title: A diverted total synthesis of mycolactone analogues: an insight into Buruli ulcer toxins.
abstract: 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.
authors: Université de Haute-Alsace, Ecole Nationale Supérieure de Chimie de Mulhouse, Laboratoire de Chimie Organique et Bioorganique EA4566, 3 rue A. Werner, 68093 Mulhouse Cedex, France.
authors: Anne-Caroline
authors: AC
authors: Chany
authors: Virginie
authors: V
authors: Casarotto
authors: Marjorie
authors: M
authors: Schmitt
authors: Céline
authors: C
authors: Tarnus
authors: Laure
authors: L
authors: Guenin-Macé
authors: Caroline
authors: C
authors: Demangel
authors: Olivier
authors: O
authors: Mirguet
authors: Jacques
authors: J
authors: Eustache
authors: Nicolas
authors: N
authors: Blanchard
mesh_terms: D000818:Animals; D001427:Bacterial Toxins / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D054312:Buruli Ulcer / Q000139:chemically induced* / Q000382:microbiology / Q000473:pathology; D005347:Fibroblasts / Q000187:drug effects; D018942:Macrolides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D051379:Mice; D015394:Molecular Structure; D009164:Mycobacterium Infections / Q000473:pathology; D019911:Mycobacterium ulcerans / Q000737:chemistry; D013329:Structure-Activity Relationship
chemical_list: D001427:Bacterial Toxins; D018942:Macrolides; C117218:mycolactone; C451488:mycolactone A; C451489:mycolactone B