• Natural Product Sciences
• /
• v.6 no.1
• /
• pp.11-15
• /
• 2000

Two soyasaponins were isolated from the aerial parts of Astragalus tribuloides Del. Their structures were established on the basis of spectroscopic and chemical methods. In addition, ursolic acid, ${\beta}-sitosterol\;{\beta}-D-glucoside$ and isorhamnetin 3-O-glucoside were isolated and identified by comparing their mp, spectral and chromatographic data with those of authentic samples. This is the first report of screening and isolation of the chemical constituents of this species of genus Astragalus.

• Natural Product Sciences
• /
• v.14 no.4
• /
• pp.281-288
• /
• 2008

From the MeOH extract of the whole plants of Lathyrus davidii (Fabaceae), thirteen constituents were isolated and identified as the flavonoids astragalin, isoquercitrin, nicotiflorin, and rutin, as the saponins soyasapogenol B 3-O-${\beta}$-D-glucuronopyranoside, azukisaponins II and V, soyasaponins II and V and as 4-O-${\beta}$-Dglucopyranosyl syringic acid, uracil and n-hexacosanol. Five saponins and 4-O-${\beta}$-D-glucopyranosyl syringic acid were isolated from the BuOH fraction as their methyl esters. Ombuoside (rutin 7,4'-di-O-methyl ether) was also isolated from the methylated BuOH-soluble fraction. However, no ombuoside was detected in the HPLC analysis of the nonmethylated BuOH fraction. Therefore, ombuoside is an artifact derived from methylation of rutin. All of these compounds were isolated for the first time from this plant.

• KOREAN JOURNAL OF CROP SCIENCE
• /
• v.48
• /
• pp.49-57
• /
• 2003

There is much evidence suggesting that compounds present in soybean can prevent cancer in many different organ systems. Especially, soybean is one of the most important source of dietary saponins, which have been considered as possible anticarcinogens to inhibit tumor development and major active components contributing to the cholesterol-towering effect. Also they were reported to inhibit of the infectivity of the AIDS virus (HIV) and the Epstein-Barr virus. The biological activity of saponins depend on their specific chemical structures. Various types of triterpenoid saponins are present in soy-bean seeds. Among them, group B soyasaponis were found as the primary soyasaponins present in soybean, and th e 2, 3-dihydro-2, 5-dihydroxy-6- methyl-4H-pyran-4-one(DDMP)-conjugated soyasaponin $\alpha\textrm{g}$, $\beta\textrm{g}$, and $\beta$ a were the genuine group B saponins, which have health benefits. On the other hand, group A saponins are responsible for the undesirable bitter and astringent taste in soybean. The variation of saponin composition in soybean seeds is explained by different combinations of 9 alleles of 4 gene loci that control the utilization of soyasapogenol glycosides as substrates. The mode of inheritance of saponin types is explained by a combination of co-dominant, dominant and recessive acting genes. The funtion of theses genes is variety-specific and organ specific. Therefore distribution of various saponins types was different according to seed tissues. Soyasaponin $\beta\textrm{g}$ was detected in both parts whereas $\alpha\textrm{g}$ and $\beta$ a was detected only in hypocotyls and cotyledons, respectively. Soyasaponins ${\gamma}$g and $\gamma\textrm{g}$ were minor saponin constituents in soybean. In case group A saponins were mostly detected in hypocotyls. Also, the total soyasaponin contents varied among different soy-bean varieties and concentrations in the cultivated soy-beans were 2-fold lower than in the wild soybeans. But the contents of soyasaponin were not so influenced by environmental effects. The composition and concentration of soyasaponins were different among the soy products (soybean flour, soycurd, tempeh, soymilk, etc.) depending on the processing conditions.

• Journal of Environmental Health Sciences
• /
• v.33 no.3
• /
• pp.195-201
• /
• 2007

The objective of present study was to examine the composition of functional components (isoflavones, phytic acid, and saponin) in hypocotyls and cotyledons of six traditional Korean soybeans, namely Cheongtae, Seoritae, Jinjoori, Subaktae, Yutae, and Huktae. Three 'family' of isoflavones, as four chemical structures were present in hypocotyls and cotyledons of six soybean cultivars: the aglycones genistein, daidzein, and glycitein; the glycosides genistin, daidzin, and glycitin; the acetylglycosides 6"-O-acetylgenistin, 6"-O-acetyldaidzin, and 6"-O-acetylglycitin; and the malonylglycosides 6"-O-malonylgenistin, 6"-O-malonyldaidzin, and 6"-O-malonylglycitin. Isoflavone contents of hypocotyls and cotyledons differed among the cultivars, and glucosides and malonylglucosides accounted for more than 90% of the total phytoestrogens, with the remaining $1\sim7%$ taken up by aglycones. Concentrations of isoflavones in cotyledons were approximately about $10\sim20%$ of respective hypocotyls. Contents of phytic acids in hypocotyls and cotyledons of the selected soybean cultivars were $1.21\sim1.70%$ and $2.59\sim3.01%$, respectively. Hypocotyls of Seoritae showed the lowest content of phytic acid with 1.21%, while cotyledons of Cheongtae showed the highest content with 3.01%. The sapogenol concentrations ranged from $13.58mg/100g\sim20.82mg/100g$ for hypocotyls and $0.95mg/100g\sim2.55mg/100g$ for cotyledons showing that concentrations of saponin are $7\sim10$ times higher in hypocotyls than in cotyledons of respective soybeans. For both hypocotyls and cotyledons the sapogenol A were present in higher concentrations than soyasapogenol B.

• Food Science and Biotechnology
• /
• v.17 no.3
• /
• pp.578-586
• /
• 2008

Phytochemicals study from the leaves of soybean [Glycine max (L.) Merr.], one of Korean edible plant materials were investigated through various chromatographic procedures. The methanolic leaves extracts of soybean yielded 16 phytochemicals, including 5 isoflavones 1-5, 3 flavones 6-8, 1 flavonol 9, 2 pterocarpans 10 and 11, 2 phenolic compounds 12 and 13, 2 phytosterols 14 and 15, and 1 sugar alcohol 16. The structures were fully characterized by analysis of physical and spectral data and were defined clearly as 4,5,7-trihydroxyisoflavone (1), 4,5,7-trihydroxyisoflavone-7-O-$\beta$-D-glucopyranoside (2), 4,7-dihydroxy-6-methoxyisoflavone (3), 4,7-dihydroxyisoflavone (4), 4,7-dihydroxyisoflavone-7-O-$\beta$-D-glucopyranoside (5), 5,7,4'-trihydroxyflavone (6), 3',4',5,7-tetrahydroxyflavone (7), 3',4',5-trihydroxyflavone-7-O-$\beta$-D-glucopyranoside (8), 3,4',5,7-tetrahydroxyflavonol (9), coumestrol (10), glyceofuran (11), 4-hydroxybenzoic acid (12), methyl-4-hydroxybenzoate (13), soyasapogenol B (14), stigmasterol (15), and D-mannitol (16), respectively. Among them, phytochemicals 7-16 were reported for the first time on the isolation and confirmation from the leaves of this species. These results suggest that the leaves extracts of soybean may possess possible health related benefits to human due to the isolated phytochemicals 1-16 which have been well known potential effects on various chronic diseases.