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款冬花中的prenylated indole alkaloids 和 lignans。

Prenylated indole alkaloids and lignans from the flower buds of Tussilago farfara.

机构信息

School of Chemistry and Chemical Engineering, University of Jinan, Jinan 250022, China; School of Biological Science and Technology, University of Jinan, Jinan 250022, China.

School of Biological Science and Technology, University of Jinan, Jinan 250022, China.

出版信息

Fitoterapia. 2020 Oct;146:104729. doi: 10.1016/j.fitote.2020.104729. Epub 2020 Sep 19.

Abstract

Six new compounds including four prenylated indole alkaloids (1-4) and two lignans (5-6), along with eight known cometabolites (7-14), were isolated from the flower buds of Tussilago farfara. Structures of the new compounds were elucidated by comparison with structurally related known analogues and also by comprehensive spectroscopic analyses. Their absolute configurations were determined by a variety of means including Mosher's method, Marfey's analysis, electronic circular dichroism (ECD) exciton chirality method and ECD calculations. Our bioassays have established that compounds 1 and 2 showed potent α-glucosidase inhibitory activity with IC values of 105 ± 4.7 and 35.2 ± 3.2 μM, respectively, while the known 13 and 14 exerted moderate DPPH radical scavenging activity with IC values of 45.2 ± 2.9 and 29.2 ± 2.0 μM, respectively.

摘要

从款冬花蕾中分离得到了 6 种新化合物,包括 4 种prenylated indole alkaloids(1-4)和 2 种 lignans(5-6),以及 8 种已知的共代谢产物(7-14)。通过与结构相关的已知类似物的比较以及全面的光谱分析,确定了新化合物的结构。通过各种手段,包括 Mosher 法、Marfey 分析、电子圆二色性(ECD)外消旋手性法和 ECD 计算,确定了它们的绝对构型。我们的生物测定表明,化合物 1 和 2 具有很强的α-葡萄糖苷酶抑制活性,IC 值分别为 105 ± 4.7 和 35.2 ± 3.2 μM,而已知的化合物 13 和 14 对 DPPH 自由基具有中等的清除活性,IC 值分别为 45.2 ± 2.9 和 29.2 ± 2.0 μM。

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