Natural Products Research Center, Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu, Sichuan 610041, People's Republic of China.
Jiangsu Collaborative Innovation Center of Regional Modern Agriculture & Environmental Protection/Jiangsu Key Laboratory for Eco-Agricultural Biotechnology around Hongze Lake, Huaiyin Normal University, Huai'an, Jiangsu 223300, People's Republic of China.
J Agric Food Chem. 2020 Jul 1;68(26):6977-6986. doi: 10.1021/acs.jafc.0c01476. Epub 2020 Jun 17.
Six new pentacyclic triterpenoid saponins, centelloside F (), centelloside G (), 11--asiaticoside B (), 11--madecassoside (), 11(β)-methoxy asiaticoside B (), and 11(β)-methoxy madecassoside (), along with seven known ones, asiaticoside (), asiaticoside B (), madecassoside (), centellasaponin A (), isoasiaticoside (), scheffoleoside A (), and centelloside E (), were separated from the 80% MeOH extract of the whole plant of , which has been used as a medicinal plant and is now commercially available as a diatery supplement in many countries. Compounds and , and , and and are three pairs of isomers with oleanane- or ursane-type triterpenes as aglycones. The chemical structures of the new triterpene saponins were fully characterized by extensive analysis of their nuclear magnetic resonance and high-resolution electrospray ionization mass spectrometry data. The protective effects of compounds - on PC12 cells induced by 6-OHDA were screened, and compound displayed the best neuroprotective effect, with 91.75% cell viability at the concentration of 100 μM. Moreover, compound also attenuated cell apoptosis and increased the mRNA expression of antioxidant enzymes, including superoxide dismutase and catalase. Additionally, compound activated the phosphatidylinositol 3-kinase/Akt pathway, including PDK1, Akt, and GSK-3β. These findings suggested that triterpene saponins from were worthy of further biological research to develop new neuroprotective agents.
从被广泛用作药用植物且现作为膳食补充剂在许多国家销售的积雪草全草的 80%甲醇提取物中分离得到了六种新的五环三萜皂苷,分别为:当药苦苷 F()、当药苦苷 G()、11--羟基积雪草酸 B()、11--羟基积雪草苷()、11(β)-甲氧基当药苦苷 B()和 11(β)-甲氧基羟基积雪草苷(),以及七种已知化合物,即积雪草酸()、积雪草酸 B()、羟基积雪草苷()、积雪草苷 A()、异羟基积雪草酸()、积雪草苷 A3-O-β-D-吡喃葡萄糖醛酸酯()和当药苦苷 E()。化合物和、和、和是三对对映异构体,糖基部分为齐墩果烷或熊果烷型三萜。通过对核磁共振和高分辨电喷雾电离质谱数据的广泛分析,充分鉴定了新三萜皂苷的化学结构。筛选了化合物-对 6-OHDA 诱导的 PC12 细胞的保护作用,化合物在 100μM 浓度时显示出最好的神经保护作用,细胞活力为 91.75%。此外,化合物还能减轻细胞凋亡,并增加抗氧化酶(包括超氧化物歧化酶和过氧化氢酶)的 mRNA 表达。此外,化合物还能激活磷脂酰肌醇 3-激酶/Akt 通路,包括 PDK1、Akt 和 GSK-3β。这些发现表明,积雪草中的三萜皂苷值得进一步进行生物研究,以开发新的神经保护剂。