Journal
JOURNAL OF SEPARATION SCIENCE
Volume 39, Issue 7, Pages 1273-1277Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/jssc.201500952
Keywords
Counter-current chromatography; Erythroxylum; Tropane alkaloids
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Funding
- Fundacao Carlos Chagas Filho de Amparo a Pesquisa do Estado do Rio de Janeiro
- Coordenacao de Aperfeicoamento de Pessoal de Nivel Superior
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Tropane alkaloids are bioactive metabolites with great importance in the pharmaceutical industry and the most important class of natural products found in the Erythroxylum genus. However, these compounds are usually separated by traditional chromatographic techniques, in which the sample is progressively purified in multiple chromatographic steps, resulting in a time-and solvent-consuming procedure. In this work we present the isolation of a novel alkaloid, 6 beta,7 beta-dibenzoyloxytropan-3 alpha-ol, together with the two known 3 alpha-benzoyloxynortropan-6 beta-ol and 3 alpha,6 beta-dibenzoyloxytropane alkaloids, directly from the crude alkaloid fraction from the leaves of Erythroxylum subsessile, by using a single run pH-zone-refining counter-current chromatography method. The ethyl acetate/water (1:1, v/v) biphasic solvent system with triethylamine and HCl as retention and eluter agents, respectively, was used to isolate tropane alkaloids for the first time. The structures of the isolated alkaloids were elucidated by spectroscopic methods.
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