Yu Yang, Wu Jing, Bao Mei-Fen, Yang Liu, Cai Zhi-Lin, Schinnerl Johann, Cai Xiang-Hai
State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, People's Republic of China.
Zhongzhihao Cili Industrial Development (Guizhou) Co., LTD., Panzhou 553599, People's Republic of China.
ACS Omega. 2024 Aug 27;9(36):38023-38031. doi: 10.1021/acsomega.4c04893. eCollection 2024 Sep 10.
Four new ursane-type triterpenoids named rosaroxine A-D and 21 known compounds were identified from fruits. The structures of all compounds were established by 1D and 2D NMR spectroscopy and mass spectrometry. The phenolics catechin (EC 13.4 μM), quercetin (13.1 μM), gallic acid (10.0 μM), and protocatechuic acid (15.2 μM) were identified as powerful antioxidants with EC values lower than ascorbic acid (31.3 μM). The triterpenoids rosaroxine C (EC 37.4; 40.3 μM) and 2-oxo-pomolic acid (16.6; 28.2) and the phenolics catechin (53.3; 29.0), quercetin (18.8; 33.1), and gallic acid (26.3; 40.0) exerted partly higher activities in the cyclo-oxygenase (COX 1/2) assay than the positive control acetaminophen (EC 45.0; >100 μM). The triterpenoids rosaroxine C and 2-oxo-pomolic acid also performed well in the anti-aging assay using HaCaT cells. Quantification of the bioactive compounds by LC-MS revealed concentrations of 3.08 mg kg rosaroxine C, 17.40 mg kg 2-oxo-pomolic acid, 76.29 mg kg catechin, and 5.58 mg kg protocatechuic acid in the dried fruits. Overall, this work provides detailed phytochemical information, and the results from the accomplished bioassay point toward health promoting properties of these fruits.
从果实中鉴定出4种新的乌苏烷型三萜类化合物，命名为蔷薇红素A - D以及21种已知化合物。所有化合物的结构均通过一维和二维核磁共振光谱及质谱确定。酚类物质儿茶素（EC 13.4 μM）、槲皮素（13.1 μM）、没食子酸（10.0 μM）和原儿茶酸（15.2 μM）被鉴定为强大的抗氧化剂，其EC值低于抗坏血酸（31.3 μM）。三萜类化合物蔷薇红素C（EC 37.4；40.3 μM）和2 - 氧代坡模酸（16.6；28.2）以及酚类物质儿茶素（53.3；29.0）、槲皮素（18.8；33.1）和没食子酸（26.3；40.0）在环氧化酶（COX 1/2）测定中的活性部分高于阳性对照对乙酰氨基酚（EC 45.0；>100 μM）。三萜类化合物蔷薇红素C和2 - 氧代坡模酸在使用HaCaT细胞的抗衰老测定中也表现良好。通过液相色谱 - 质谱联用对生物活性化合物进行定量分析，结果显示干果实中蔷薇红素C的浓度为3.08 mg/kg，2 - 氧代坡模酸为17.40 mg/kg，儿茶素为76.29 mg/kg，原儿茶酸为5.58 mg/kg。总体而言，这项工作提供了详细的植物化学信息，生物测定的结果表明这些果实具有促进健康的特性。
