Maali D. Alshammari, P. Kucheryavy, N. Ashpole
Nov 28, 2020
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Journal
Bioorganic & medicinal chemistry letters
Abstract
Flavones are valuable scaffolds in medicinal chemistry, especially as they display activity as antioxidants and neuroprotective agents. The need to incorporate a fluorine atom on flavones has driven much of the recent synthetic work in this area. We now report a route for the production of 3-fluorinated derivatives of 3',4,'5-trihydroxyflavone and 3',4',5'-trimethoxyflavone. Biological evaluation of these agents, along with their non-fluorinated counterparts, demonstrate that antioxidant activity may be enhanced whereas neuroprotective activity is conserved. Also, the 3-fluoro-3',4,'5-trihydroxyflavone can act as an NMR probe to detect structural changes during its action as a radical scavenger.