从山黧豆果实和花朵中提取的具有生物活性的对羟基苯乙酸衍生物。
Bioactive homogentisic acid derivatives from fruits and flowers of Miliusa velutina.
机构信息
Natural Products Research Unit, Department of Chemistry and Center of Excellence for Innovation in Chemistry, Faculty of Science, Khon Kaen University, Khon Kaen 40002, Thailand.
Integrated Nanotechnology Research Center, Department of Physics, Faculty of Science, Khon Kaen University, Khon Kaen 40002, Thailand.
出版信息
Fitoterapia. 2019 Apr;134:65-72. doi: 10.1016/j.fitote.2019.02.007. Epub 2019 Feb 12.
Chromatographic separation of fruits and flowers of the Thai medicinal plant, Miliusa velutina, resulted in the isolation of five new rare homogentisic acid derivatives, miliusanal (1) and miliusanones A-D (2-5), together with fifteen known secondary metabolites (6-20). Their structures were determined through the use of extensive spectroscopic data. The absolute configurations of homogentisic acid derivatives 2-7 were identified using NOESY data and a comparison of experimental and calculated ECD spectral data. Compounds 2, 3, 6, and 7 showed antimalarial activity with IC values in the range of 3.3-5.2 μg/mL. Compound 6 also showed activity against Mycobacterium tuberculosis with an MIC value of 50 μg/mL. Compounds 1-3, 6 and 7 exhibited cytotoxicity againt KB, MCF-7, NCI-H187 and Vero cell lines with IC values in the range of 5.8-40.4 μg/mL. In addition, compounds 1, 2 and 6 showed moderate antibacterial activities against three Gram-positive bacteria (Bacillus cereus, Staphylococcus aureus, and Methicillin resistant S. aureus) with MICs in the range of 32-64 μg/mL.
从泰国药用植物小米蕉的果实和花朵中进行色谱分离，得到了五个新的罕见的均苯丙氨酸衍生物，小米蕉酮 A-D（2-5），以及十五个已知的次生代谢产物（6-20）。通过广泛的光谱数据确定了它们的结构。通过 NOESY 数据和实验与计算 ECD 光谱数据的比较，确定了均苯丙氨酸衍生物 2-7 的绝对构型。化合物 2、3、6 和 7 表现出抗疟活性，IC 值在 3.3-5.2μg/mL 范围内。化合物 6 还对结核分枝杆菌表现出活性，MIC 值为 50μg/mL。化合物 1-3、6 和 7 对 KB、MCF-7、NCI-H187 和 Vero 细胞系表现出细胞毒性，IC 值在 5.8-40.4μg/mL 范围内。此外，化合物 1、2 和 6 对三种革兰氏阳性菌（蜡状芽孢杆菌、金黄色葡萄球菌和耐甲氧西林金黄色葡萄球菌）表现出中等的抗菌活性，MIC 值在 32-64μg/mL 范围内。
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