Original articleEvaluation of a new benzothiazole derivative with antioxidant activity in the initial phase of acetaminophen toxicity

Add time:08/31/2019    Source:sciencedirect.com

Increasing evidence indicates that benzothiazoles and thioureas have the ability to inactivate reactive chemical species through their antioxidant activity. In this context, we designed and synthesized two benzothiazole-isothiourea derivatives, (E)-5-((benzo[d]thiazol-2-ylimino)(methylthio)methylamino)-2-hydroxybenzoic acid (compound 1) and (S,E)-2-((benzo[d]thiazol-2-ylimino)(methylthio)methylamino)-3-(4-hydroxyphenyl) propanoic acid (compound 2). The 2,2′-diphenyl-1-picrylhydrazyl radical reduction and Fenton reaction were used to evaluate the free radical scavenging activity of both compounds in vitro. The results indicated that compound 1 exhibited the highest scavenging activity. Hence, it was evaluated ex vivo using the initial phase of the acetaminophen-induced hepatotoxicity model. In particular, we demonstrated that compound 1 increased the reduced glutathione content and decreased the malondialdehyde levels. In addition, it was capable of inhibiting cytochrome P450 and producing a protective effect against the reactive intermediary N-acetyl-p-benzoquinoneimine.

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