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六种新的酚糖苷类化合物从 Lam.的种子和他们的 -葡萄糖苷酶抑制活性。

Six New Phenolic Glycosides from the Seeds of Lam. and Their -Glucosidase Inhibitory Activity.

机构信息

School of Pharmacy, Guizhou Medical University, Guiyang 550004, China.

Key Laboratory of Basic Pharmacology of Ministry of Education, Zunyi Medical University, Zunyi 563000, China.

出版信息

Molecules. 2023 Sep 4;28(17):6426. doi: 10.3390/molecules28176426.

Abstract

Plant-derived phytochemicals have recently drawn interest in the prevention and treatment of diabetes mellitus (DM). The seeds of Lam. are widely used in food and herbal medicine for their health-promoting properties against various diseases, including DM, but many of their effective constituents are still unknown. In this study, 6 new phenolic glycosides, moringaside B-G (-), together with 10 known phenolic glycosides (-) were isolated from seeds. The structures were elucidated by 1D and 2D NMR spectroscopy and high-resolution electrospray ionization mass spectrometry (HR-ESI-MS) data analysis. The absolute configurations of compounds and were determined by electronic circular dichroism (ECD) calculations. Compounds and especially are combined with a 1,3-dioxocyclopentane moiety at the rhamnose group, which are rarely reported in phenolic glycoside backbones. A biosynthetic pathway of and was assumed. Moreover, all the isolated compounds were evaluated for their inhibitory activities against -glucosidase. Compounds and exhibited marked activities with IC values of 382.8 ± 1.42 and 301.4 ± 6.22 μM, and the acarbose was the positive control with an IC value of 324.1 ± 4.99 μM. Compound revealed better activity than acarbose.

摘要

植物源植物化学物质最近引起了人们对糖尿病(DM)预防和治疗的兴趣。Lam.的种子因其对各种疾病(包括 DM)的保健特性而被广泛用于食品和草药中,但它们的许多有效成分仍不清楚。在这项研究中,从种子中分离出了 6 种新的酚糖苷,即 moringaside B-G(-),以及 10 种已知的酚糖苷(-)。通过 1D 和 2D NMR 光谱和高分辨率电喷雾电离质谱(HR-ESI-MS)数据分析阐明了结构。通过电子圆二色性(ECD)计算确定了化合物和的绝对构型。化合物和特别是在鼠李糖基团处与 1,3-二氧杂环戊烷部分结合,这在酚糖苷骨架中很少报道。假设了和的生物合成途径。此外,所有分离得到的化合物均进行了对 -葡萄糖苷酶抑制活性的评价。化合物和表现出明显的活性,IC 值分别为 382.8±1.42 和 301.4±6.22μM,阿卡波糖为阳性对照,IC 值为 324.1±4.99μM。化合物的活性优于阿卡波糖。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4c83/10489651/37b84ad2ccf9/molecules-28-06426-g001.jpg

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