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木豆(Cajanus cajan (L.) Millsp.)中的木脂素和黄酮及其对 α-葡萄糖苷酶的抑制活性。

Lignans and Flavonoids from Cajanus cajan (L.) Millsp. and Their α-Glucosidase Inhibitory Activities.

机构信息

The State Key Laboratory of Functions and Applications of Medicinal Plants, School of Pharmaceutical Sciences, Guizhou Medical University, Guiyang, 550025, P. R. China.

The High Efficacy Application of Natural Medicinal Resources Engineering Center of Guizhou Province, School of Pharmaceutical Sciences, Guizhou Medical University, Guiyang, 550025, P. R. China.

出版信息

Chem Biodivers. 2022 Nov;19(11):e202200414. doi: 10.1002/cbdv.202200414. Epub 2022 Oct 28.

Abstract

A pair of new lignan conformers (1-2), one new flavonoid glycoside (3), as well as nineteen known compounds were purified from the twigs and leaves of Cajanus cajan (L.) Millsp.. The planar structures of the unknown compounds were determined via NMR and high-resolution mass spectrometry, while their absolute configurations were elucidated via comparison between their experimental and calculated electronic circular dichroism (ECD) values. All the isolated compounds were assayed for their α-glucosidase inhibitory activities. The results demonstrated that compounds 8-12, 15-16, 18-19, 21-22 had strong inhibition activities, with compound 10 (IC =0.4±0.21 μM) most active. The structure-activity relationships were preliminarily summarized. Enzyme kinetics showed that compounds 8, 9, 15-16, 18-19, 21-22 were non-competitive inhibitors and compounds 10-12 were anti-competitive ones.

摘要

从相思树的小枝和叶子中分离得到了一对新的木脂素构象异构体(1-2)、一个新的类黄酮糖苷(3)以及 19 个已知化合物。通过 NMR 和高分辨率质谱确定了未知化合物的平面结构,而通过比较其实验和计算的电子圆二色性(ECD)值确定了它们的绝对构型。所有分离得到的化合物均进行了α-葡萄糖苷酶抑制活性测试。结果表明,化合物 8-12、15-16、18-19、21-22 具有很强的抑制活性,其中化合物 10(IC =0.4±0.21 μM)活性最强。初步总结了构效关系。酶动力学研究表明,化合物 8、9、15-16、18-19、21-22 是非竞争性抑制剂,而化合物 10-12 是反竞争性抑制剂。

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