Differential anti-inflammatory and analgesic effects by enantiomers of zaltoprofen in rodents

Int Immunopharmacol. 2013 Aug;16(4):457-60. doi: 10.1016/j.intimp.2013.05.008. Epub 2013 May 27.

Abstract

In the present study, we investigated the effect of zaltoprofen enantiomers on inflammation and pain and compared their effect with racemic zaltoprofen. S(+)-zaltoprofen potently inhibited the inflammatory response in carrageenan-induced paw edema model, whereas R(-)-zaltoprofen did not. Moreover, the anti-inflammatory effect of S(+)-zaltoprofen was stronger than that of racemic zaltoprofen, suggesting that S(+)-zaltoprofen is an active component of racemic zaltoprofen in terms of anti-inflammatory activity. In contrast, the results of acetic acid-induced writhing model demonstrated that no significant analgesic effect was observed by racemic zaltoprofen and zaltoprofen enantiomers at doses used in carrageenan-induced paw edema model. However, racemic zaltoprofen and zaltoprofen enantiomers all exerted an analgesic effect at higher doses, which is inconsistent with the result of carrageenan-induced paw edema model. Gastric ulcers induced by racemic zaltoprofen and zaltoprofen enantiomers were minimal. Taken together, these results suggest that S(+)-zaltoprofen is a potent and active anti-inflammatory component of racemic zaltoprofen, but both S(+)-zaltoprofen and R(-)-zaltoprofen might seem to contribute to the analgesic effect of racemic zaltoprofen.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Analgesics, Non-Narcotic / administration & dosage
  • Analgesics, Non-Narcotic / adverse effects
  • Analgesics, Non-Narcotic / chemistry
  • Analgesics, Non-Narcotic / therapeutic use
  • Animals
  • Anti-Inflammatory Agents, Non-Steroidal / administration & dosage
  • Anti-Inflammatory Agents, Non-Steroidal / adverse effects
  • Anti-Inflammatory Agents, Non-Steroidal / chemistry*
  • Anti-Inflammatory Agents, Non-Steroidal / therapeutic use*
  • Benzopyrans / administration & dosage
  • Benzopyrans / adverse effects
  • Benzopyrans / chemistry*
  • Benzopyrans / therapeutic use*
  • Disease Models, Animal
  • Dose-Response Relationship, Drug
  • Edema / drug therapy
  • Male
  • Mice
  • Mice, Inbred ICR
  • Pain / drug therapy
  • Propionates / administration & dosage
  • Propionates / adverse effects
  • Propionates / chemistry*
  • Propionates / therapeutic use*
  • Rats
  • Rats, Sprague-Dawley
  • Stereoisomerism
  • Stomach Ulcer / chemically induced
  • Structure-Activity Relationship

Substances

  • Analgesics, Non-Narcotic
  • Anti-Inflammatory Agents, Non-Steroidal
  • Benzopyrans
  • Propionates
  • pyranoprofen