Synthesis and Structure-Activity Relationship Studies of Dioxane- and Oxathiane-Based Analogs of (–)-Zampanolide
Etienne Cotter,
Simon Glauser,
Alina Lelke
et al.
Abstract:We have prepared a series of analogs of the complex marine macrolide (–)-zampanolide, which incorporate a dioxane-, oxathiane-, or oxathiane-dioxide ring in place of the natural tetrahydropyran moiety and we have determined their microtubule-binding affinity and antiproliferative activity against human cancer cells. The synthesis of these analogs was based on a convergent strategy with a HWE-based macrocyclization and a stereoselective aza-aldol reaction as key steps. The microtubule-binding affinity and cellu… Show more
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