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Updated: Jun 23, 2026
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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
Synthesis and SAR of C12-C13-oxazoline derivatives of epothilone A
Bernhard Pfeiffer1, Kurt Hauenstein, Philipp Merz
1Swiss Federal Institute of Technology (ETH) Zürich, Zürich, Switzerland.
Abstract:
The SAR of a series of new epothilone A derivatives with a 2-substituted-1,3-oxazoline moiety trans-fused to the C12-C13 bond of the deoxy macrocycle have been investigated with regard to tubulin polymerization induction and cancer cell growth inhibition. Significant differences in antiproliferative activity were observed between different analogs, depending on the nature of the substituent at the 2-position of the oxazoline ring. The most potent compounds showed comparable activity with the natural product epothilone A. Modeling studies provide a preliminary rationale for the observed SAR.
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