Chemical and biological characterization of oleanane triterpenoids from soy.

Chemical and biological characterization of oleanane triterpenoids from soy.
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DOI:
10.3390/molecules14082959
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发表时间:
2009-08-10
期刊:
Molecules (Basel, Switzerland)
影响因子:
--
通讯作者:
Popovich DG
Popovich DG
中科院分区:
其他
文献类型:
--
作者:
Zhang W;Popovich DG

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大豆皂苷是在大豆 (Glycine max) 和其他豆类中发现的一组复杂且结构多样的齐墩果烷三萜类化合物。根据环结构 C-3 和 C-22 位置上糖部分的附着,它们主要分为两个主要组 - A 组和 B 组。 A 组大豆皂苷为双链,而 B 组大豆皂苷为单链。 B 组大豆皂苷进一步分为两个亚类,即 2,3-二氢-2,5-二羟基-6-甲基-4H-吡喃-4-酮 (DDMP) 和非 DDMP 缀合分子。由于生物活性大豆异黄酮的存在,大豆皂苷分子的制备和纯化变得复杂,其极性通常与大豆皂苷重叠,并且在生物学评估之前必须从提取物中去除。据报道,大豆皂苷提取物、A 组和 B 组苷元以及单独的 B 组大豆皂苷(例如大豆皂苷 I)具有特定的生物活性特性,例如通过调节细胞周期和诱导细胞凋亡而具有体外抗癌特性。综述了 HPLC 和 HPLC-MS 的分离、化学表征和检测策略,以及已报道的大豆皂苷提取物和单个分子在培养癌细胞实验中的生物活性作用。
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.
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