- Isolation and structural determination of triterpenoid glycosides from the aerial parts of alsike clover (Trifolium hybridum L.)
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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.
- Perez, Andy J.,Kowalczyk, Mariusz,Simonet, Ana M.,Macias, Francisco A.,Oleszek, Wieslaw,Stochmal, Anna
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p. 2631 - 2637
(2013/05/21)
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