Saponin and sapogenol. XXXIX. Structure of soyasaponin A1, a bisdesmoside of soyasapogenol A, from soybean, the seeds of Glycine max Merrill.

Chemical constituents from Astragalus annularis Forssk. and A. trimestris L., Fabaceae

“…The 13 C-NMR signals of the sugar part of 1 were identical to those reported for β-D-galactopyranosyl-(1''-2')-β-glucuronopyranosyl (Agrawal, 1992;Shujiro et al, 1978), while the signals due to the aglycone part (Table 1) were in a good agreement with those reported for soyasapogenol B except for C-3, which was shifted downfield indicating glycosylation (Fukunaga et al, 1987). Therefore, the structure of compound 1 was elucidated to be 3-O-[β-D-galactopyranosyl-(1''-2')-β-Dglucuronopyranosyl]-soyasapogenol B, which is known as soyasaponin III (Kitagawa et al, 1985;Kitagawa et al, 1988).…”

Phytochemicals in Soy and Their Health Effects

“…Chemical studies of saponins in soy track back to the 1930's (55,56). From the 1980's to 1990's, a number of papers, especially those published by Japanese researchers, significantly enriched our knowledge about chemical structure and diversity of this type of compounds in soy (57)(58)(59)(60)(61)(62)(63)(64)(65).…”

Evaluation of Extraction and Degradation Methods to Obtain Chickpeasaponin B1 from Chickpea (Cicer arietinum L.)

“…For example, soybeans contain two different types of genuine saponins that are classified into group A saponins and 2,3-dihydro-2,5-dihydroxy-6-methyl-4 H -pyran-4-one (DDMP) saponins [ 1 , 2 ]. Group A saponins that have soyasapogenol A (3β,21β,22β,24-tetrahydroxyolean-12-ene) as an aglycone are bisdesmosides, while DDMP saponins that have soyasapogenol B (3β,22β,24-trihydroxyolean-12-ene) as an aglycone are monodesmosides [ 3 , 4 , 5 , 6 , 7 , 8 , 9 , 10 , 11 ]. DDMP saponins degrade into non-DDMP conjugated group B and E saponins, which is dependent on solvent, temperature, and storage time [ 12 , 13 , 14 ].…”