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Stereoselectivity evaluation of chiral chitosan microspheres delivery system containing rac-KET in vitro and in vivo.
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- Author(s): Yin LN;Yin LN; Zhang YW; Zhang YW; Huang WH; Huang WH; Wang SH; Wang SH; Zheng GL; Zheng GL
- Source:
Drug delivery [Drug Deliv] 2019 Dec; Vol. 26 (1), pp. 63-69.- Publication Type:
Journal Article- Language:
English - Source:
- Additional Information
- Source: Publisher: Taylor & Francis Country of Publication: England NLM ID: 9417471 Publication Model: Print Cited Medium: Internet ISSN: 1521-0464 (Electronic) Linking ISSN: 10717544 NLM ISO Abbreviation: Drug Deliv Subsets: MEDLINE
- Publication Information: Publication: 2015->: Abingdon, Oxford : Taylor & Francis
Original Publication: Orlando, FL : Academic Press, c1993- - Subject Terms: Microspheres*; Anti-Inflammatory Agents, Non-Steroidal/*administration & dosage ; Chitosan/*administration & dosage ; Drug Delivery Systems/*methods ; Ketoprofen/*administration & dosage; Animals ; Anti-Inflammatory Agents, Non-Steroidal/chemistry ; Anti-Inflammatory Agents, Non-Steroidal/metabolism ; Chitosan/chemistry ; Chitosan/metabolism ; Drug Evaluation, Preclinical/methods ; Female ; Ketoprofen/chemistry ; Ketoprofen/metabolism ; Male ; Molecular Docking Simulation/methods ; Rats ; Rats, Sprague-Dawley ; Stereoisomerism
- Abstract: The influence of chiral excipient D-chitosan (CS) on the stereoselective release of racemic ketoprofen (rac-KET) microspheres has been investigated in comparison to those microspheres containing individual enantiomers in vitro and in vivo. Stereoselectivity was observed in vitro release test, with R-KET release slightly higher than that of S-KET, especially in 3% rac-KET loading microspheres. Stereoselectivity is dependent on the content of chiral excipient and pH of release medium. A molecular docking study between CS and KET enantiomers further revealed that S-KET has a stronger interaction with CS compared to R-KET. Moreover, the plasma concentration of KET enantiomers in rats shows substantial differences, as the plasma levels of S-KET were higher than those of R-KET. Plasma levels of enantiomers from the R-KET microspheres had similar stereoselectivity as rac-KET microspheres. The S/R ratio of rac-KET microspheres was significantly lower than that of rac-KET suspension (regular-release formulation) (p<.05), and the differences is 3-5 fold. Besides, rates of R-KET converted to S-KET exhibited differences between rac-KET microspheres and suspension. Similar results were also found between R-KET microspheres and suspension. All investigations suggest that the chitosan interacting preferentially with S-KET to R-KET significantly affect the stereoselective pharmacokinetics of rac-KET from chitosan microspheres in rats.
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Pharm Res. 1993 Nov;10(11):1648-53. (PMID: 8290480) - Contributed Indexing: Keywords: Stereoselective release; chiral excipient; chitosan; ketoprofen; molecular docking study; stereoselective pharmacokinetics
- Accession Number: 0 (Anti-Inflammatory Agents, Non-Steroidal)
9012-76-4 (Chitosan)
90Y4QC304K (Ketoprofen) - Publication Date: Date Created: 20190213 Date Completed: 20190510 Latest Revision: 20200225
- Publication Date: 20240105
- Accession Number: PMC6374939
- Accession Number: 10.1080/10717544.2018.1556360
- Accession Number: 30744429
- Source:
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