Synthesis and biological evaluation of substituted 4-(OBz)phenylalanine derivatives as novel N-type calcium channel blockers

Bioorg Med Chem Lett. 1999 Apr 19;9(8):1121-6. doi: 10.1016/s0960-894x(99)00160-2.

Abstract

Selective N-type Voltage Activated Calcium Channel (VACC) blockers have shown utility in several models of stroke and pain. In the process of searching for small molecules as N-type calcium channel blockers, we have identified a series of N,N-dialkylpeptidylamines (e.g., PD 175069) with potent functional activity at N-type VACC. Further modification of the leucine moiety of PD 175069 with a cyclized ring structure provides a series of novel molecules. Syntheses and pharmacological evaluation of the series are presented.

MeSH terms

  • Calcium Channel Blockers / chemical synthesis*
  • Calcium Channel Blockers / pharmacokinetics*
  • Humans
  • Inhibitory Concentration 50
  • Models, Chemical
  • Phenylalanine / analogs & derivatives*
  • Phenylalanine / chemical synthesis*
  • Phenylalanine / pharmacokinetics*
  • Tumor Cells, Cultured

Substances

  • Calcium Channel Blockers
  • Phenylalanine