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Evaluation of the Lipophilic Properties of Opioids, Amphetamine-like Drugs, and Metabolites Through Electrochemical Studies at the Interface Between Two Immiscible Solutions by Rubin Gulaboski; M. Natalia D.S. Cordeiro; Nuno Milhazes; Jorge Garrido; Fernanda Borges; Miguel Jorge; Carlos M. Pereira; Ivan Bogeski; Aluska Helguera Morales; Blaze Naumoski; A. Fernando Silva is a Biochemistry, Genetics and Molecular Biology article available to read on EtoBox.

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For the first time, the partition coefficients of the ionized forms of several opioids, amphetamine-like drugs, and their metabolites were determined by studying their ionic transfer process across the bare interface water/organic solvent. The ionic partition coefficients of the monocationic forms of 12 compounds--heroin, 6-monoacetylmorphine (6-MAM), morphine, acetylcodeine, codeine, dihydrocodeine, methamphetamine, amphetamine, 3,4-methylenedioxymethamphetamine (MDMA or "ecstasy"), 3,4-methylenedioxyamphetamine (MDA), 3-methoxy-alpha-methyldopamine (3-OMe-alpha-MeDA), and alpha-methyldopamine (alpha-MeDA)-were attained using electrochemical measurements, by cyclic voltammetry, at the interface between two immiscible electrolyte solutions (ITIES). Then the acquired lipophilicity values were correlated to the chemical structure of the compounds and with the metabolic pathways central to each class of drugs. Although the mechanisms of biotoxicity of this type of drugs are still unclear, the data obtained evidence that the lipophilicity of metabolites may be a contributing factor for the qualitative differences found in their activity. In addition, the partition coefficients of the i

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Author

Rubin Gulaboski; M. Natalia D.S. Cordeiro; Nuno Milhazes; Jorge Garrido; Fernanda Borges; Miguel Jorge; Carlos M. Pereira; Ivan Bogeski; Aluska Helguera Morales; Blaze Naumoski; A. Fernando Silva

Publisher

Elsevier Science; Elsevier ; Elsevier Inc.; Elsevier BV (ISSN 0003-2697)

Published

2007

Language

EN

Field

Biochemistry, Genetics and Molecular Biology (Life Sciences)