Embelin is a naturally occurring para-benzoquinone isolated from Embelia ribes (Burm. f.) of the Myrsinaceae family. It was first discovered to have potent inhibitory activity (IC50 = 4.2 μM) against α-glucosidase in this study. Then, four series of novel embelin derivatives were designed, prepared and evaluated in α-glucosidase inhibition assays. The results show that most of the embelin derivatives synthesised are effective α-glucosidase inhibitors, with IC50 values at the micromolar level, especially 10d, 12d, and 15d, the IC50 values of which are 1.8, 3.3, and 3.6 μM, respectively. Structure-activity relationship (SAR) studies suggest that hydroxyl groups in the 2/5-position of para-benzoquinone are very important, and long-chain substituents in the 3-position are highly preferred. Moreover, the inhibition mechanism and kinetics studies reveal that all of 10d, 12d, 15d, and embelin are reversible and mixed-type inhibitors. Furthermore, docking experiments were carried out to study the interactions between 10d and 15d with α-glucosidase.

中文翻译：

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新型embelin衍生物的设计、合成和α-葡萄糖苷酶抑制研究。


Embelin 是一种从紫金牛科的 Embelia ribes (Burm. f.) 中分离出来的天然对苯醌。本研究首次发现它对 α-葡萄糖苷酶具有有效的抑制活性（IC50 = 4.2 μM）。然后，设计、制备了四个系列的新型embelin衍生物，并在α-葡萄糖苷酶抑制试验中进行了评估。结果表明，合成的embelin衍生物大多是有效的α-葡萄糖苷酶抑制剂，IC50值在微摩尔水平，特别是10d、12d和15d时，IC50值分别为1.8、3.3和3.6 μM。构效关系（SAR）研究表明，对苯醌2/5位的羟基非常重要，3位的长链取代基是高度优选的。此外，抑制机制和动力学研究表明，10d、12d、15d和embelin都是可逆的混合型抑制剂。此外，还进行了对接实验来研究10d和15d与α-葡萄糖苷酶之间的相互作用。