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绿光光控释放和荧光增强响应的CO给体设计、合成及应用  ( SCI-EXPANDED收录)  

Design,Synthesis and Application of CO Donor with Green Light Controlled Release and Fluorescence Enhancement Response

文献类型:期刊文献

中文题名:绿光光控释放和荧光增强响应的CO给体设计、合成及应用

英文题名:Design,Synthesis and Application of CO Donor with Green Light Controlled Release and Fluorescence Enhancement Response

作者:邢皖晋[1,2];张逸蓉[1];陈军伟[1];励扬[1];徐缓[2];王卫[1];楼开炎[1]

机构:[1]华东理工大学药学院,上海200237;[2]安徽理工大学公共卫生学院,合肥232001

年份:2025

卷号:45

期号:5

起止页码:1698

中文期刊名:有机化学

外文期刊名:Chinese Journal of Organic Chemistry

收录:;WOS:【SCI-EXPANDED(收录号:WOS:001516306700015)】;北大核心:【北大核心2023】;

基金:Project supported by the Shanghai Natural Science Fund (No. 20ZR1414700) and the National Natural Science Foundation of China (No. 42177417) .

语种:中文

中文关键词:一氧化碳;CO给体;光控释放;氧化应激;绿色荧光

外文关键词:carbon monoxide;CO donor;photo-triggered release;oxiditive stress;green fluorescence

摘要:一氧化碳(CO)不仅是一种有毒气体,同时也是重要的气体信号传递分子,在多种生理和病理过程中发挥重要的调节作用,包括神经传递、血管扩张、减缓炎症反应、抗癌等.发展可控释放并能产生荧光信号定量示踪的CO给体分子对于研究其信号传导和量效关系尤为重要.以3-羟基黄酮醇(HF)为光控释放CO基团,通过在B环4'位以双键共轭连接方式引入氟硼二吡咯(BODIPY)荧光团,设计合成了一种新型绿光光解和荧光示踪的光控CO给体分子BODIPY-Fla-1.它能在绿色发光二极管(LED)光源照射的有氧条件下光解生成CO,同时在562nm处产生绿色荧光增强响应,可通过荧光成像对其在细胞内的光控释放CO进行示踪,也在细胞氧化应激模型中,验证了BODIPY-Fla-1光控释放CO可有效降低细胞内超氧自由基水平,缓解氧化应激.这种以双键共轭的方式连接荧光团的策略为进一步开发光解波长更长可荧光示踪的3-黄酮醇光控CO给体分子提供了新的分子设计思路.
Carbon monoxide(CO)is not only a toxic gas,but also an important gas signaling molecule that plays crucial regulatory roles in various physiological and pathological processes,which include neurotransmission,vasodilation,mitigation of inflammatory response,and anti-cancer activities.Therefore,development of CO donors for controlled release of CO with simutaneous fluorescence signal generation for quantification and tracking purpose is particularly useful for CO signal transduction and quantity-activity relationship studies.Herein,a novel photo-controlled CO donor BODIPY-Fla-1 was designed and synthesized using 3-hydroxyflavone(HF)as the photo-triggered CO-releasing moiety,which is conjugated to a boron-dipyrromethene(BODIPY)fluorophore at its 4'position of B ring via a double-bond linkage.It can achieve photo-triggered CO release under green light-emitting diode(LED)light irradiation and aerobic condition with simutaneous fluorescence turn-on responses at 562 nm for convenient tracking CO release via fluorescence imaging at green channel in live cell studies.It was also verified that the CO released by photolysis of BODIPY-Fla-1 can effectively reduce the level of intra-cellular superoxide radical and alleviate oxidative stress.This incorporation of a conjugated fluorophore moiety via a double bond linkage provides a new design strategy for development of HF-based CO donors with longer photolysis light and fluo-rescence response wavelength.

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