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Chemical and Biological Characterization of Oleanane Triterpenoids from Soy
Department of Chemistry, National University of Singapore, Science Drive 4, 117543, Singapore
* Author to whom correspondence should be addressed.
Received: 24 June 2009; in revised form: 21 July 2009 / Accepted: 6 August 2009 / Published: 10 August 2009
Abstract: Soyasaponins are a group of complex and structural diverse oleanane triterpenoids found in soy (Glycine max) and other legumes. They are primarily classified into two main groups − group A and B − based on the attachment of sugar moieties at positions C-3 and C-22 of the ring structures. Group A soyasaponins are bidesmosidic, while group B soyasaponins are monodesmosidic. Group B soyasaponins are further classified into two subcategories known as 2,3-dihydro-2,5-dihydroxy-6 -methyl-4H-pyran-4-one (DDMP) and non-DDMP conjugated molecules. The preparation and purification of soyasaponin molecules is complicated by the presence of bioactive soy isoflavones, which often overlap with soyasaponin in polarity and must removed from extracts before biological assessment. Soyasaponin extracts, aglycones of group A and B and individual group B soyasaponins such as soyasaponin I have been reported to posses specific bioactive properties, such as in vitro anti-cancer properties by modulating the cell cycle and inducing apoptosis. The isolation, chemical characterization and detection strategies by HPLC and HPLC-MS are reviewed, along with the reported bioactive effects of soyasaponin extracts and individual molecules in cultured cancer cell experiments.
Keywords: oleanane triterpenes; soy; Glycine max; Hep-G2; apoptosis; MTT
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MDPI and ACS Style
Zhang, W.; Popovich, D.G. Chemical and Biological Characterization of Oleanane Triterpenoids from Soy. Molecules 2009, 14, 2959-2975.
Zhang W, Popovich DG. Chemical and Biological Characterization of Oleanane Triterpenoids from Soy. Molecules. 2009; 14(8):2959-2975.
Zhang, Wei; Popovich, David G. 2009. "Chemical and Biological Characterization of Oleanane Triterpenoids from Soy." Molecules 14, no. 8: 2959-2975.