Beilstein J. Org. Chem.2017,13, 1596–1660, doi:10.3762/bjoc.13.159
Matthias Gehringer Karl-Heinz Altmann Department of Chemistry and Applied Biosciences, Institute of Pharmaceutical Sciences, ETH Zürich, Vladimir-Prelog-Weg 4, 8093 Zürich, Switzerland 10.3762/bjoc.13.159 Abstract Mycolactones are a group of macrolides excreted by the human pathogen Mycobacterium
ulcerans, which exhibit cytotoxic, immunosuppressive and analgesic properties. As the virulence factor of M. ulcerans, mycolactones are central to the pathogenesis of the neglected disease Buruli ulcer, a chronic and debilitating medical condition characterized by necrotic skin ulcers. Due to their complex
structure and fascinating biology, mycolactones have inspired various total synthesis endeavors and structure–activity relationship studies. Although this review intends to cover all synthesis efforts in the field, special emphasis is given to the comparison of conceptually different approaches and to the
PDF
Graphical Abstract
Figure 1:
Initial proposal for the core macrolactone structure (left) and the established complete structure ...