Structure-activity relationship studies of salubrinal lead to its active biotinylated derivative

  • Bioorg Med Chem Lett. 2005 Sep 1;15(17):3849-52. doi: 10.1016/j.bmcl.2005.05.120.
Kai Long  1 ,  Michael Boyce ,  He Lin ,  Junying Yuan ,  Dawei Ma
Affiliations
  • 1. State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, China.
PMID: 16002288 DOI: 10.1016/j.bmcl.2005.05.120
Abstract

The synthesis and structure-activity relationships (SAR) of salubrinal, a small molecule that protects cells from Apoptosis induced by endoplasmic reticulum (ER) stress, are described. It is revealed that the trichloromethyl group greatly contributes to the activity. Based on the SAR results, salubrinal was converted into a biotinylated derivative which retains activity and can be used as a biological tool for target identification.