Steroidal alkaloid glycosides from Solanum suaveolens

Solanum steroidal glycoalkaloids: structural diversity, biological activities, and biosynthesis

“…4). Solasodine is the most common aglycone found in natural SGA, comprised of 46 reported compounds ( 40–62 , 40,58–73 65–68 , 61,74 70–80 , 55,64,66,67,72,75–79 83–85 , 80–82 87 , 60 89–91 , 62 106 , 83 and 109 (ref. 84)) (Fig.…”

<b>A novel glycosidic steroidal alkaloid from <i>Solanum aculeastrum</i></b>

“…Carbon signal of C-23 of 1 was observed at δ 33.1 while that of C-26 at δ 46.5. This suggested that 1 has identical stereochemistry at C-22 and C-25 with solasodine [1,5,7,9]. Hence, the presence of solaculinetetranoside of solasodine(25R)-22αN-spirosol-5-en-3β-ol.…”

“…FABMS, positive mode, showed an intense peak at m/z 1030 due to [M+H] + . The peaks at m/z 884 and m/z 868 were due to loss of a deoxyhexose and a hexose in terminal position [7]. The peak at m/z 414 was due to the aglycone and resulted from loss of all the appended sugars.…”

“…The pyranoside on 1a was established to be glucose. Interglycosidic linkages were ascertained from FABMS fragmentation patterns and NMR studies using 1 H-1 H COSY and HMBC spectra (Table 2) as well as comparison with data of similar compounds reported in literature [1,5,7,12,13].…”

“…The β-linkages for glucose were established from the coupling constants of the anomeric protons while the α-configuration of rhamnose was ascertained from comparison with similar sugars in literature [12,13]. The D, D, L and L configuration for glucosyl and rhamnosyl residues, respectively were assumed as these usually occur in glycosides of higher plants [7]. Extraction and isolation of the alkaloid.…”