Sesquiterpenoids and 2-(2-phenylethyl)chromones respectively acting as α-glucosidase and tyrosinase inhibitors from agarwood of an Aquilaria plant
Sesquiterpenoids and 2-(2-phenylethyl)chromones respectively acting as α-glucosidase and tyrosinase inhibitors from agarwood of an Aquilaria plant
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DOI：
10.1080/14756366.2019.1576657
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发表时间：
2019-01-01
影响因子：
5.6
通讯作者：
Dai, Hao-Fu
中科院分区：
文献类型：
--
作者：
Yang, Li;Yang, Yi-Ling;Dai, Hao-Fu
从沉香属植物的沉香的乙醚提取物中得到六个新的倍半萜类化合物Agarozizanol A-F（1-6），以及四个已知的倍半萜类化合物和六个已知的2-（2-苯乙基）色酮.通过详细的光谱分析、X射线衍射和与已发表数据的比较，阐明了它们的结构。所有的分离物进行了评价的α-葡萄糖苷酶和酪氨酸酶的抑制活性在体外。化合物5、7、8和10显示出显著的α-葡糖苷酶抑制作用，IC 50值在112.3 +/- 4.5和524.5 +/- 2.7 μ M之间（阿卡波糖，743. 4 +/- 3.3 μ M）。化合物13和14显示酪氨酸酶抑制作用，IC 50值分别为89.0 +/-1.7和51.5 +/-0.6 μ M（曲酸，46.1 +/-1.3）。在动力学研究中，发现化合物5和14分别是α-葡萄糖苷酶的非竞争性抑制剂和酪氨酸酶的混合型抑制剂。此外，分子对接模拟揭示了最具活性的化合物与α-葡萄糖苷酶和酪氨酸酶的结合位点和相互作用。
The ethyl ether extract of agarwood from an Aquilaria plant afforded six new sesquiterpenoids, Agarozizanol A - F (1-6), together with four known sesquiterpenoids and six known 2-(2-phenylethyl)chromones. Their structures were elucidated via detailed spectroscopic analysis, X-ray diffraction, and comparisons with the published data. All the isolates were evaluated for the alpha-glucosidase and tyrosinase inhibitory activities in vitro. Compounds 5, 7, 8, and 10 showed significant inhibition of alpha-glucosidase with IC50 values ranging between 112.3 +/- 4.5 and 524.5 +/- 2.7 mu M (acarbose, 743. 4 +/- 3.3 mu M). Compounds 13 and 14 exhibited tyrosinase inhibitory effect with IC50 values of 89.0 +/- 1.7 and 51.5 +/- 0.6 mu M, respectively (kojic acid, 46.1 +/- 1.3). In the kinetic studies, compounds 5 and 14 were found to be uncompetitive inhibitors for alpha-glucosidase and mixed type inhibitors for tyrosinase, respectively. Furthermore, molecular docking simulations revealed the binding sites and interactions of the most active compounds with alpha-glucosidase and tyrosinase.