Synthesis and evaluation of the anti-nociceptive and anti-inflammatory activity of 4-aminoquinoline derivatives

Bioorg Med Chem. 2015 Aug 1;23(15):4390-4396. doi: 10.1016/j.bmc.2015.06.029. Epub 2015 Jun 18.

Abstract

In this paper, we describe the synthesis and pharmacological evaluation of a series of 4-aminoquinolines. The compounds were characterised and tested in models of pain and inflammation, using the writhing test with acetic acid, formalin test, peritonitis test by zymosan and arthritis test with Freund's adjuvant complete assay. The results revealed that all of the 4-aminoquinolines that were prepared promoted anti-nociceptive activity as well as acute and chronic anti-inflammatory effects, with marked activity in the derivates labelled with BAQ and 7-CF3-MAQ. After 7 days of treatment, 7-CF3-MAQ did not induce significant hepatotoxicity, gastrotoxicity or nephrotoxicity.

Keywords: Aminoquinolines; Anti-inflammatory; Anti-nociceptive; Rheumatism; Toxicity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aminoquinolines / chemical synthesis
  • Aminoquinolines / chemistry*
  • Aminoquinolines / therapeutic use
  • Analgesics / chemical synthesis*
  • Analgesics / chemistry
  • Analgesics / therapeutic use
  • Animals
  • Anti-Inflammatory Agents / chemical synthesis*
  • Anti-Inflammatory Agents / chemistry
  • Anti-Inflammatory Agents / therapeutic use
  • Arthritis / drug therapy
  • Arthritis / etiology
  • Freund's Adjuvant / toxicity
  • Male
  • Mice
  • Pain / chemically induced
  • Pain / drug therapy
  • Pain Measurement
  • Peritonitis / chemically induced
  • Peritonitis / drug therapy
  • Rats
  • Rats, Wistar
  • Zymosan / toxicity

Substances

  • Aminoquinolines
  • Analgesics
  • Anti-Inflammatory Agents
  • Freund's Adjuvant
  • Zymosan
  • 4-aminoquinoline