Amphipaniculosides A–D, triterpenoid glycosides, and amphipaniculoside E, an aliphatic alcohol glycoside from the leaves of Amphilophium paniculatum. (July 2015)

• Record Type: Journal Article
• Authors: Samy, Mamdouh Nabil; Khalil, Hany Ezzat; Sugimoto, Sachiko; Matsunami, Katsuyoshi; Otsuka, Hideaki; Kamel, Mohamed Salah
• Is Part Of: Phytochemistry. Volume 115(2015:Jul.)
• Page Start: 261
• Page End: 268
• Publication Date: 2015-07
• Subjects: Amphilophium paniculatum -- Bignoniaceae -- Triterpenoids -- Amphipaniculosides -- Aliphatic alcohol glycoside; Botanical chemistry -- Periodicals; Biochemistry -- Periodicals; Botany -- Periodicals; Chimie végétale -- Périodiques; 572.2
• DOI: 10.1016/j.phytochem.2015.02.020
• Languages: English
• ISSNs: 0031-9422

Abstract

Graphical abstract: Four triterpenoids; one oleanane-, one ursane- and two cycloartane-type triterpenoids, amphipaniculosides A−D (1 –4 ), in addition to one aliphatic alcohol glycoside, amphipaniculoside E (5 ), together with five known compounds were isolated from the leaves of Amphilophium paniculatum (L.) Kunth. Highlight: Amphipaniculosides A–D triterpene glycosides, and amphipaniculoside E aliphatic alcohol glycoside, and were isolated 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 3α- O -β-d -glucopyranoside, (−)-lyoniresinol 3α- 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 ( 1 H, 13 C, DEPT, COSY, ROESY, HSQC, HMBC) in combination with HR-ESI-MS and by comparisons of their physical and spectroscopic data with literature values.