Generation of PEGylated VPAC1-selective antagonists that inhibit proliferation of a lung cancer cell line

Peptides. 2008 Mar;29(3):479-86. doi: 10.1016/j.peptides.2007.09.003. Epub 2007 Sep 12.

Abstract

Vasoactive intestinal peptide (VIP) binds to two receptors, VPAC1 and VPAC2. Non-selective VIP antagonists have been shown to inhibit human cancer cell proliferation and reduce tumor growth in mice. Many human cancers over-express VPAC1 but not VPAC2. We show that VPAC1-selective antagonists can inhibit human cancer cell proliferation and identify five positions in the VPAC1-selective antagonist PG 97-269 that may be responsible for VPAC1 selectivity. Position 16 appears to be particularly critical for selectivity, as demonstrated in the replacement of Arg16 of PG 97-269 with the native VIP amino acid; this single change results in greatly reduced VPAC1 binding and selectivity. Finally, we show that site-specific conjugation with a 22kDa polyethylene glycol (PEG) at the C-terminus of VPAC1-selective antagonists further improves VPAC1-selective binding and has minimal effect on antagonistic activity. Our studies have further solidified VPAC1 as a cancer target and offer the possibility of generating highly potent VPAC1-selective antagonists with minimal number of mutations to reduce the risk of immunogenicity and potentially prolonged duration of action to allow more efficient treatment regimen.

MeSH terms

  • Amino Acid Sequence
  • Animals
  • CHO Cells
  • Cell Line, Tumor
  • Cell Proliferation / drug effects*
  • Cricetinae
  • Cricetulus
  • Electrophoresis, Polyacrylamide Gel
  • Humans
  • Lung Neoplasms / genetics
  • Lung Neoplasms / metabolism
  • Lung Neoplasms / pathology
  • Molecular Sequence Data
  • Peptide Fragments / chemistry
  • Peptide Fragments / pharmacology*
  • Polyethylene Glycols / chemistry*
  • Protein Binding / drug effects
  • Radioimmunoassay
  • Receptors, Vasoactive Intestinal Polypeptide, Type I / antagonists & inhibitors*
  • Receptors, Vasoactive Intestinal Polypeptide, Type I / genetics
  • Receptors, Vasoactive Intestinal Polypeptide, Type I / metabolism
  • Sequence Homology, Amino Acid
  • Structure-Activity Relationship
  • Vasoactive Intestinal Peptide / chemistry
  • Vasoactive Intestinal Peptide / pharmacology

Substances

  • PG 97-269
  • Peptide Fragments
  • Receptors, Vasoactive Intestinal Polypeptide, Type I
  • Vasoactive Intestinal Peptide
  • Polyethylene Glycols