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来自八角莲茎和叶的生物活性 C-C 类前体衍生物。

Bioactive prenylated C-C derivatives from the stems and leaves of Illicium fargesii.

机构信息

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, People's Republic of China.

Institute of Medicinal Biotechnology, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, People's Republic of China.

出版信息

Bioorg Chem. 2021 May;110:104734. doi: 10.1016/j.bioorg.2021.104734. Epub 2021 Feb 16.

DOI:10.1016/j.bioorg.2021.104734
PMID:33689976
Abstract

Seventeen new prenylated C-C derivatives, namely, illifargeins A-M (1-13), including three pairs of enantiomers (1, 5, and 12) and one norillifargeal A (14), together with eight known analogues (15-22), were isolated from the stems and leaves of Illicium fargesii. The structures of the new compounds were elucidated using spectroscopic data (UV, IR, 1D and 2D NMR, and HRESIMS). Their absolute configurations were determined by using experimental and calculated ECD data analysis, as well as a modified Mosher's method. Compounds 1a, 1b, 2, 3, 5a, 7, 10, 11, 15, 16, 19, and 20 showed potential activity against Coxsackie virus B3, with IC values ranging from 6.23 to 33.33 µM. Compounds 9 and 15 exhibited potential activity against influenza virus A, with IC values of 11.11 and 19.24 µM, respectively. Compounds 2, 3, and 18 exhibited potential anti-oxidant activity, with IC values ranging from 1.43 to 6.71 µM.

摘要

从八角属植物 Illicium fargesii 的茎和叶中分离得到了 17 个新的prenylated C-C 衍生物,即 illifargeins A-M(1-13),包括三个对映异构体(1、5 和 12)和一个 norillifargeal A(14),以及 8 个已知类似物(15-22)。新化合物的结构通过光谱数据(UV、IR、1D 和 2D NMR、HRESIMS)阐明。它们的绝对构型通过使用实验和计算 ECD 数据分析以及改进的 Mosher 方法来确定。化合物 1a、1b、2、3、5a、7、10、11、15、16、19 和 20 对柯萨奇病毒 B3 具有潜在的活性,IC 值范围为 6.23-33.33 µM。化合物 9 和 15 对流感病毒 A 具有潜在的活性,IC 值分别为 11.11 和 19.24 µM。化合物 2、3 和 18 具有潜在的抗氧化活性,IC 值范围为 1.43-6.71 µM。

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