Design nonpeptide mimetics

Hniby et al. used their bioactive conformation model for [(2S,3J2)TMT ]DPDPE for a different purpose (Fig. 2.9), that is, to design nonpeptide peptide mimetics. A major interest of medicinal chemists is the development of peptide mimetics (235). The concept of pep-... 

M. Kahn and S. Wilke, Peptide Chem., Struct. Biol., Proc. 11th Am. Peptide Symp., 489 (1990). The Design and Synthesis of Nonpeptide Mimetics of Erabutoxin B. 

In order to improve cellular permeabihty nonpeptidic pTyr mimetics have been designed and compound 179 was found as a potent, cell permeable inhibitor of PTPIB [57]. 

Sun H, Nikolovska-Coleska Z, Lu J et al (2007) Design, synthesis and characterization of a potent, nonpeptide, cell-permeable, bivalent smac mimetic that concurrently targets both the BIR2 and BIR3 domains in XIAP. J Am Chem Soc 129 15279-15294... 

Sun H, Nikolovska-Coleska Z, Yang CY et al (2008) Design of small-molecule peptidic and nonpeptidic Smac mimetics. Acc Chem Res 41(10) 1264-1277... 

In a follow-up study, Smith and Hirschmann have elaborated a pyrrolinone-based mimetic of the /3-strand//3-sheet conformations [33, 34], in which all of the key recognition features (i.e., side chains and hydrogen-bond donors/acceptors) are faithfully represented within a low-molecular-weight nonpeptide analog 4 (Fig. 4.3-3). This design has been applied to the development of antagonists of HIV-1 protease and more recently to mimics of major histocompatibility complex (MHC) class II protein substrate [34, 35]. 

M. Chorev, E. Roubini, C. Gilon, and Z. Selinger, Biopolymers, 31, 725 (1991). Toward Nonpeptidal Substance P Mimetic Analogues Design, Synthesis, and Biological Activity. 

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