reaction with various derivatives of aniline in the presence of glacial acetic acid produced the desirable new Schiff bases. The structure of these compounds has been established by IR, 1H-NMR studies and elemental analysis. The synthesized compounds were screened for their anti-inflammatory potential using carrageenan-induced rat paw edema model and analgesic activity by tail immersion and hot plate methods in mice at different concentrations i.e., 100, 200 and 300 mg kg-1. The results showed that the Schiff bases of imide moiety possess significant therapeutic potential and can be used as analgesic and anti-inflammatory agents.