Acceleration and inhibition of the hydrolysis of penicillin G by dimerization and cyclodextrin inclusion

Chemical and Pharmaceutical Bulletin

Volumn 45, Issue 4, 1997, Pages 577-583

  Hada, Sakae ^a   Neya, Saburo ^a   Funasaki, Noriaki ^a  

^a KYOTO PHARMACEUTICAL UNIVERSITY   (Japan)

Author keywords

cyclodextrin; dimerization; hydrolysis; penicillin G

Indexed keywords

ACID; ALPHA CYCLODEXTRIN; BETA CYCLODEXTRIN; BUFFER; CYCLODEXTRIN; GAMMA CYCLODEXTRIN; HYDROXIDE; PENICILLIN G; POTASSIUM CHLORIDE; PROTON;

AQUEOUS SOLUTION; ARTICLE; CHEMICAL REACTION; DIMERIZATION; DISSOCIATION CONSTANT; DRUG HYDROLYSIS; EQUILIBRIUM CONSTANT; MICELLE; MICHAELIS MENTEN KINETICS; REACTION ANALYSIS;

EID: 0030913435     PISSN: 00092363     EISSN: None     Source Type: Journal    
DOI: 10.1248/cpb.45.577     Document Type: Article

References (30)

1. 2, 1 : 2 binding constant for basic PCG dimer.
2. a) Fendler J. H., Fendler E. J., "Catalysis in Micellar and Macromolecular Systems," Academic Press, New York, 1975, Chapters IV and XI;
3. b) Bender M. L., Komiyama M., "Cyclodextrin Chemistry," Springer-Verlag, New York, 1978, Chapters IV and V.
4. Saenger W., "Inclusion Compounds," Vol. 2, ed. by Attwood J. L., Davies J. E. D., MacNicol D. D., Academic Press, London, 1984, Chapter VIII.
5. Szejtli J., "Cyclodextrin Technology," Kluwer Academic Publishers, Dordrecht, 1988.
6. Clarke R. J. J., Coates J. H., Lincoln S. F., Carbohydr. Res., 127, 181 (1983).
7. Funasaki N., Yodo H., Hada S., Neya S., Bull. Chem. Soc. Jpn., 65, 1323 (1992).
8. Harada A., Li J., Kamachi M., Nature (London), 356, 325 (1992).
9. Fujita K., Ejima S., Imoto T., J. Chem. Soc. Chem. Commun., 1984, 1277.
10. Breslow R., Chung S., J. Am. Chem. Soc., 111, 8296 (1989).
11. Attwood D., Florence A. T., "Surfactant Systems," Chapman and Hall, London, 1984, Chapter IV.
12. Funasaki N., Adv. Colloid Interface Sci., 43, 87 (1993).
13. Funasaki N., Hada S., Neya S., Chem. Pharm. Bull., 42, 779 (1994).
14. Roberts R. M., "Serendipity," John Wiley and Sons, New York, 1989, Chapter XXIV.
15. Hou J. P., Poole J. W., J. Pharm. Sci., 60, 503 (1971).
16. Van Krimpen P. C., van Bennekom W. P., Bult A., Pharm. Weekblad Sci. Ed., 9, 1 (1983).
17. Schwartz M. A., J. Pharm. Sci., 54, 472 (1965).
18. Finholt P., Jürgensen G., Kristiansen H., J. Pharm. Sci., 54, 38 (1965).
19. Tutt D. E., Schwartz M. A., J. Amer. Chem. Soc., 93, 767 (1971).
20. Mizukami Y., Ichimura P., Yamana T., Yakuzaigaku, 38, 45 (1978).
21. Aki H., Yamamoto K., Sawai N., Yamamoto M., Drug Design Delivery, 7, 59 (1990).
22. Ammar H. O., El-Nahhas S. A., Ghorab M. M., Pharmazie, 51, 568 (1996).
23. French D., Levine M. L., Pazur J. H., Norberg E., J. Amer. Chem. Soc., 71, 353 (1949).
24. Sophianopolos A. J., Warner I. M., Anal. Chem., 64, 2652 (1992).
25. Levine B. B., Arch. Biochem. Biophys., 93, 55 (1961).
26. Brandriss M. W., Denny E. L., Huber M. A., Steinman H. G., "Antimicrobial Agents and Chemotherapy-1962," American Society for Microbiology, Ann Arbor, Michigan, 1962, p. 626.
27. Funasaki N., J. Phys. Chem., 83, 1998 (1979).
28. Funasaki N., J. Phys. Chem., 83, 237 (1979).
29. Bunton C. A., Nome F., Quina F. H., Romsted L. S., Acc. Chem. Res., 24, 354 (1991).
30. Kurz J. L., J. Phys. Chem., 66, 2239 (1962).