A Diverted Total Synthesis of Mycolactone Analogues: An Insight into Buruli Ulcer Toxins

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Chany, Anne-Caroline | Casarotto, Virginie | Schmitt, Marjorie | Tarnus, Céline | Guenin-Macé, Laure | Demangel, Caroline | Mirguet, Olivier | Eustache, Jacques | Blanchard, Nicolas

Edité par CCSD ; Wiley-VCH Verlag -

International audience. Mycolactones are complex macrolides responsible for a severe necrotizing skin disease called Buruli ulcer. Deciphering their functional interactions is of fundamental importance for the understanding, and ultimately, the control of this devastating mycobacterial infection. We report herein a diverted total synthesis approach of mycolactones analogues and provide the first insights into their structure–activity relationship based on cytopathic assays on L929 fibroblasts. The lowest concentration inducing a cytopathic effect was determined for selected analogues, allowing a clear picture to emerge by comparison with the natural toxins.

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