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The Journal of pharmacy and pharmacology1998; 50(3); 291-296; doi: 10.1111/j.2042-7158.1998.tb06863.x

HPLC on Chiralcel OJ-R for enantiomer separation and analysis of ketoprofen, from horse plasma, as the 9-aminophenanthrene derivative.

Abstract: Racemic ketoprofen is a non-steroidal anti-inflammatory drug used to treat musculoskeletal and colic conditions in horses. The enantioselective chiral inversion of ketoprofen administered to horses has been studied by use of cellulose tris(4-methylbenzoate), also known as Chiralcel OJ-R, as chiral stationary phase; acetonitrile - 0.02 M perchlorate buffer (pH 2.0)-methanol, 60:15:25 (v/v/v) was used as mobile phase. Before chromatography, to effect adequate chiral interaction with the chiral stationary phase ketoprofen was derivatized with 9-aminophenanthrene, under acid conditions, after solid-phase (C18) extraction and then liquid-liquid extraction, to ensure effective removal of endogenous plasma materials. The 9-aminophenanthrene derivative of S-ibuprofen was used as internal standard. The enantiomers of ketoprofen were separated to baseline (Rs = 6.44, alpha = 1.76) within a short analysis time. The results indicate that the bio-inversion of R-ketoprofen to the S isomer is significant in equine species. However, considerable differences in pharmacokinetic parameters were observed, indicating large inter-animal variation.
Publication Date: 1998-05-26 PubMed ID: 9600721DOI: 10.1111/j.2042-7158.1998.tb06863.xGoogle Scholar: Lookup
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  • Journal Article

Summary

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The research article presents a study on the separation and analysis of the enantiomers of ketoprofen, a non-steroidal anti-inflammatory drug used in horses, from horse plasma using a specific high-performance liquid chromatography technique. The results reveal significant bio-inversion of one isomer to another in horses, as well as notable inter-animal variation.

Methodology

  • The researchers employed a chiral stationary phase known as cellulose tris(4-methylbenzoate) or Chiralcel OJ-R to study the enantioselective chiral inversion of ketoprofen administered to horses.
  • The mobile phase utilized was a mixture of acetonitrile, 0.02 M perchlorate buffer with a pH of 2.0, and methanol in the volumetric ratio of 60:15:25.
  • Prior to chromatography, ketoprofen was derivatized with 9-aminophenanthrene under acidic conditions. This was done following solid-phase (C18) extraction and liquid-liquid extraction in order to effectively remove any endogenous materials from the plasma.
  • The researchers used the 9-aminophenanthrene derivative of S-ibuprofen as an internal standard.

Results

  • The enantiomers of ketoprofen were successfully separated to the baseline with an Rs value of 6.44 and an alpha value of 1.76 within a short analysis time.
  • The results revealed that there was significant bio-inversion of R-ketoprofen to the S isomer in horses.
  • However, there were significant differences noted in the pharmacokinetic parameters across the sample population, indicating a high degree of inter-animal variation.

Conclusions

  • The findings of this study can enhance understanding of how ketoprofen, a common non-steroidal anti-inflammatory drug used in equines, behaves differently in different animals.
  • This research underlines the need for personalized dosing strategies in veterinary medicine, particularly when it comes to non-steroidal anti-inflammatory drugs.
  • Furthermore, these results might lead to the development of more effective and safer pain management therapies for horses in the future.

Cite This Article

APA
Aboul-Enein HY, Van Overbeke A, Vander Weken G, Baeyens W, Oda H, Deprez P, De Kruif A. (1998). HPLC on Chiralcel OJ-R for enantiomer separation and analysis of ketoprofen, from horse plasma, as the 9-aminophenanthrene derivative. J Pharm Pharmacol, 50(3), 291-296. https://doi.org/10.1111/j.2042-7158.1998.tb06863.x

Publication

ISSN: 0022-3573
NlmUniqueID: 0376363
Country: England
Language: English
Volume: 50
Issue: 3
Pages: 291-296

Researcher Affiliations

Aboul-Enein, H Y
  • Biological and Medical Research, MBC-03, King Faisal Specialist Hospital and Research Centre, Riyadh, Saudi Arabia.
Van Overbeke, A
    Vander Weken, G
      Baeyens, W
        Oda, H
          Deprez, P
            De Kruif, A

              MeSH Terms

              • Animals
              • Anti-Inflammatory Agents, Non-Steroidal / blood
              • Anti-Inflammatory Agents, Non-Steroidal / isolation & purification
              • Benzoates
              • Biotransformation
              • Cellulose / analogs & derivatives
              • Chromatography, High Pressure Liquid / methods
              • Fluorescent Dyes
              • Horses
              • Ibuprofen / blood
              • Ibuprofen / isolation & purification
              • Ketoprofen / blood
              • Ketoprofen / isolation & purification
              • Male
              • Phenanthrenes
              • Stereoisomerism

              Citations

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