一种选择性SO_(2)荧光探针的合成及性能  

Synthesis and Properties of A Selective SO_(2) Fluorescent Probe

作　　者：陈挺 胡曰富 刘琳霞 齐庆蓉[1] CHEN Ting;HU Yue-fu;LIU Lin-xia;QI Qing-rong(West China School of Pharmacy Sichuan University,Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry,Sichuan Engineering Laboratory for Plant-Sourced Drug and Sichuan Research Center for Drug Industrial Technology,Sichuan Research Center of Precision Engineering Technology for Small Molecule Drugs,Chengdu 610041,China)

机构地区：[1]四川大学华西药学院靶向药物与释药系统教育部重点实验室四川省植物来源工程实验室和四川省小分子药物精准化工程技术研究中心,四川成都610041

出　　处：《合成化学》2021年第7期570-576,共7页Chinese Journal of Synthetic Chemistry

基　　金：中央高校基本科研业务费专项资金。

摘　　要：以4-(二乙氨基)水杨醛为原料,经Knoevenagel缩合反应、Vilsmeier反应以及Wittig反应得到中间体3,以2,3,3-三甲基-3 H-吲哚为原料,经亲核取代得到中间体4;3与4发生缩合反应得到含半花菁结构的香豆素类SO_(2)荧光探针PA1,其结构经^(1)H NMR、^(13)C NMR和HR-MS(ESI)确证。该探针具有良好的水溶性,可以快速检测外源性SO_(2),检出限为0.38μM,响应时间为3 min。探针于498 nm处的荧光强度随着SO_(2)浓度增加而增强,当SO_(2)浓度为0~120μM时,荧光强度与浓度的线性相关系数为0.998。Intermediate 3 was synthesized from 4-(diethylamine)salicylaldehyde by Knoevenagel condensation reaction,Vilsmeier reaction and Wittig reaction.Intermediate 4 was synthesized from 2,3,3-trimethyl-3 H-indole by nucleophilic substitution reaction.Then,a coumarin-based SO_(2) fluorescent probe PA1 containing hemicyanine was synthesized by condensation between 3 and 4,and its structure was characterized by^(1)H NMR,^(13)C NMR and HR-MS(ESI).PA1 shows good water solubility and can detect exogenous SO_(2) rapidly with a detection limit of 0.38μM and a response time of 3 min.The fluorescence intensity of the probe at 498 nm is linearly related to the concentration of SO_(2) in the range of 0-120μM,and the correlation coefficient is 0.998.

关 键 词：香豆素 半花菁 缩合反应 荧光探针 合成 Witting反应 

分 类 号：O625[理学—有机化学] O657[理学—化学]