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Rapid Synthesis of Triazole-Modified Resveratrol Analogues via Click Chemistry

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posted on 2006-01-26, 00:00 authored by Francesca Pagliai, Tracey Pirali, Erika Del Grosso, Riccardo Di Brisco, Gian Cesare Tron, Giovanni Sorba, Armando A. Genazzani
Resveratrol is a phytoalexin able to display an array of biological activities. We decided to replace the double bond with a triazole ring using the archetypical click reaction:  the Huisgen [3 + 2] cycloaddition. Seventy-two triazole derivatives were synthesized via a parallel combinatorial approach. Preliminary data suggest that this procedure can lead to the synthesis of compounds that display some, but not all, of resveratrol's actions with increased potency.

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