Amphipaniculosides A-D, triterpenoid glycosides, and amphipaniculoside E, an aliphatic alcohol glycoside from the leaves of Amphilophium paniculatum

Abstract

Four new triterpenoids; One oleanane-, one ursane- and two cycloartane-type triterpenoids, named amphipaniculosides A-D, in addition to one new aliphatic alcohol glycoside, named amphipaniculoside E, were isolated from the 1-BuOH fraction of the leaves of Amphilophium paniculatum (L.) Kunth., together with five known compounds, (+)-lyoniresinol 3 α-O-β-D-glucopyranoside, (-)-lyoniresinol 3 α-O-β-D-glucopyranoside, acteoside (verbascoside), isoacteoside (isoverbascoside), and luteolin 7-O-β-D-glucopyranoside. Their structures were elucidated by spectroscopic methods including 1D and 2D NMR experiments (1H, 13C, DEPT, COSY, ROESY, HSQC, HMBC) in combination with HR-ESI-MS and by comparisons of their physical and spectroscopic data with literature values.