Investigation of 7-benzylidenenaltrexone derivatives as a novel structural antitrichomonal lead compound

Bioorg Med Chem Lett. 2015 Nov 1;25(21):4890-4892. doi: 10.1016/j.bmcl.2015.06.002. Epub 2015 Jun 10.

Abstract

We evaluated antitrichomonal effects of δ opioid receptor (DOR) agonists and antagonists. Although all the agonists were inactive, the DOR antagonists BNTX (2a) and its derivatives 2b-d showed antitrichomonal activity with MIC of 20-40 μM. In addition, the development of a more effective synthetic method for the BNTX derivatives was achieved by using the Knoevenagel condensation.

Keywords: Antagonist; BNTX; DOR; Opioid; Trichomonas.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antitrichomonal Agents / chemical synthesis
  • Antitrichomonal Agents / chemistry*
  • Antitrichomonal Agents / pharmacology*
  • Benzylidene Compounds / chemical synthesis
  • Benzylidene Compounds / chemistry
  • Benzylidene Compounds / pharmacology*
  • Dose-Response Relationship, Drug
  • Female
  • Humans
  • Molecular Structure
  • Naltrexone / analogs & derivatives*
  • Naltrexone / chemical synthesis
  • Naltrexone / chemistry
  • Naltrexone / pharmacology
  • Receptors, Opioid, delta / agonists*
  • Receptors, Opioid, delta / antagonists & inhibitors*
  • Structure-Activity Relationship
  • Trichomonas Vaginitis / drug therapy*

Substances

  • Antitrichomonal Agents
  • Benzylidene Compounds
  • Receptors, Opioid, delta
  • 7-benzylidenenaltrexone
  • Naltrexone