ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

Neural Network Method, the Tool for Studying Biological Activity of Compounds. Relationship between Infiltration Anaesthesia, Coded Structural Information, and Chromatographic Properties Applied in Homologous Series of Alkoxy-Substituted Esters of Phenylcarbamic Acids

Š. Hatrik, J. Lehotay, and J. Čižmárik

Institute of Chemistry, Faculty of Natural Sciences, Comenius University, SK-842 15 Bratislava

Abstract: The mathematical method of neural network was employed for studying of infiltration anaesthetic activity of five homologous series of o- and m-alkoxy-substituted morpholino-, piperidino-, perhydroazepino-, and dimethylaminoethyl esters and piperidinopropyl esters of phenylcarbamic acids, respectively. RP-HPLC capacity factors were used for the characterization of the lipophilicity of tested drugs. The three-layer perceptron, that is trained by the back propagation of errors, was successfully used for supplementing of the incomplete original data matrix and also for smoothing of the biological data. The relationships between the infiltration anaesthesia and the number of C atoms in the alkoxy side chain (LC capacity factors, respectively) for the homologous series presented the peak character, which is in agreement with the theoretical assumptions.The locations of maxima were dependent on the position of the alkoxy side chain in the molecules of tested drugs. The maxima of infiltration anaesthesia for the homologous series of esters of phenylcarbamic acids occurred at seven and eight C atoms in the alkoxy side chain. m-Substituted drugs presented maxima in the range from three to five C atoms (except of piperidinopropyl esters which had a flat maximum at eight C atoms and dimethylaminoethyl esters which had two maxima at four and seven C atoms). Generally, the infiltration anaesthetic activity of the o-derivatives was higher than that of m-substituted drugs.

Full paper in Portable Document Format: 493a149.pdf

Chemical Papers 49 (3) 149–154 (1995)