Zhang Jianqing, Jin Qinghao, Deng Yanping, Hou Jinjun, Wu Wanying, Guo Dean
School of Pharmacy, Shenyang Pharmaceutical University, Shenyang 110016, China.; Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Haike Road #501, Shanghai 201203, China.
Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Haike Road #501, Shanghai 201203, China.
Fitoterapia. 2017 Sep;121:46-52. doi: 10.1016/j.fitote.2017.06.018. Epub 2017 Jun 21.
Phytochemical investigation of the roots of Salvia miltiorrhiza led to isolations of two new depsides (1-2), along with thirteen known compounds (3-15). Their structures and relative stereochemistry were elucidated by NMR spectral (H and C NMR, HSQC, HMBC), CD and HR-ESIMS data analyses. The absolute configuration of 1 was determined by comparison of the experimental and calculated ECD spectra. All the depsides (1-10) were found to exhibit stronger free radical scavenging capacity (ranging from 2.62 to 22.05μM) than diterpenoids (11-15, IC>100μM), among which Salvianolic acid A and Salvianolic acid B were the most potent compounds. Additionally, most of depsides (1, 3, 5, 7, 8, 9, 10) possessed significant protective effects against HO-induced H9c2 apoptosis in low concentrations. The negative mode collision-induced dissociations of compound 1 and 2 were featured by the α-cleavage and β-cleavage to lose danshensu (198Da) and caffeic acid (180Da), respectively, while α,β-dihydroxybenzenes depsides (8-hydroxy) showed characteristic neutral elimination of HO.
对丹参根进行植物化学研究，分离得到两个新的缩酚酸（1 - 2），以及十三个已知化合物（3 - 15）。通过核磁共振光谱（氢谱和碳谱、异核单量子相干谱、异核多键相关谱）、圆二色光谱和高分辨电喷雾电离质谱数据分析确定了它们的结构和相对立体化学。通过比较实验和计算的电子圆二色光谱确定了1的绝对构型。发现所有缩酚酸（1 - 10）均表现出比二萜类化合物（11 - 15，半数抑制浓度>100μM）更强的自由基清除能力（范围为2.62至22.05μM），其中丹酚酸A和丹酚酸B是最有效的化合物。此外，大多数缩酚酸（1、3、5、7、8、9、10）在低浓度下对过氧化氢诱导的H9c2细胞凋亡具有显著的保护作用。化合物1和2的负离子模式碰撞诱导解离分别以α-裂解和β-裂解失去丹参素（198Da）和咖啡酸（180Da）为特征，而α,β-二羟基苯缩酚酸（8-羟基）表现出羟基自由基的特征性中性消除。
