An improved route to (+)-tedanolide and analysis of its subtle effects controlling conformation and biological behaviour.
CHEMISTRY-A EUROPEAN JOURNAL(2012)
摘要
The improved synthesis of the antitumor compound (+)-tedanolide is described through an aldol coupling of bis-ketone 7. This modification shortens the synthetic steps in the endgame and provides rapid access to this biologically important natural product. Additionally, it serves as a probe in order to unravel the conformational effects that impede or enable its successful synthesis. Having this way access to des-epoxy-tedanolide, its biological characterization surprisingly unravelled the mode of action to resemble candidaspongiolide rather than deoxytedanolide.
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关键词
aldol,antitumor agents,natural products,tedanolide,vinylogous aldol
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