From the aerial parts of Fritillaria thunhergii, three glycosidal Solanum alkaloids (basic steroid saponins) were isolated together with minor amounts of the two ceveratrum alkaloids verticine and verticinone. The saponins were identified as solanidine 3-O-α-L-rhamnopyranosyl-(1→2)-β-D-glucopyranoside (β1-chaconine), solanidine 3-O-α-L-rhamnopyranosy-(1→2)-[β-D-glucopyranosyl-(1→4)-]β-D-glucopyranoside and hapepunine 3-O-α-L-rhamnopyranosyl-(1→2)-β-D-glucopyranoside. The latter two are newly discovered natural compounds. Field desorption MS was used to provide information on the purity and MW of the complex oligoglycosides, and, to some extent, the nature and sequence of their sugar moieties. The direct examination of yet unknown polar glycosides prior to derivatization and application of conventional techniques proves to be of great diagnostic value and aids the structural elucidation considerably.
structural elucidation, Liliaceae, Fritillaria thunbergii, field desorption mass spectrometry, basic steroid saponins, solanidine- and hapepunine-o
Publication DOI: 10.1016/0031-9422(82)80040-XJournal NLM ID: 0151434Publisher: Elsevier
Institutions: Faculty of Pharmaceutical Sciences, Kyushu University, Fukuoka, Japan, Institute of Physical Chemistry, University of Bonn, Bonn, West Germany
Methods: 13C NMR, 1H NMR, gel filtration, partial acid hydrolysis, TLC, enzymatic hydrolysis, GLC, methanolysis, methylation analysis, CC, FD-MS, DCCC
Found