Čes. slov. farm. 2001, 50(2):89-91

Study of the Kinetics of Hydrolysis of Stobadine Acyl Derivatives, the Prodrug Forms of Extinguishers of Free Oxygen Radicals. Part 3: Hydrolysis in Neutral Medium

M. Ondrášová, M. Stankovičová, Ž. Bezáková, L. Beneš

¹ Katedra farmaceutickej chémie Farmaceutickej fakulty Univerzity Komenského, Bratislava

Ústav chemických liečiv Farmaceutickej fakulty Veterinárnej a Farmaceutickej Univerzity

The pyridoindole derivative stobadin, [(-)-cis-2,8-dimetyl-2,3,4,4a,5,9b-hexahydro-1H-pyrido[4,3b]-indole] is a perspective antiarrhythmic, antihistamine, anaesthetic, antiulcerous drug capable of extinguishing free oxygen radical. Its prodrug forms - N(5) - acyl-substituted stobadine - of the active substance - stobadine - have been prepared and it is assumed that the will be hydrolyzed in the organism and the active substance will be released in higher concentrations in different biological tissues. The present paper is concerned with the investigation of the kinetics of the hydrolysis of 13 acyl derivatives of stobadine in the medium of a buffer solution of pH 7 at temperatures of 70 °C and 75 °C spectrophotometrically in the UV region of the spectrum. The determined rate constants were correlated with the length of the side acyl chain and the pKa values of the drugs under study. The profile of log k - pH of substances was determined.

Keywords: stobadine derivatives; extinguishers of the free oxygen radicalcs; kinetics of neutral hydrolysis

Published: February 1, 2001  Show citation