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Generation of Antifungal Stilbenes Using the Enzymatic Secretome of Botrytis cinerea

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    Generation of Antifungal Stilbenes Using the Enzymatic Secretome of Botrytis cinerea
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    † Agroscope, Domaine de Recherche Protection des Végétaux, Route de Duillier 50, P.O. Box 1012, 1260 Nyon, Switzerland
    ‡ School of Pharmaceutical Sciences, EPGL, University of Geneva, University of Lausanne, CMU, 1, Rue Michel Servet, 1211 Geneva 4, Switzerland
    § Department of Phytochemistry, Medicinal Plants and Drugs Research Institute, ShahidBeheshti University, G. C., Evin, Tehran, Iran
    *Tel.: + 41 223793641. Fax: +41 223793399. E-mail: [email protected] (E. F. Queiroz).
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    Journal of Natural Products

    Cite this: J. Nat. Prod. 2017, 80, 4, 887–898
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    https://doi.org/10.1021/acs.jnatprod.6b00760
    Published March 23, 2017
    Copyright © 2017 The American Chemical Society and American Society of Pharmacognosy
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    Abstract

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    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.

    Copyright © 2017 The American Chemical Society and American Society of Pharmacognosy

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    Journal of Natural Products

    Cite this: J. Nat. Prod. 2017, 80, 4, 887–898
    Click to copy citationCitation copied!
    https://doi.org/10.1021/acs.jnatprod.6b00760
    Published March 23, 2017
    Copyright © 2017 The American Chemical Society and American Society of Pharmacognosy
    Request reuse permissions

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