Soyasapogenol B

Hepatoprotective constituents in plants. 14. Effects of soyasapogenol B, sophoradiol, and their glucuronides on the cytotoxicity of tert-butyl hydroperoxide to HepG2 cells.[Pubmed: 12951488]

Biol Pharm Bull. 2003 Sep;26(9):1357-60.

The effects of Soyasapogenol B, sophoradiol, their glucuronides, and glycyrrhizin on the hepatotoxicity of tert-butyl hydroperoxide (t-BuOOH) in a human-liver-derived cell line (HepG2 cells) were investigated.
METHODS AND RESULTS:
Glycyrrhizin showed significant dose-dependent protective effects against the cytotoxicity of t-BuOOH. Among Soyasapogenol B and its glucuronides, the monoglucuronide showed the most potent hepatoprotective activity, followed by Soyasapogenol B itself. Soyasaponin III was weakly protective, while soyasaponin I increased the toxicity of t-BuOOH. Among sophoradiol and its glucuronides, sophoradiol itself showed the most potent hepatoprotective activity, which was equal to glycyrrhizin, while the monoglucuronide and kaikasaponin III showed an increase in cytotoxicity. These results were considerably different from those reported previously on the protective effects of these compounds using primary cultures of immunologically injured rat liver cells.
CONCLUSIONS:
Consequently, the hepatoprotective action of the triterpene derivatives investigated would be different in HepG2 cells and in rat primary hepatocyte cultures.

Effect of soyasapogenol A and soyasapogenol B concentrated extracts on HEP-G2 cell proliferation and apoptosis.[Pubmed: 18361499]

J Agric Food Chem. 2008 Apr 23;56(8):2603-8.

The growth inhibition and the induction of apoptosis brought about by soyasaponins extracted from soy flour ( Glycine max (L.)) and concentrated for soyasapogenols A and B formed by hydrolysis were tested for cytoactivity in the human hepatocellular carcinoma cell line Hep-G2.
METHODS AND RESULTS:
Concentrated soyasapogenol A (SG-A) and Soyasapogenol B (SG-B) extracts contained approximately 69.3% and 46.2% of their respective aglycones (soyasapogenols) assessed by HPLC and ESI-MS, while the soyasaponin extract (TS), derived from crude methanol extraction, did not contain any detectable amounts of SG-A or SG-B. An MTT viability assay showed that all three extracts had an effect on Hep-G2 proliferation in a dose-response manner with 72 h LC50 values of 0.594+/-0.021 mg/mL for TS, 0.052+/-0.011 mg/mL for SG-A, and 0.128+/-0.005 mg/mL for SG-B. Apoptotic cells were determined by flow cytometry cell cycle analysis and confocal laser scanning microscopy (CLSM). Cell cycle analysis indicated a significant ( P< 0.05) greater sub-G1 buildup of apoptotic cells at 24 h (25.63+/-2.1%) and 72 h (47.1+/-3.5%) for the SG-A extract compared to SG-B, whereas the TS extract produced only a minor buildup of sub-G1 cells. CLSM confirmed a morphological change of all treatments after 24 h, at the respective LC50 concentrations.
CONCLUSIONS:
These results show that the samples that contained mainly soyasapogenols A and B showed a greater ability to inhibit proliferation of cultured Hep-G2 when compared to a total soyasaponin extract that did not contain any soyasapogenols.

Soyasaponin I, III, and Soyasapogenol B Inhibit Proliferation and Modulate PKC Expression in Caco-2 Human Colon Cancer Cells.[Reference: WebLink]

J. Food Res., 2013, 2(4):81-7.

Group B saponins, the predominant form of saponins in heat-treated soy products, have been shown to possess hypocholesterolemic, antimutagenic, and anticarcinogenic properties. Previous studies have evaluated crude mixtures of soyasaponins, but studies evaluating a single purified soyasaponin as an anticarcinogenic agent are limited.
METHODS AND RESULTS:
The goal of this study is to examine the effects of purified soyasaponins I and III as well as their aglycone form, Soyasapogenol B, as anticarcinogenic agents on the human colon adenocarcinoma cell line (Caco-2). Experiments were conducted to examine the effects of purified soyasaponins on cell proliferation, Protein Kinase C (PKC) activity, and cell morphology in Caco-2 cell cultures. Treatment of cells with soyasaponins I and III at concentrations of 0.3-0.9 mg/ml significantly reduced viable cell numbers after 48 and 72 hours of exposure by 8.6-65.3% (p < 0.05). Soyasapogenol B at a concentration of 0.15 mg/ml significantly reduced viable cell numbers after 24 hours by 62.4% (p < 0.05). Cell morphology changes demonstrated that as concentrations and lipophilicity of soyasaponins increased, cell membranes became rougher and more irregular. Treatment of cells for 72 hours significantly reduced the amount of PKC activity by 9-40% (p < 0.05). Results indicate that purified soyasaponins I, III and Soyasapogenol B can suppress Caco-2 colon cancer cell proliferation.
CONCLUSIONS:
These findings suggest that purified group B soyasaponins and their final metabolite Soyasapogenol B may be a colon-cancer suppressive component of soy that warrants further examination as a potential nutraceutical or functional food.

Pest Manag Sci. 2011 Aug;67(8):1015-22.

Soyasapogenol B and trans-22-dehydrocam- pesterol from common vetch (Vicia sativa L.) root exudates stimulate broomrape seed germination.[Pubmed: 21480462]

Orobanche and Phelipanche species (the broomrapes) are root parasitic plants, some of which represent serious weed problems causing severe yield losses on important crops. Control strategies have largely focused on agronomic practices, resistant crop varieties and herbicides, albeit with marginal success. An alternative control method is the induction of suicidal seed germination with natural substances isolated from root exudates of host and non-host plants.
METHODS AND RESULTS:
Soyasapogenol B [olean-12-ene-3,22,24-triol(3β,4β,22β)] and trans-22-dehydrocampesterol [(ergosta-5,22-dien-3-ol, (3β,22E,24S)] were isolated from Vicia sativa root exudates. They were identified by comparing their spectroscopic and optical properties with those reported in the literature. Soyasapogenol B was very specific, stimulating the germination of O. minor seeds only, whereas trans-22-dehydrocampesterol stimulated P. aegyptiaca, O. crenata, O. foetida and O. minor.
CONCLUSIONS:
Soyasapogenol B and trans-22-deydrocampesterol were isolated for the first time from Vicia sativa root exudates, and their biological activity as stimulants of Orobanche or Phelipanche sp. seed germination was reported.