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Protonation equilibria of rauwolfia alkaloids in sulfuric acid solutions
Authors:Manuel Balon  Carmen Carmona-Guzman  Domingo Gonzalez
Affiliation:Departamento de Fisicoquímica Aplicada. Facultad de Farmacia. Universidad de Sevilla. 410012-SevillaSpain
Abstract:The pKa values for the indole ring protonation equilibria of the Rauwolfia alkaloids, yohimbine, ajmalicine, reserpine and reserpiline have been measured in strongly sulfuric acid solutions. The alkaloids obey the HI acidity function stablished by Hinman and Lang for indole ring protonation, but they are considerably weaker bases than alkylindoles. Evidences indicating that these compounds behave as carbon bases are reported.
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