Structure and Hydrolysis Study of Inclusion Complex of Cyclodextrin and Aspirin

시클로덱스트린과 아스피린의 포접화합물의 구조와 가수분해에 관한 연구

  • Published : 2000.02.01

Abstract

Specific molecular recognition of cyclodextrin and aspirin was determined. A stable 1:1 inclusion complex was established in solution. The distinct structure of inclusion complex was elucidated by FT-IR, FAB-MS, UV, 1H NMR, and 13C NMR spectroscopy. Based on the 1H NMR data, a time-averaged conformation of $\alpha$-cyclodextrin exhibited significant catalytic activity toward the hydrolysis of aspirin in alkaline solution.

Keywords

References

  1. Cyclodextrin chemistry Bender, M. L.;M. Komiyama
  2. J. Am. Chem. Soc. v.104 Role of cyclohexaamylose C-3 hydroxyls in catalytic hydrolysis Bergeron, R. J.;P. S. Burton
  3. Biotechnology of amylodextrin oligosaccharides no.458 Chang, C. J.;H. S. Choi;A. M. Knevel;Y.-C. Wei;V. Mak.;K. M. Madden;G. P. Carlson;D. M. Grant;L. Diaz;F. G. Morin
  4. Pharmaceutical Research v.9 Molecular complexation: β-cyclodextrin and benzal-dehyde inclusion complex Choi, H. S.;A. M. Knevel;C.-J. Chang
  5. Bull. Kor. Chem. Soc. v.13 Inclusion complex of permethylated-β-cyclodextrin with benzaldehyde Choi, H. S.
  6. J. Kor. Pharm. Sci. v.21 Structure study of inclusion complex of β-cyclodextrin and aspirin Choi, H. S.
  7. Aspirin, Analytical Profiles of Drug substances Florey, K.
  8. The Pharmacological basis of therapeutics(6th eds.) Goodman;Gilman
  9. Bull of the Chem. Soc. Japan v.50 X-ray crystal data of aspirin Harata, K.
  10. Carbohydrate research v.101 A $^{13}C$-NMR study of the formation and molecular dynamics of cycloamylose inclusion complexes with aromatic amino acids Inoue, Y.;T. Okuda;Y. Miyata
  11. Polymer J. v.13 Time-averaged conformations of the inclusion complexes of cyclodextrin in solution Komiyama, M.;H. Hirai
  12. Adv. Pharm. Sci. v.3 The formulation of aspirin Martin, B. K.
  13. J. Rheumatol v.6 Salicylate induced gastrointestinal bleeding comparison between soluble buffered, enteric coated and intravenos administration Mielants, H.;E. M. Veys;G. Verbruggen;K. Schelstraete
  14. J. Org. Chem. v.56 Molecular recognition: α-cyclodextrin and penicillinV inclusion complexation Qi, Z. H.;V. Mak.;L. Diaz;D. M. Grand;C. J. Chang
  15. Cyclodextrins and their inclusion complexes Szejtli, J.