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Chemical Compound Review

AC1NT0HU     (2S,4S,5R,6R)-5- [(2S,3R,4S,5R,6R)-3-[(2S...

Synonyms:
 
 
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Disease relevance of Soyasaponin

 

High impact information on Soyasaponin

 

Chemical compound and disease context of Soyasaponin

 

Biological context of Soyasaponin

 

Anatomical context of Soyasaponin

 

Associations of Soyasaponin with other chemical compounds

  • Two new oleanane-type triterpene oligoglycosides, pisumsaponins I and II, and two new kaurane-type diterpene oligoglycosides, pisumosides A and B, were isolated from the immature seeds (green peas) of Pisum sativum L. together with soyasaponin I, bersimoside I, dehydrosoyasaponin I, and their 6'-methyl esters [17].
  • Two primary gut microbial metabolites of soyasaponin I were identified as soyasaponin III (3-O-[beta-D-galactopyranosyl-beta-D-glucuronopyranosyl]olean-12-ene-3beta,22beta,24-triol) and soyasapogenol B (olean-12-ene-3beta,22beta,24-triol) by NMR and electrospray ionized mass spectroscopy [16].
  • This high quercetin concentration and soyasaponin occurrence makes the seeds of some Trifolium species a potential source of health beneficial phytochemicals, to be used in human nutrition [18].
  • Use of a simplified HPLC-UV analysis for soyasaponin B determination: study of saponin and isoflavone variability in soybean cultivars and soy-based health food products [19].
  • From the whole plant of white clover, Trifolium repens, five new triterpenoid saponins, designated cloversaponins I-V, were isolated together with four known saponins, beta-D-glucoronopyranosylsoyasapogenol B, soyasaponin I, soyasaponin II and azukisaponin II as their methyl esters [20].
 

Gene context of Soyasaponin

 

Analytical, diagnostic and therapeutic context of Soyasaponin

References

  1. Evidence that soyasaponin Bb retards disease progression in a murine model of polycystic kidney disease. Philbrick, D.J., Bureau, D.P., Collins, F.W., Holub, B.J. Kidney Int. (2003) [Pubmed]
  2. Kaikasaponin III and soyasaponin I, major triterpene saponins of Abrus cantoniensis, act on GOT and GPT: influence on transaminase elevation of rat liver cells concomitantly exposed to CCl4 for one hour. Miyao, H., Arao, T., Udayama, M., Kinjo, J., Nohara, T. Planta Med. (1998) [Pubmed]
  3. Inhibitory activity of soyasaponin II on virus replication in vitro. Hayashi, K., Hayashi, H., Hiraoka, N., Ikeshiro, Y. Planta Med. (1997) [Pubmed]
  4. Soyasaponin I decreases the expression of alpha2,3-linked sialic acid on the cell surface and suppresses the metastatic potential of B16F10 melanoma cells. Chang, W.W., Yu, C.Y., Lin, T.W., Wang, P.H., Tsai, Y.C. Biochem. Biophys. Res. Commun. (2006) [Pubmed]
  5. Inhibition of Akt signaling and enhanced ERK1/2 activity are involved in induction of macroautophagy by triterpenoid B-group soyasaponins in colon cancer cells. Ellington, A.A., Berhow, M.A., Singletary, K.W. Carcinogenesis (2006) [Pubmed]
  6. Induction of macroautophagy in human colon cancer cells by soybean B-group triterpenoid saponins. Ellington, A.A., Berhow, M., Singletary, K.W. Carcinogenesis (2005) [Pubmed]
  7. Soyasaponin I and sapongenol B have limited absorption by Caco-2 intestinal cells and limited bioavailability in women. Hu, J., Reddy, M.B., Hendrich, S., Murphy, P.A. J. Nutr. (2004) [Pubmed]
  8. Soyasaponin-I-modified invasive behavior of cancer by changing cell surface sialic acids. Hsu, C.C., Lin, T.W., Chang, W.W., Wu, C.Y., Lo, W.H., Wang, P.H., Tsai, Y.C. Gynecol. Oncol. (2005) [Pubmed]
  9. Cardiovascular effects of total soyasaponin in central nervous system and its relationship with monoamine transmitters. Guo, J.H., Tang, Y.H., Wei, Y.D., Li, J.H., Zhao, H., Wang, S. Zhongguo yao li xue bao = Acta pharmacologica Sinica. (1996) [Pubmed]
  10. Hepatoprotective constituents in plants. 14. Effects of soyasapogenol B, sophoradiol, and their glucuronides on the cytotoxicity of tert-butyl hydroperoxide to HepG2 cells. Kinjo, J., Hirakawa, T., Tsuchihashi, R., Nagao, T., Okawa, M., Nohara, T., Okabe, H. Biol. Pharm. Bull. (2003) [Pubmed]
  11. Relationship between adjuvant activity and amphipathic structure of soyasaponins. Oda, K., Matsuda, H., Murakami, T., Katayama, S., Ohgitani, T., Yoshikawa, M. Vaccine (2003) [Pubmed]
  12. Soyasaponins: the relationship between chemical structure and colon anticarcinogenic activity. Gurfinkel, D.M., Rao, A.V. Nutrition and cancer. (2003) [Pubmed]
  13. Simultaneous quantification of differently glycosylated, acetylated, and 2,3-dihydro-2,5-dihydroxy-6-methyl-4H-pyran-4-one-conjugated soyasaponins using reversed-phase high-performance liquid chromatography with evaporative light scattering detection. Decroos, K., Vincken, J.P., Heng, L., Bakker, R., Gruppen, H., Verstraete, W. Journal of chromatography. A. (2005) [Pubmed]
  14. Up-regulation of soyasaponin biosynthesis by methyl jasmonate in cultured cells of Glycyrrhiza glabra. Hayashi, H., Huang, P., Inoue, K. Plant Cell Physiol. (2003) [Pubmed]
  15. Prevention of hydrogen peroxide damage by soybean saponins to mouse fibroblasts. Yoshikoshi, M., Yoshiki, Y., Okubo, K., Seto, J., Sasaki, Y. Planta Med. (1996) [Pubmed]
  16. Human fecal metabolism of soyasaponin I. Hu, J., Zheng, Y.L., Hyde, W., Hendrich, S., Murphy, P.A. J. Agric. Food Chem. (2004) [Pubmed]
  17. Medicinal foodstuffs. XXII. Structures of oleanane-type triterpene oligoglycosides, pisumsaponins I and II, and kaurane-type diterpene oligoglycosides, pisumosides A and B, from green peas, the immature seeds of Pisum sativum L. Murakami, T., Kohno, K., Matsuda, H., Yoshikawa, M. Chem. Pharm. Bull. (2001) [Pubmed]
  18. Triterpene saponins and flavonoids in the seeds of Trifolium species. Oleszek, W., Stochmal, A. Phytochemistry (2002) [Pubmed]
  19. Use of a simplified HPLC-UV analysis for soyasaponin B determination: study of saponin and isoflavone variability in soybean cultivars and soy-based health food products. Hubert, J., Berger, M., Daydé, J. J. Agric. Food Chem. (2005) [Pubmed]
  20. Saponins from Trifolium repens. Sakamoto, S., Kofuji, S., Kuroyanagi, M., Ueno, A., Sekita, S. Phytochemistry (1992) [Pubmed]
  21. Soyasaponin I, a potent and specific sialyltransferase inhibitor. Wu, C.Y., Hsu, C.C., Chen, S.T., Tsai, Y.C. Biochem. Biophys. Res. Commun. (2001) [Pubmed]
  22. Insecticidal components from field pea extracts: soyasaponins and lysolecithins. Taylor, W.G., Fields, P.G., Sutherland, D.H. J. Agric. Food Chem. (2004) [Pubmed]
  23. Soyasaponins lowered plasma cholesterol and increased fecal bile acids in female golden Syrian hamsters. Lee, S.O., Simons, A.L., Murphy, P.A., Hendrich, S. Exp. Biol. Med. (Maywood) (2005) [Pubmed]
  24. Rapid quantification and characterization of soyasaponins by high-performance liquid chromatography coupled with electrospray mass spectrometry. Jin, M., Yang, Y., Su, B., Ren, Q. Journal of chromatography. A. (2006) [Pubmed]
  25. High-performance capillary electrophoresis for characterization of hapten-protein conjugates used for production of antibodies against soyasaponin I. Frøkiaer, H., Møller, P., Sørensen, H., Sørensen, S. Journal of chromatography. A. (1994) [Pubmed]
  26. Optimization of hapten-protein conjugation by high-performance capillary electrophoresis. Frøkiaer, H., Sørensen, H., Sørensen, J.C., Sørensen, S. Journal of chromatography. A. (1995) [Pubmed]
  27. Determination of saponins in legumes by direct densitometry. Gurfinkel, D.M., Rao, A.V. J. Agric. Food Chem. (2002) [Pubmed]
  28. Simultaneous identification of soyasaponins and isoflavones and quantification of soyasaponin Bb in soy products, using liquid chromatography/electrospray ionization-mass spectrometry. Dalluge, J.J., Eliason, E., Frazer, S. J. Agric. Food Chem. (2003) [Pubmed]
 
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