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Simultaneous separation of three isomeric sennosides from senna leaf (Cassia acutifolia) using counter‐current chromatography

Park, Sait Byul, Kim, Yeong Shik
Journal of separation science 2015 v.38 no.20 pp. 3502-3507
Senna alexandrina, bioactive properties, countercurrent chromatography, formic acid, glucosides, herbal tea, isomers, leaves, mass spectrometry, nuclear magnetic resonance spectroscopy, partition coefficients, protons, solvents
Senna leaf is widely consumed as tea to treat constipation or to aid in weight loss. Sennoside A, A₁, and B are dirheinanthrone glucosides that are abundant and the bioactive constituents in the plant. They are isomers that refer to the (R*R*), (S*S*), and (R*S*) forms of protons on C‐10 and C‐10′ centers and it is difficult to refine them individually due to their structural similarities. The new separation method using counter‐current chromatography successfully purified sennoside A, A₁, and B from senna leaf (Cassia acutifolia) while reversed‐phase medium‐pressure liquid chromatography yielded sennoside A only. n‐Butanol/isopropanol/water (5:1:6, v/v/v) was selected as the solvent system for counter‐current chromatography operation, and the partition coefficients were carefully determined by adding different concentrations of formic acid. High‐resolution mass spectrometry and NMR spectroscopy were performed to verify the chemical properties of the compounds.