Synthesis and structure-activity relationships of linear and conformationally constrained peptide analogues of CIYKYY as Src tyrosine kinase inhibitors

Anil Kumar, Guofeng Ye, Yuehao Wang, Xiaofeng Lin, Gongqin Sun, Keykavous Parang

Research output: Contribution to journalArticlepeer-review

Abstract

A series of peptide analogues of Ac-CIYKYY (1) were synthesized by functional group modifications in peptide side chains or by introducing conformational constraints, to improve the inhibitory potency against active Src kinase. Ac-CIYKF(4-NO2)Y (2, IC50 = 0.53 μM) and conformationally constrained peptide 31 (IC50 = 0.28 μM) exhibited 750- and 1400-fold higher inhibitory activities, respectively, versus that of 1 (IC50 = 400 μM). Compound 2 exhibited a partial competitive inhibition pattern against ATP.

Original languageEnglish (US)
Pages (from-to)3395-3401
Number of pages7
JournalJournal of Medicinal Chemistry
Volume49
Issue number11
DOIs
StatePublished - Jun 1 2006
Externally publishedYes

ASJC Scopus subject areas

  • Organic Chemistry

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