Browse > Article

Design and Synthesis of Anticonvulsive Agents as Potential Dual Acting Prodrugs and Their Anticonvulsive Activities  

김은경 (영남대학교 약학대학)
최병기 (영남대학교 약학대)
김종걸 (영남대학교 약학대)
이정희 (경성대학교 약학대)
최종원 (경성대학교 약학대)
이응석 (영남대학교 약학대학)
Publication Information
YAKHAK HOEJI / v.48, no.3, 2004 , pp. 182-188 More about this Journal
Abstract
This study aimed to synthesize new anticonvulsive agents as potential dual acting prodrugs. For the synthesis of ester or amide prodrug types, p-hydroxybenzaldehyde or valproic acid was coupled with clinically usable anticonvulsants or GABAmimetics with use of DCC/DMAP coupling methods. Also their anticonvulsive activities were evaluated.
Keywords
prodrug; anticonvulsant; GABA;
Citations & Related Records
연도 인용수 순위
  • Reference
1 Krall, R. L., Penry, J. K., White, B. G., Kupferberg, H. J. and Swinyard, E. A. : Antiepileptic drug development: II. Anticonvulsant drug screening, Epilepsia 19, 409 (1978)
2 Raines, A., Niner, J. M. and Pace, D. G. : A comparison of the anticonvulsant, neurotoxic and lethal effects of diphenyl-barbituric acid, phenobarbital, diphenyl-hydantoin in the mouse. J. Pharmacol. Exp. Ther. 186, 315 (1973)
3 Ali, F. E., Bondinell, W. E., Dandridge, P. A., Frazee , J. S., Garvey, E., Girard, G. R., Kaiser C., Ku, T. W., Lafferty, J. J., George I. G. I., Oh, H.-J., Rush, J. A., Setler, P. E., Stringer, O. D., Venslavsky, J. W., Volpe, B. W., Yunger L. M. and Zirkle, C. L. : Orally active and potent inhibitors of ${\gamma}$-aminobutyric acid uptake. J. Med. Chem. 28, 653 (1985)   DOI   PUBMED
4 Dichter M. A. and Ayala, G. E : Cellular mechanisms of epilepsy: a status report. Science 237, 157 (1987)
5 Krogsgaard-Larsen, P. : ${\gamma}$-Aminobutyric acid agonist, an-tagonist and uptake inhibitors. Design and therapeutic aspects. J. Med. Chem. 24, 1377 (1981)
6 Canney, D. J., Holland, K. D., Levine, J. A., McKeon, A. C., Ferrendelli, J. A. and Covey, D. E : Synthesis and structureactivity studies of alkyl-substituted ${\gamma}$-butyrolactones and ${\gamma}$-thio-butyrolactones: Ligands for the picrotoxin receptor. J. Med. Chem. 34, 1460 (1991)
7 McNamara, J. O. : Cellular and molecular basis of epilepsy. J. Neurosci. 14, 3413 (1994)
8 Jung, M. J., Lippert, B., Metcalf, B. W., Bohlen, P. and Schechter, P. J. : ${\gamma}$-Vinyl GABA (4-amino-hex-5-enoic acid), a new selective irreversible inhibitor of GABA-T: Effect on brain GABA mrtabolism in mice. J. Neurochem. 29, 797 (1977)
9 Neises, B. and Steglich, W. : Esterification of carboxylic acids with dicyclohexyl-carbodiimide/4-dimethylaminopyridine: tert-Butyl ethyl fumarate. Organic Synthesis 7, 357 (1991)
10 Carey, F. A. and Sundberg, R. J. : Advanced organic chemistry. Part B: Reactions and synthesis, third edition. Plenum Press 152 (1993)