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来自水黄皮(Pongamia pinnata (L.) Pierre)根部的抗炎异黄酮和异黄烷酮。

Anti-inflammatory isoflavones and isoflavanones from the roots of Pongamia pinnata (L.) Pierre.

作者信息

Wen Ran, Lv Haining, Jiang Yong, Tu Pengfei

机构信息

State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Beijing 100191, China.

State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Beijing 100191, China.

出版信息

Bioorg Med Chem Lett. 2018 Apr 1;28(6):1050-1055. doi: 10.1016/j.bmcl.2018.02.026. Epub 2018 Feb 15.

DOI:10.1016/j.bmcl.2018.02.026
PMID:29482940
Abstract

A phytochemical study on the roots of Pongamia pinnata afforded five new isoflavone and isoflavanone derivatives (1-5), including two previously undescribed phenylisoflavones possessing an 1,2-oxetane ring, along with 21 known compounds (6-26) among which compound 18 is the first time to be isolated from nature. The structures of the isolated compounds were determined on the basis of 1D, 2D NMR, and HRESIMS. The absolute configurations of the compounds were assigned via analysis of the specific rotations and circular dichroism (CD) spectra, as well as by comparison of the calculated and experimental electronic circular dichroism (ECD) data. All the isolated compounds were evaluated for their inhibitory effects on NO production in LPS-stimulated BV-2 microglial cells. Twelve compounds exhibited different levels of inhibitory effects against NO production, and compound 1 showed the best activity with an IC value at 9.0 μM.

摘要

对水黄皮根进行的植物化学研究得到了5个新的异黄酮和异黄酮醇衍生物(1-5),包括2个前所未有的带有1,2-氧杂环丁烷环的苯基异黄酮,以及21个已知化合物(6-26),其中化合物18首次从自然界中分离得到。通过一维、二维核磁共振和高分辨电喷雾电离质谱确定了分离得到的化合物的结构。通过比旋光度和圆二色光谱分析,以及计算和实验电子圆二色数据的比较,确定了化合物的绝对构型。对所有分离得到的化合物进行了评估,考察它们对脂多糖刺激的BV-2小胶质细胞中一氧化氮产生的抑制作用。12个化合物表现出不同程度的对一氧化氮产生的抑制作用,化合物1表现出最佳活性,IC50值为9.0 μM。

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