Prenylated Phenolic Compounds from the Aerial Parts of Glycyrrhiza uralensis as PTP1B and α-Glucosidase Inhibitors.,Journal of Natural Products

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Prenylated Phenolic Compounds from the Aerial Parts of Glycyrrhiza uralensis as PTP1B and α-Glucosidase Inhibitors.
Journal of Natural Products ( IF 3.3 ) Pub Date : 2020-03-20 , DOI: 10.1021/acs.jnatprod.9b00262
Jing-Ran Fan _{1,

2} , Yi Kuang ₁ , Ze-Yuan Dong ₁ , Yang Yi ₁ , Yan-Xia Zhou ₁ , Bin Li ₁ , Xue Qiao ₁ , Min Ye ₁

Affiliation

Glycyrrhiza uralensis (liquorice) is a well-known medicinal plant. Its roots and rhizomes are used as the popular Chinese herbal medicine Gan-Cao. An ethanol extract of the aerial parts of G. uralensis showed antidiabetic effects on db/db mice. It decreased the blood glucose level by 30.3% and increased the serum insulin level by 41.8% compared to the control group. Eighty-six phenolic compounds (1-86) were obtained from the aerial parts, including the new prenylated isoflavanones (1-5), isoflavans (6-9), and a 2-phenylbenzofuran (10). The structures were identified by NMR and HRESIMS data analyses, and the absolute configurations were established by comparing the calculated and experimental ECD spectroscopic data. Compounds 2, 6, and 10 inhibited PTP1B with IC50 values of 5.9, 6.7, and 5.3 μM, respectively. Compound 2 and the known compounds glycycoumarin (76) and glyurallin A (79) inhibited α-glucosidase with IC50 values of 20.1, 0.1, and 0.3 μM, respectively. Compound 4 at 10 μM increased the glucose uptake rate to 95% in an insulin resistance HepG2 cell model (p < 0.01).

中文翻译：

来自甘草地上部分的烯丙基酚类化合物作为PTP1B和α-葡萄糖苷酶抑制剂。

甘草（甘草）是一种著名的药用植物。它的根和根茎被用作流行的中草药甘草。甘草地上部分的乙醇提取物对db / db小鼠具有抗糖尿病作用。与对照组相比，它使血糖水平降低了30.3％，使血清胰岛素水平提高了41.8％。从地上部分获得了八十六种酚类化合物（1-86），包括新的烯丙基化异黄酮（1-5），异黄烷（6-9）和2-苯基苯并呋喃（10）。通过NMR和HRESIMS数据分析鉴定结构，并通过比较计算出的ECD和实验ECD光谱数据确定绝对构型。化合物2、6和10抑制PTP1B，IC50值分别为5.9、6.7和5.3μM。化合物2和已知化合物glycycoumarin（76）和glyurallin A（79）抑制α-葡萄糖苷酶，IC50值分别为20.1、0.1和0.3μM。在胰岛素抵抗性HepG2细胞模型中，浓度为10μM的化合物4将葡萄糖摄取率提高到95％（p <0.01）。

更新日期：2020-03-20

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