A Fast and Efficient Molecular Networking Approach for Reactivity of Natural Products Exploration in Plant Extracts: Application to Diterpene Esters from Euphorbia dendroides - Sciences pour l'Environnement Accéder directement au contenu
Article Dans Une Revue Journal of Natural Products Année : 2024

A Fast and Efficient Molecular Networking Approach for Reactivity of Natural Products Exploration in Plant Extracts: Application to Diterpene Esters from Euphorbia dendroides

Une approche de réseau moléculaire rapide et efficace pour l'exploration de la réactivité des produits naturels dans les extraits de plantes : Application aux esters de diterpènes d'Euphorbia dendroides

Résumé

Natural products represent a rich source of bioactive compounds, covering a large chemical space. Even if challenging, this diversity can be extended by applying chemical modifications. However, these studies generally require multigram amounts of isolated natural products and face frequent testing failures. To overcome this limitation, we propose a rapid and efficient approach that uses molecular networking (MN) to visualize the new chemical diversity generated by simple chemical modifications of natural extracts. Moreover, the strategy deployed enables the most appropriate reagents to be defined quickly upstream of a reaction on a pure compound, in order to maximize chemical diversity. This methodology was applied to the latex extract of Euphorbia dendroides to follow the reactivity toward a series of Brønsted and Lewis acids of three class of diterpene esters identified in this species: jatrophane, terracinolide, and phorbol. Through the molecular networking interpretation, with the aim to illustrate our approach, BF3·OEt2 was selected for chemical modification on isolated jatrophane esters. Three rearranged compounds (3–5) were obtained, showing that the most appropriate reagents can be selected by MN interpretation
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Dates et versions

hal-04588954 , version 1 (27-05-2024)

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Mélissa Nothias-Esposito, Fanny Roussi, Julien Paolini, Marc Litaudon, Sandy Desrat. A Fast and Efficient Molecular Networking Approach for Reactivity of Natural Products Exploration in Plant Extracts: Application to Diterpene Esters from Euphorbia dendroides. Journal of Natural Products, inPress, ⟨10.1021/acs.jnatprod.4c00190⟩. ⟨hal-04588954⟩
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