Key Laboratory of Bioorganic Synthesis of Zhejiang Province, College of Biotechnology and Bioengineering, Zhejiang University of Technology, Hangzhou 310014, China.
Org Biomol Chem. 2022 Apr 20;20(16):3359-3364. doi: 10.1039/d2ob00260d.
Hydrazide drugs can cause severe drug-induced liver injury owing to the enzymatic release of NH in the liver. Also, changes in cellular viscosity are associated with liver damage. Thus, simultaneous monitoring of changes in NH levels and viscosity can be used to evaluate the side effects of hydrazide drugs. Herein, we firstly reported a near-infrared fluorescent probe (FNN), which contains 1,8-naphthalimide as the fluorophore and a chalcone moiety as the responsive receptor, for sensitively detecting intracellular viscosity and NH. FNN showed a fast 'turn-on' fluorescence response to NH with excellent selectivity. Additionally, FNN could selectively track viscosity without interference from polarity, pH, and other active species. Furthermore, imaging experiments suggested that FNN could be successfully applied in living cells and zebrafish larvae and embryos, which is of great importance for effectively assessing the degree of liver injury.
酰腙类药物在体内肝脏环境中通过酶解反应释放出 NH,从而导致严重的药物性肝损伤。此外,细胞黏度的变化也与肝损伤有关。因此,同时监测 NH 水平和黏度的变化可用于评估酰腙类药物的副作用。在这里,我们首次报道了一种近红外荧光探针(FNN),它以 1,8-萘酰亚胺为荧光团,以查尔酮部分作为响应受体,用于灵敏地检测细胞内黏度和 NH。FNN 对 NH 具有快速的“开启”荧光响应,具有优异的选择性。此外,FNN 可以选择性地跟踪黏度,而不受极性、pH 值和其他活性物质的干扰。此外,成像实验表明,FNN 可以成功应用于活细胞和斑马鱼幼虫和胚胎中,这对于有效评估肝损伤程度非常重要。