School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Wenhua Road 103, Shenyang 110016, China.
School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Wenhua Road 103, Shenyang 110016, China; State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources, Guangxi Normal University, Guilin, China.
Phytochemistry. 2018 Sep;153:28-35. doi: 10.1016/j.phytochem.2018.05.016. Epub 2018 May 30.
Five previously undescribed phenylethyl flavones, together with six known flavones, were isolated from the whole plant of Patrinia villosa. It is the first report of natural flavones bearing phenylethyl groups. Their structures were elucidated by the interpretation of 1D and 2D NMR data. The absolute configurations of the previously undescribed phenylethyl flavones were deduced by analysis of the ECD data. All isolates were investigated for their cytoprotective effects against hydrogen peroxide (HO)-induced oxidative damage in Caco2 cells for the first time. Moreover, the mRNA expression levels of heme oxygenase-1 (HO-1) and NAD(P)H:quinine oxidoreductase 1 (NQO1), and the expression for mir-144-3p/Nrf2 pathway in Caco2 cells were examined by RT-qPCR analysis. As a result, compound 5 showed most potent cytoprotective activity via modulating mir-144-3p/Nrf2 pathway and thereby scavenging of intracellular ROS in vitro.
从白花败酱全草中分离得到了 5 种新的苯乙基黄酮类化合物和 6 种已知的黄酮类化合物。这是首次报道含有苯乙基基团的天然黄酮类化合物。通过 1D 和 2D NMR 数据分析阐明了它们的结构。通过对 ECD 数据分析的解析,推断出了之前未描述的苯乙基黄酮的绝对构型。首次研究了所有分离物对 Caco2 细胞中过氧化氢(HO)诱导的氧化损伤的细胞保护作用。此外,通过 RT-qPCR 分析检测了 Caco2 细胞中血红素加氧酶-1(HO-1)和 NAD(P)H:醌氧化还原酶 1(NQO1)的 mRNA 表达水平以及 mir-144-3p/Nrf2 通路的表达。结果表明,化合物 5 通过调节 mir-144-3p/Nrf2 通路,在体外清除细胞内 ROS,表现出最强的细胞保护活性。