Pharmacological in vitro evaluation of new substance P-cyclodextrin derivatives designed to drug targeting towards NK1-receptor bearing cells

Biochim Biophys Acta. 2001 Dec 19;1541(3):150-60. doi: 10.1016/s0167-4889(01)00139-2.

Abstract

Some biological properties of new bifunctional conjugates designed for drug targeting were evaluated through in vitro experiments. Eight peptidylcyclodextrin compounds were used, which correspond to modified beta- or gamma-cyclodextrin (CD) grafted on neuropeptide substance P (SP) or a shorter derivative (SP(4-11)). Using anti-SP and anti-CD antibodies as molecular probes, we showed that the main structural features of the two moieties of these adducts were preserved. Binding experiments, using CHO cells expressing the human SP-specific NK1 receptor, demonstrated the functionality of all peptidylcyclodextrin derivatives, which exhibited IC50 values in a 10(-9)-10(-7) M range. All compounds were able to induce a pharmacological response, triggering phosphatidylinositol turnover with EC50 values in the same range as the natural ligand. Moreover, autoradiography analysis of rat spinal corn sections proved that [125I]SP binding was dose-dependently displaced by one selected compound (a gamma-CD-SP), showing a similar affinity of this adduct for the rat neurokinin 1 receptor. Our observations demonstrate that these peptidylcyclodextrins efficiently target NK1 receptor-expressing cells.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antibodies / immunology
  • Autoradiography
  • Binding, Competitive
  • CHO Cells
  • Cricetinae
  • Cyclodextrins / chemistry
  • Cyclodextrins / immunology
  • Cyclodextrins / pharmacology*
  • Drug Delivery Systems*
  • Drug Design
  • Molecular Structure
  • Receptors, Neurokinin-1 / biosynthesis
  • Receptors, Neurokinin-1 / drug effects*
  • Receptors, Neurokinin-1 / genetics
  • Recombinant Proteins / biosynthesis
  • Substance P / analogs & derivatives*
  • Substance P / chemistry
  • Substance P / immunology
  • beta-Cyclodextrins*
  • gamma-Cyclodextrins*

Substances

  • Antibodies
  • Cyclodextrins
  • Receptors, Neurokinin-1
  • Recombinant Proteins
  • beta-Cyclodextrins
  • gamma-Cyclodextrins
  • Substance P
  • betadex
  • gamma-cyclodextrin