Synthesis and Antioxidant Properties of HeteroBisNitrones Derived from Benzene Dicarbaldehydes

We report herein the synthesis and antioxidant profile of nine novel heterobisnitrones (hBNs) as new alpha-phenyl-tert-butylnitrone (PBN) analogues. The synthesized hBNs 1-9 were evaluated for their antioxidant activity using different in vitro techniques, while they were also tested as inhibitors of soybean LOX, as an indication of their anti-inflammatory effect. Nitrone hBN9 is the most potent antioxidant presenting higher anti-lipid peroxidation and hydroxyl radicals scavenging activities as well as higher lipoxygenase inhibition. In silico calculations reveal that hBN9 follows Lipinski's rule of five and that the molecule is able to penetrate theoretically the brain. All these results led us to propose hBN9 as a new potent antioxidant nitrone.

Automated summary

This study reports the synthesis and evaluation of nine novel heterobisnitrones as antioxidants, with hBN9 showing the highest activity. The results suggest that hBN9 may be a potent antioxidant with potential anti-inflammatory effects.