Design, synthesis, and QSAR studies of novel lysine derives as amino-peptidase N/CD13 inhibitors

Bioorg Med Chem. 2008 May 15;16(10):5473-81. doi: 10.1016/j.bmc.2008.04.012. Epub 2008 Apr 11.

Abstract

A series of novel l-lysine derivatives were designed, synthesized, and assayed for their inhibitory activities on amino-peptidase N (APN)/CD13 and matrix metalloproteinase-2 (MMP-2). The preliminary biological test showed that most of the compounds displayed a high inhibitory activity against MMP-2 and a low activity against APN except compound B6 which exhibited good potency (IC(50)=13.2microM) similar with APN inhibitor Bestatin (IC(50)=15.5microM), and could be used as lead compound in the future.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • CD13 Antigens / antagonists & inhibitors*
  • Crystallography, X-Ray
  • Drug Design*
  • Drug Evaluation, Preclinical
  • Inhibitory Concentration 50
  • Leucine / analogs & derivatives
  • Leucine / pharmacology
  • Lysine / analogs & derivatives
  • Lysine / chemical synthesis
  • Lysine / pharmacology*
  • Matrix Metalloproteinase Inhibitors
  • Models, Molecular
  • Molecular Structure
  • Quantitative Structure-Activity Relationship*
  • Stereoisomerism
  • Structure-Activity Relationship

Substances

  • Matrix Metalloproteinase Inhibitors
  • CD13 Antigens
  • Leucine
  • ubenimex
  • Lysine