title: Isolation and structural determination of triterpenoid glycosides from the aerial parts of alsike clover (Trifolium hybridum L.).
abstract: Five azukisapogenol glycosides (1-5) have been isolated from the aerial parts of alsike clover (Trifolium hybridum L.), and their structures were elucidated by combined spectroscopic, spectrometric (1D and 2D NMR; HRESIMS, ESI-MS/MS), and chemical methods. Three of them are new compounds and were identified as 3-O-[-α-L-arabinopyranosyl(1→2)]-β-D-glucuronopyranosyl azukisapogenol (1), 3-O-[-β-D-glucuronopyranosyl(1→2)-β-D-glucuronopyranosyl]-29-O-β-D-glucopyranosyl azukisapogenol (2), and 3-O-[-α-L-arabinopyranosyl(1→2)-β-D-glucuronopyranosyl]-29-O-β-D-glucopyranosyl azukisapogenol (3). The remaining two (4, 5) are known compounds but have not been previously described as saponins constituents of the genus Trifolium . Also, azukisapogenol is reported here as a triterpenoid aglycone for the first time in this genus. Finally, the main chemotaxonomic features that may be recognized as specific of Trifolium species were discussed.
authors: Department of Biochemistry, Institute of Soil Science and Plant Cultivation, State Research Institute , ul. Czartoryskich 8, 24-100, Puławy, Poland.
authors: Andy J
authors: AJ
authors: Pérez
authors: Mariusz
authors: M
authors: Kowalczyk
authors: Ana M
authors: AM
authors: Simonet
authors: Francisco A
authors: FA
authors: Macías
authors: Wiesław
authors: W
authors: Oleszek
authors: Anna
authors: A
authors: Stochmal
mesh_terms: D006027:Glycosides / Q000737:chemistry* / Q000302:isolation & purification; D015394:Molecular Structure; D035261:Plant Components, Aerial / Q000737:chemistry*; D010936:Plant Extracts / Q000737:chemistry* / Q000302:isolation & purification; D029921:Trifolium / Q000737:chemistry*; D014315:Triterpenes / Q000737:chemistry* / Q000302:isolation & purification
chemical_list: D006027:Glycosides; D010936:Plant Extracts; D014315:Triterpenes