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

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, salubr...

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Bibliographic Details
Published in:Bioorganic & medicinal chemistry letters 2005-09, Vol.15 (17), p.3849-3852
Main Authors: Long, Kai, Boyce, Michael, Lin, He, Yuan, Junying, Ma, Dawei
Format: Article
Language:English
Subjects:
Animals
Apoptosis
Apoptosis - drug effects
Biological and medical sciences
Biotinylation
Cell Survival - drug effects
Cinnamates - chemical synthesis
Cinnamates - pharmacology
Dose-Response Relationship, Drug
Inhibitor of eIF2 α dephosphorylation
Medical sciences
Miscellaneous
PC12 Cells
Pharmacology. Drug treatments
Protective Agents - chemical synthesis
Protective Agents - pharmacology
Rats
Structure-Activity Relationship
Synthesis
Thiourea - analogs & derivatives
Thiourea - chemical synthesis
Thiourea - pharmacology
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Summary: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.
ISSN:0960-894X
1464-3405
DOI:10.1016/j.bmcl.2005.05.120