Cyclic peptides containing tryptophan and arginine as Src kinase inhibitors.

Basic Information

ID: ALA2380274

Journal: Bioorg Med Chem Lett

Title: Cyclic peptides containing tryptophan and arginine as Src kinase inhibitors.

Authors: Nasrolahi Shirazi A, Tiwari RK, Brown A, Mandal D, Sun G, Parang K.

Abstract: A number of cyclic and linear peptides containing various combinations of amino acids were evaluated for their Src kinase inhibitory potency. Among all the peptides, cyclic decapeptide C[RW]5 containing alternative arginine (R) and tryptophan (W) residues was found to be the most potent Src kinase inhibitor. C[RW]5 showed higher inhibitory activity (IC50=2.8 μM) than C[KW]5, L(KW)5, C[RW]4, and C[RW]3 with IC50 values of 46.9, 69.1, 21.5, and 25.0 μM, respectively, as determined in a fluorescence intensity-based assay. Thus, the cyclic nature, the presence of arginine, ring size, and the number of amino acids in the structure of the peptide were found to be critical in Src kinase inhibitory potency. The IC50 value of C[RW]5 was found to be 0.8 μM in a radioactive assay using [γ-(32)P]-ATP and polyE4Y as the substrate. C[RW]5 was a noncompetitive Src kinase inhibitor, showing approximately fourfold more selectivity towards Src than Abl.

CiteXplore: 23602444

DOI: 10.1016/j.bmcl.2013.03.124

Patent ID: