약학회지 (YAKHAK HOEJI)

  • 제39권2호
  • /
  • Pages.175-184
  • /
  • 1995
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  • 0377-9556(pISSN)
  • /
  • 2383-9457(eISSN)
대한약학회 (The Pharmaceutical Society of Korea)
권호 표지

오메프라졸과 $\gamma$-시클로덱스티린과의 복합체 형성 및 제제학적 특성

Interaction between Omeprazole and $\gamma$-Cyclodextrin

  • 발행 : 1995.04.01
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초록

The interaction of omeprazole(OMP) with $\gamma$-cyclodextrin($\gamma$-CyD) was investigated by solubility study and the complexation was confirmed by means of UV/VIS spectrophotometer, circular dichroism, differential scanning calorimeter, and $^{1}$H nuclear magnetic resonance spectra. The stability, dissolution rate, and partition coefficient of the complex were measured. The results present that the benzimidazole moiety and a part of pyridine ring containing sulfur atom of OMP might be included into the cavity of $\gamma$-CyD and the formation type of inclusion complex appeared to be B$_{s}$. The stoichiometric ratio of OMP to $\gamma$-CyD in the complex was found to be 1:1 and the stability constant of the complex found to be 97.1 M$^{-1}$. And the dissolution rate of OMP was markedly increased by inclusion complex formation with $\gamma$-CyD, and so it was above 90% in 5 min. from solid complex. Oil to water partition coefficient of OMP-$\gamma$-CyD complex was 60, which is significantly higher than that of OMP itself, 36.4. The degradation rate constant of OMP were greater than OMP-$\gamma$-CyD complex in aqueous solutions of various pHs, and the half lives of OMP and OMP-$\gamma$-CyD at pH 9 were 279.2 and 509.9 days, respectively, showing that the complex was more stable than OMP, therefore it was thought that OMP was stabilized by inclusion formation with $\gamma$-CyD.

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참고문헌

  1. Jor. Biol. Chem. v.251 no.23 A nonelectrogenic Hpump in plasma membrane of hog stomach Sachs,G.;Chang,H.H.;Rabon,E.;Schackman,R.;Lewin,M.;Saccomani,G.
  2. Am. J. Physiol. v.248 Omeprazole inhibits H secretion by Amphiuma jejunum White,J.F.
  3. Biochim. Biophys. Acta. v.817 The mechanism for inhibition of gastric(H-K)-APTase by omeprazole Lorentzon,P.;Eklundh,B.;Br ndstr m,A.;Wallmark,B.
  4. Med. Res. Reviews v.10 no.1 Omeprazole; The first proton pump inhibitor Lindberg,P.;Brandstrom,A.;Wallmark,B.;Mattsson,H.;Riknerm,L.;Hoffmann,K.J.
  5. Scand, J. Gastroenterol. v.20 no.Sup.108 Development of and oral formulation of omeprazole Pilbrant,A.;Cedeberg,C.
  6. Scand. J. Gastroenterol v.20 no.Sup.108 Determination of omeprazole and metabolites in plasma and urine Persson,B.A.;Lagerstrom,P.O.;Grudevik,I.
  7. 大韓民國特許 제2356호 오메프라졸 經口劑型의 製造 方法 뢰브그렌;쿠르트잉그마르
  8. Yakhak Hoeji v.38 no.3 Development of new omeprazole-ion exchange resin complex Rhee,G.J.;Lee,K.M.;Kim,E.Y.;Lee,C.H.;Hwang,S.J.
  9. Ph.D.thesis,Chungnam Natl. Uni. A study on pharmaceutical formulation of rectal suppositories of omeprazole Lee,C.H.
  10. Yakhak Hoeji v.37 no.4 Formulation of rectal suppositories of omeprazole Lee,C.H.;Hwang,S.J.;Oh,S.J.;Rhee,G.J.
  11. Yakhak Hoeji v.37 no.5 Pharmacokinetics of rectal suppositories containing omeprazole Lee,C.H.;Hwang,S.J.;Kwon,K.I.;Rhee,G.J.
  12. Ph.D.thesis,Chungnam Natl. Uni. A study on complexation of omeprazole for stabilization and phamaceutical formulation Oh,S.J.
  13. Yakhak Hoeji v.35 no.5 Studies on the formation of inclusion complex between omeprazole and β-cyclodextrin So,J.I.;Lee,C.H.;Rhee,G.J.
  14. Yakhak Hoeji v.37 no.4 Complxation and properties of omeprazole with HP-g-CyD Rhee,G.J.;Hwang,S.J.;lee.K.M.;
  15. Yakugaku Zasshi v.101 no.10 Pharmaceutical applications of cyclodextrin comlexation Uekama,K.
  16. Chem. Rev. v.92 no.6 Cyclodextrins and their applications in analytical chemistry Li,S.;Purdy,W.C.
  17. Chem. Pharm. Bull. v.27 no.1 Inclusion complexes of cyclodextrins with cinnamic acid derivatives; Dissolution and thermal behavior Uekama,K.;Hirayama,F.;Esaki,K.;Inoue,M.
  18. Yakugaku Zasshi v.101 no.4 Enhanced bioavailability of phenytoin by β-cyclodextrin complexation Tsuruoka,M.;Hashimoto,T.;Seo,H.
  19. Pharm. Technol. Cyclodextrins in drug formulations: PartⅠ Szejtli,J.
  20. Pharm. Technol. Cyclodextrins in drug formulations; PartⅡ Szejtli,J.
  21. Chem. Pharm. Bull. v.36 no.1 Inclusion mode of flurbiprofen with β-cyclodextrin and heptakis(2,3,6-tri-O-methyl)-β-cyclodextrin and improvements of some pharmaceutical properties of flurbiprofen by complexation Imai,T.;Otagiri,M.;Saito,H.;Uekama,K.
  22. Chem. Pharm. Bull. v.23 no.1 Inclusion complexes of β-cyclodextrin with antiinflammatory drugs fenamates in aqueous solution Ikeda,K.;Uekama,K.Otagiri,M.
  23. Pharm. Technol. v.14 no.6 Physicochemical characteristics and pharmaceutical uses of cyclodextrin derivatives Duchene,D.;Wouessidjewe,D.
  24. Pharm. Technol. v.14 no.8 Physicochemical characteristics and pharmaceutical uses of cyclodextrin derivatives Duchene,D.;Wouessidjewe,D.
  25. Yakugaku Zasshi v.104 no.9 Stabilization and reduction of irritant taste of anti-inflammatory drug pirprofen by β-cyclodextrin complexation Hibi,T.;Tatsumi,M.;Hanabusa,M.;Uekama,K.
  26. Adv. Anal. Chem. Instrum. v.4 Phase solubility technics Higuchi,T.;Connors,K.A.
  27. J. Am. Pharm. Asso. v.43 no.6 Investigation of some complexes formed in solution by caffeine Higuchi,T.;Lach,J.L.
  28. Chem. Pharm. Bull. v.23 Inclusion compounds of non-steroidal anti-inflammatory and other slightly water soluble drugs with α-and β-cyclodextrins in powdered form Kurozumi,M.;Nambu,N.;Nagai,T.
  29. Chem. Pharm. Bull. v.23 no.6 Interaction of α-and β-cyclodextrin with several non-steroidal antiinflammatory drugs in aqueous solution Hamada,Y.;Nambu,N.;Nagai,T.
  30. J. Pharm. Sci. v.66 no.12 Physicochemical properties of β-lactam antibiotics: Oil-water distribution Tsuji,A.;Kubo,O.;Miyamoto,E.;Yamana,T.
  31. J. Pharm. Sci. v.63 no.7 Circular dichroism study on inclusion complexes of β-cyclodextrin with antiinflammatory fanamates Ikeda,K.;Uekama,K.;Otagiri,M.
  32. Chem. Pharm. Bull. v.23 no.7 Inclusion complexes of cinnamic acids with cyclodextrins Uekama,K.;Otagiri,M.;Kanie,Y.;Tanaka,S.;Ikeda,K.
  33. J. Jap. Soc. Starch Sci. v.26 no.3 Structure chemistry of cyclodextrin complexes Harata,K.
  34. J. Kor. Pharm. Sci. v.21 no.4 Structure study of inclusion complex of β-cyclodextrins and aspirin Choi,H.S.
  35. Chem. Pharm. Bull. v.24 no.6 Inclusion complexation of Barbiturates with β-cyclodextrin in aqueous solution.Ⅰ.Spectroscopic study on the mode of interaction Otagiri,M.;Miyaji,T.;Uekama,K.;Ikeda,K.
  36. Chem. Pharm. Bull. v.26 no.4 Inclusion complexation of β-cyclodextrin with some sulfonamides in aqueous solution Uekama,K.;Hirayama,F.;Otagiri,M.;Otagiri.Y.;Ikeda,K.