State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China.
Institute of Medicinal of Biotechnology, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China.
Molecules. 2018 Jan 9;23(1):133. doi: 10.3390/molecules23010133.
Sanggenon X, an unusual tri--bridged Diels-Alder adduct, was isolated from Cortex Mori Radicis. Its structure was established by spectroscopic analysis, including NMR and HR-MS (High Resolution Mass Spectrometry). Sanggenon X contained three -bridged rings, where the oxygenated bridgeheads were all quaternary carbons. Chemical methylation was carried out to deduce the linkages of the three -bridges. The absolute configuration was determined by calculating the ECD (Electronic Circular Dichroism) using the TDDFT (Time-Dependent Density Functional Theory) method. Sanggenon X showed significant antioxidant activity against Fe-Cys-induced lipid peroxidation in rat liver microsomes, and was as effective as the positive control, curcumin.
桑根酮 X 是从桑白皮中分离得到的一种罕见的三桥型 Diels-Alder 加合物。其结构通过包括 NMR 和高分辨质谱（HR-MS）在内的光谱分析确定。桑根酮 X 含有三个桥环，其中含氧桥头均为季碳原子。通过化学甲基化推断三个桥的连接方式。利用含时密度泛函理论（TDDFT）方法计算电子圆二色谱（ECD）确定绝对构型。桑根酮 X 对大鼠肝微粒体中 Fe-Cys 诱导的脂质过氧化具有显著的抗氧化活性，与阳性对照姜黄素相当。
