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Synfacts 2009(2): 0118-0118
DOI: 10.1055/s-0028-1087605
DOI: 10.1055/s-0028-1087605
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag
Stuttgart ˙ New York
Synthesis of (+)-Leucascandrolide A Macrolactone
P. A. Evans*, W. J. Andrews
The University of Liverpool, UK and Indiana University, Bloomington, USA
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
22. Januar 2009 (online)
Significance
Leucascandrolide A was isolated from the sponge Leucascandra caveolata and shows cytotoxic activity against KB (throat epithelial cancer), P388 (murine leukemia) and also antifungal activity against Candida albicans. This convergent synthesis of Leucascandrolide A macrolactone assembles the 1,5-bis(tetrahydropyran) moiety in E in a one-pot diastereoselective sequential two-component etherification followed by oxa-conjugate addition.