Abstract
Stilbenes, especially resveratrol and its derivatives, have become famous for their positive effects on a wide range of medical disorders, as indicated by a huge number of published studies. A less investigated area of research is their antimicrobial properties. A series of 13 trans-resveratrol analogues was synthesized via Wittig or Heck reactions, and their antimicrobial activity assessed on two different grapevine pathogens responsible for severe diseases in the vineyard. The entire series, together with resveratrol, was first evaluated on the zoospore mobility and sporulation level of Plasmopara viticola (the oomycete responsible for downy mildew). Stilbenes displayed a spectrum of activity ranging from low to high. Six of them, including the most active ones, were subsequently tested on the development of Botrytis cinerea (fungus responsible for grey mold). The results obtained allowed us to identify the most active stilbenes against both grapevine pathogens, to compare the antimicrobial activity of the evaluated series of stilbenes, and to discuss the relationship between their chemical structure (number and position of methoxy and hydroxy groups) and antimicrobial activity.
Highlights
Plants possess an innate immune system that prevents their infection by most of microorganisms such as oomycetes and fungi [1]
A series of 13 trans-resveratrol analogues was synthesized via Wittig or Heck reactions and the structures were confirmed by 1H, 13C-NMR, HRMS, and IR after purification [20]
This study allowed us to compare the antimicrobial activity of 13 E-stilbenes with resveratrol on two grapevine pathogens
Summary
Plants possess an innate immune system that prevents their infection by most of microorganisms such as oomycetes and fungi [1] This self-defense potential includes the production of the secondary metabolites phytoalexins, antimicrobial compounds synthesized and accumulated in response to biotic or abiotic stresses [2,3]. 13 trans-resveratrol analogues were synthesized as previously described [20] to identify better candidates than trans-resveratrol to control two harmful grapevine pathogens: P. viticola (downy mildew) and B. cinerea (grey mold) This allowed us to compare their antimicrobial activity against both pathogens and to discuss the chemical structure/antimicrobial activity relationships of these compounds
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