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Structure elucidation of sweet-tasting cycloartane-type saponins from ginseng oolong tea and Abrus precatorius L. leaves
Authors:Andrey Stavrianidi  Elena Stekolshchikova  Igor Rodin  Ivan Godovikov  Oleg Shpigun
Institution:1. Chemistry Department, Lomonosov Moscow State University, Moscow, Russiastavrianidi.andrey@gmail.com;3. Chemistry Department, Lomonosov Moscow State University, Moscow, Russia;4. A.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Moscow, Russia
Abstract:The composition of ginseng oolong a widely used tea product was investigated. A new sweet-tasting cycloartane-type saponin 3β-O-β-D-glucuronopyranosyl(1→2)]-β-D-6-acetylglucopyranosyl)-(20S,22S)-3β,22-dihydroxy-9,19-cyclolanost-24-en-26,29-oic acid (9), along with five new compounds, was identified in the methanolic extract of the ginseng oolong tea. Structural elucidation was conducted by spectroscopic methods, including 1D- and 2D-NMR, HR-MS, HPLC-LITMS/MS. It was shown that these compounds have different sugar chains connected to the abrusogenin molecule. Then saponin profiles of four commercially available ginseng oolong samples and Abrus precatorius L. leaves were compared and the presence of three known abrusosides and six new acetyl and malonyl abrusogenin derivatives was proved. The original ginsenosides were not detected in the extract, therefore, abrusosides could serve as a replacement responsible for the sweet taste of the tea.
Keywords:Saponins  HPLC-MS/MS  NMR  ginseng oolong  Abrus precatorius
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