A new tropane alkaloid from the leaves of Erythroxylum subsessile isolated by pH‐zone‐refining counter‐current chromatography |
| |
Authors: | Rodrigo Alves Soares Cruz Henrique Almeida Caio Pinho Fernandes Pedro Joseph‐Nathan Leandro Rocha Gilda Guimarães Leitão |
| |
Affiliation: | 1. Instituto de Pesquisas de Produtos Naturais, Universidade Federal do Rio de Janeiro, Rio de Janeiro, RJ, Brazil;2. Curso de Farmácia, Universidade Federal do Amapá, Macapá, AP, Brazil;3. Faculdade de Farmácia, Universidade Federal Fluminense, Niterói, RJ, Brazil;4. Departamento de Química, Centro de Investigación y de Estudios Avanzados del Instituto Politécnico Nacional, Mexico, D. F., Mexico |
| |
Abstract: | 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, 6β,7β‐dibenzoyloxytropan‐3α‐ol, together with the two known 3α‐benzoyloxynortropan‐6β‐ol and 3α,6β‐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. |
| |
Keywords: | Counter‐current chromatography Erythroxylum Tropane alkaloids |
|
|