Synthesis and Anti-Inflammatory Activity of 1-Methylhydantoin Cinnamoyl Imides

Abstract

In this study, 1-methylhydantoin cinnamic imides were synthesized from 1-methylhydantoin and <i>trans</i>-cinnamic acid, and their anti-inflammatory activity was investigated. The anti-inflammatory activity in vitro was evaluated by measuring the contents of NO, TNF-α and IL-1β in the supernatant of RAW264.7 cells stimulated by LPS. The cytotoxicity of 1-methylhydantoin cinnamoyl imides on RAW264.7 cells was detected using the CCK-8 method. The results showed that compounds <b>2</b> and <b>4</b> can significantly inhibit the release of NO and reduce the secretion of TNF-α and IL-1β. Compound <b>3</b> inhibited the production of TNF-α. The inhibition rate of COX was evaluated in vitro. The in vivo anti-inflammatory activities of the five compounds were evaluated by establishing an animal model of xylene ear swelling. The results showed that 1-methylhydantoin cinnamic imides could alleviate xylene-induced ear edema in mice in a dose-dependent manner. Among them, the effect of compound <b>5</b> was the most significant. Under the action of high dosage, its ear swelling inhibition rate was as high as 52.08%.