Institute of Tropical Medicine and Artemisinin Research Center, Guangzhou University of Chinese Medicine, Guangzhou 510405, Guangdong, PR. China.
The Second Clinical College of Guangzhou University of Chinese Medicine, Guangzhou 510120, Guangdong, PR. China.
Org Biomol Chem. 2020 Apr 1;18(13):2468-2474. doi: 10.1039/d0ob00020e.
A new N2O-type BODIPY probe (LF-Bop) has been proposed for the selective and sensitive detection of biologically relevant small molecular thiols. This detection is based on the Michael addition reaction between the thiol and nitrostyrene groups in the probe, which decreases the quenching effect from the nitro group, thus resulting in the recovery of the deep-red fluorescence from the BODIPY structure. The results show that LF-Bop is able to detect all tested free thiols through a fluorescence turn-on assay. The lowest limit of detection (LOD) for glutathione was found to be down to nanomolar levels (220 nM). Based on this probe, we have developed a new fluorescence assay for the screening of acetylcholinesterase inhibitors. In total, 11 natural and synthetic alkaloids have been evaluated. Both experimental measurements and theoretical molecular docking results reveal that both natural berberine and its synthetic derivative dihydroberberine are potential inhibitors of acetylcholinesterase.
一种新型 N2O 型 BODIPY 探针（LF-Bop）已被提出，用于选择性和灵敏地检测生物相关小分子硫醇。这种检测基于探针中硫醇和硝基亚乙烯基之间的迈克尔加成反应，这降低了硝基基团的猝灭效应，从而使 BODIPY 结构的深红色荧光恢复。结果表明，LF-Bop 能够通过荧光开启测定法检测所有测试的游离硫醇。发现谷胱甘肽的最低检测限（LOD）低至纳摩尔水平（220 nM）。基于该探针，我们开发了一种用于筛选乙酰胆碱酯酶抑制剂的新荧光测定法。总共评估了 11 种天然和合成生物碱。实验测量和理论分子对接结果均表明，天然小檗碱及其合成衍生物二氢小檗碱都是乙酰胆碱酯酶的潜在抑制剂。
