Solanum viarum DUNAL (syn. S. khasianum var. chatterjeeanum, Solanaceae) is a major source of steroidal raw material, and four glycosides of solasodine and diosgenin are reported to occur in its fruits and roots, respectively. 1) As part of a continuing study of the steroidal constituents of solanaceous plants, 2) we now describe the isolation and structural elucidation of three new steroidal glycosides and seven known steroidal glycosides from the fruits of S. viarum.The MeOH extract of the fruits of S. viarum was successively subjected to Diaion HP20, silica gel, Sephadex LH-20, and Chromatorex octadecyl silica (ODS) column chromatography as well as HPLC on ODS, to afford ten steroidal glycosides (1-10).Compounds 4-10 were identified as P-d [pregna-5,16-dien-3b-ol-20-one 4,7) anguivioside XV (9), 8,9) and aculeatiside A (10), 10) respectively, based on comparison with their physical and spectral data with authentic samples or those already reported ( Fig. 1 C-NMR signals were assigned in detail with the help of 1 H-1 H correlation spectroscopy (COSY), heteronuclear multiple quantum coherence (HMQC), and heteronuclear multiple bond correlation (HMBC) spectra, and the planar structure of 1 was determined (Fig. 2). The 13 C-NMR data of the A and B rings of the aglycone moiety and the sugar moiety were considerably similar to those of 8, and nuclear Overhauser effect (NOE) correlations were observed between H-14 and H-17, H 3 -18 and H-20, and H 3 -18 and H 3 -21 in the nuclear Overhauser ef- Three new steroidal glycosides, named solaviasides A, B, and C, have been isolated from the fruits of Solanum viarum DUNAL (syn. S. khasianum var. chatterjeeanum, Solanaceae), along with seven known ones. Their chemical structures were determined on the basis of spectroscopic data and chemical evidence.
