Rapid Synthesis of Triazole-Modified Resveratrol Analogues via Click Chemistry

Francesca Pagliai, Tracey Pirali, Erika Del Grosso, Riccardo Di Brisco, Gian Cesare Tron, Giovanni Sorba, Armando A. Genazzani

Journal of Medicinal Chemistry · 2005 · 218 citations · 22 references

Concepts

Abstract

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.

References

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