Synthesis and biological evaluation of new jasplakinolide (jaspamide) analogs

  • Bioorg Med Chem Lett. 2010 Sep 1;20(17):5104-7. doi: 10.1016/j.bmcl.2010.07.023.
Arun K Ghosh  1 ,  Zachary L Dawson ,  Deuk Kyu Moon ,  Ruoli Bai ,  Ernest Hamel
Affiliations
  • 1. Department of Chemistry, Purdue University, West Lafayette, IN 47907, USA. [email protected]
PMID: 20678932 DOI: 10.1016/j.bmcl.2010.07.023
Abstract

Synthesis and biological evaluation of jasplakinolide analogs are described. The synthesis of analogs utilized a diastereoselective syn-aldol reaction and an orthoester Claisen rearrangement as key steps. All synthetic analogs were evaluated for their ability to disrupt the actin Cytoskeleton. Compounds 2, 3, and 4 essentially displayed similar activity to jasplakinolide.