An effective anticonvulsant prepared following a host-guest strategy that uses hydroxypropyl-β-cyclodextrin and benzaldehyde semicarbazone

Biochemical and Biophysical Research Communications

Volumn 296, Issue 2, 2002, Pages 241-246

  Beraldo, Heloisa ^a   Sinisterra, Rubén D ^a   Teixeira, Letícia R ^a   Vieira, Rafael P ^a   Carolina Doretto, Maria ^a  

^a FEDERAL UNIVERSITY OF MINAS GERAIS   (Brazil)

Author keywords

Anticonvulsants; Bio availability; Cyclodextrins; Pharmaceutical formulations; Semicarbazones

Indexed keywords

2 HYDROXYPROPYL BETA CYCLODEXTRIN; ANTICONVULSIVE AGENT; BENZALDEHYDE DERIVATIVE; SEMICARBAZONE DERIVATIVE; WATER;

ANIMAL EXPERIMENT; ANIMAL MODEL; ARTICLE; AUDIOGENIC SEIZURE; CONTROLLED STUDY; DRUG ACTIVITY; DRUG BIOAVAILABILITY; DRUG SCREENING; DRUG SOLUBILITY; DRUG SYNTHESIS; ELECTRIC SHOCK; NONHUMAN; PRIORITY JOURNAL; RAT;

ANIMALS; ANTICONVULSANTS; BENZALDEHYDES; BETA-CYCLODEXTRINS; CYCLODEXTRINS; ELECTROSHOCK; EPILEPSY; HUMANS; MAGNETIC RESONANCE SPECTROSCOPY; MOLECULAR STRUCTURE; RATS; RATS, WISTAR; SEIZURES; SEMICARBAZONES; SPECTROSCOPY, FOURIER TRANSFORM INFRARED; X-RAY DIFFRACTION;

EID: 0036389390     PISSN: 0006291X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0006-291X(02)00865-3     Document Type: Article

References (19)

1. J.O. Mc Namara, Drugs effective in the therapy of the epilepsies, in: J.G. Hardman, L.E. Limbird (Eds.), Goodman and Gilman's The Pharmacological Basis of Therapeutics, 10th ed., Mc Graw-Hill, New York, 2001, pp. 521-547.
2. P.K. Kadaba, K. Pankaja, G. Lin, L. Zhaiwei, Hydrazones, hydrazines, semicarbazones, and thiosemicarbazones derived from pyridyl ketones as anticonvulsant drugs and excitatory amino acid anatagonists, US 5,942,527 Patent, 1999.
3. G. Ibrahim, G.M. Bouet, I.H. Hall, M.A. Khan, Stability constants of potent cytotoxic copper(II) complexes with furan semicarbazones in ethanolic solutions, Journal of Inorganic Biochemistry 81 (2000) 29-34, and references therein.
4. J.R. Dimmock, Aryl semicarbazones derivatives are anticonvulsants with low neurotoxicity useful for treating epilepsy, WO9406758-A1, 1994.
5. J.R. Dimmock, K.K. Sidhu, R.S. Thayer, P. Mack, M.J. Duffy, R.S. Reid, J.W. Quail, U. Pugazhenthi, A. Ong, J.A. Bikker, D.F. Weaver, Anticonvulsant activities of some arylsemicarbazones displaying potent oral activity in the maximal electroshock screen in rats accompanied by high protection indices, J. Med. Chem. 36 (16) (1993) 2243-2252.
6. J.R. Dimmock, Semicarbazones having CNS activity and pharmaceutical preparations containing same, US patent 5,741,818,1998.
7. J. Szejtli, Introduction and general overview of cyclodextrin chemistry, Chem. Rev. 98 (1998) 1743-1753.
8. K. Uekama, F. Hirayama, T. Irie, Cyclodextrin drug carrier systems, Chem. Rev. 98 (1998) 2045-2076.
9. F. Hirayama, K. Urekama, Cyclodextrin-based controlled drug release system, Adv. Drug Delivery Rev. 36 (1999) 125-141.
10. M.E. Cortès, R.D. Sinisterra, M.J. Avila-Campos, N. Torta-mano, R.G. Rocha, The chlorehexidine: β-cyclodextrin inclusion compound: preparation, characterization, and microbiological evaluation, J. Inclusion Phenomena Macrocyclic Chem. 0 (2001) 1-6.
11. M.C. Doretto, C.G. Fonseca, R.B. Lôbo, V.C. Terra, J.A.C. Oliveira, N. Garcia-Cairasc, Genetic selection of a colony of rats prone to audiogenic seizures: a qualitaitve and quantitative study, Annals of the 1st Latinamerican Congress of Epilepsy, Abstract, 288, Santiago, Chile, 2000.
12. N. Garcia-Cairasco, M.C. Doretto, R.B. Lobo, Genetic selection of a strain of Wistar rats susceptible to audiogenic seizures. A quantitative analysis, Epilepsia 31 (1990) 815.
13. N. Garcia-Cairasco, H. Wakamatsu, J.A.C. Oliveira, E.L.T. Gomes, E.A. Del, H. Bel, L.E.A. Mello, Neuroethological and morphological (Neo-Timm stainning) correlates of limbic recruitment during the development of audiogenic kindling in seizure susceptible Wistar rats, Epilepsy Res. 26 (1996) 177-192.
14. P. Mura, M.T. Faucci, G.P. Bettinetti, The influence of polyvinylpyrrolidone on naproxen complexation with hydroxypropyl-β-cyclodextrin, Eur. J. Pharm. Sci. 13 (2001) 187-194.
15. V.M. Kolb, J.W. Stupar, T.E. Janota, W.L. Duax, Abnormally high IR frequencies for benzaldehyde and acetophenone series, J. Org. Chem. 54 (1989) 2341-2346.
16. R.R. Babu, N. Vijayan, R. Gopalakrishnan, P. Ramasamy, Growth and characterization of benzaldehyde semicarbazone (BSC) single crystals, J. Crystal Growth 240 (2002) 545-548.
17. P.K Owens, A.F. Fell, M.W. Coleman, J.C. Berridge, Screening of cyclodextrins by nuclear magnetic resonance for the design of chiral capillary electrophoresis separations, J. Chromatogr. A 797 (1998) 149-164.
18. H. Beraldo, W. Nacif, D.X. West, Spectral studies of semicarbazones derived from 3- and 4-formylpyridine and 3- and 4-acetylpyridine: crystal and molecular structure of 3-formylpyridine semicarbazone, Spectrochimica Acta 57 (09) (2001) 1847-1854.
19. H. Schneider, F. Hacket, V. Rüdiger, NMR studies of cyclodextrin complexes, Chem. Rev. 98 (1998) 1755-1785.