Opioids and efflux transporters. Part 1: P-glycoprotein substrate activity of N-substituted analogs of meperidine

Bioorg Med Chem Lett. 2007 Mar 1;17(5):1160-2. doi: 10.1016/j.bmcl.2006.12.042. Epub 2006 Dec 21.

Abstract

P-Glycoprotein (P-gp) is an efflux transporter which is up-regulated at the blood-brain barrier in both morphine- and oxycodone-tolerant rats. Numerous studies have shown that many clinically employed opioid analgesics are substrates for P-gp, suggesting that up-regulation of P-gp may contribute to the development of central tolerance to opioids. The studies herein focus on the development of SAR for P-gp substrate activity in the meperidine series of compounds, and show that a meperidine analog of greater potency, N-phenylbutyl-N-normeperidine, has low activity as a P-gp substrate and has the potential to be utilized as a tool to study the contribution of P-gp to the development of central tolerance to opioids.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • ATP Binding Cassette Transporter, Subfamily B / drug effects*
  • Analgesics, Opioid / pharmacology
  • Animals
  • Drug Tolerance*
  • Meperidine / analogs & derivatives*
  • Meperidine / chemistry
  • Meperidine / pharmacology*
  • Rats
  • Structure-Activity Relationship
  • Substrate Specificity

Substances

  • ATP Binding Cassette Transporter, Subfamily B
  • Analgesics, Opioid
  • Meperidine