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Generation of Antifungal Stilbenes Using the Enzymatic Secretome of Botrytis cinerea

Gindro, Katia
Schnee, Sylvain
Nejad Ebrahimi, Samad
Codina, Josep Massana
Voinesco, Francine
Michellod, Emilie
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Published in Journal of Natural Products. 2017, vol. 80, no. 4, p. 887-898
Abstract The protein secretome of Botrytis cinerea was used to perform the biotransformation of resveratrol, pterostilbene, and a mixture of both. Metabolite profiling by UHPLC-HRMS revealed the presence of compounds with unusual molecular formula, suggesting the existence of new products. To isolate these products, the reactions were scaled-up, and 21 analogues were isolated and fully characterized by NMR and HRESIMS analyses. The reaction with pterostilbene afforded five new compounds, while the reaction with a mixture of pterostilbene and resveratrol afforded seven unusual stilbene dimers. The antifungal properties of these compounds were evaluated using in vitro bioassays against Plasmopara viticola. The cytological effects of the isolated antifungal compounds on the ultrastructure of P. viticola were also evaluated.
Keywords Antifungal Agents/chemistry/pharmacologyBiotransformationBotrytis/chemistryFungal Proteins/chemistryMolecular StructureNuclear Magnetic ResonanceBiomolecularOomycetes/chemistryPlant Diseases/microbiologyStilbenes/chemistry/metabolism/pharmacologyVitis/chemistry
PMID: 28332842
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Research group Phytochimie et produits naturels bioactifs
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GINDRO, Katia et al. Generation of Antifungal Stilbenes Using the Enzymatic Secretome of Botrytis cinerea. In: Journal of Natural Products, 2017, vol. 80, n° 4, p. 887-898. doi: 10.1021/acs.jnatprod.6b00760 https://archive-ouverte.unige.ch/unige:112406

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Deposited on : 2018-12-18

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