Development of functional dye with redshifted absorption based on Knoevenagel condensation at 1-site in phenyl[b]-fused BODIPY  

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作  者:Tianze Wang Junyi Ren Dongxiang Zhang Huan Wang Jianjun Du Xin-Dong Jiang Guiling Wang 

机构地区:[1]Liaoning&Shenyang Key Laboratory of Functional Dye and Pigment,Shenyang University of Chemical Technology,Shenyang 110142,China [2]Department of Cell Biology,China Medical University,Shenyang 110122,China [3]State Key Laboratory of Fine Chemicals,Dalian University of Technology,Dalian 116024,China

出  处:《Chinese Chemical Letters》2024年第6期349-352,共4页中国化学快报(英文版)

基  金:supported by the National Natural Science Foundation of China(Nos.22078201,U1908202);Natural Science Foundation of Liaoning(No.2021NLTS1206);“Chunhui Program”cooperative research project of Education Ministry,Liaoning&Shenyang Key Laboratory of Functional Dye and Pigment(Nos.2021JH13/10200018,21–104–0–23)。

摘  要:Integrating ring-fused modification withπ-conjugated extension is an effective approach for designing,synthesizing,and application for novel borondipyrromethene(BODIPY)structures.In this work,based on phenyl[b]-fused BODIPY,we made reasonable modification of the methyl group at 1-site to generate dye NBDP.NBDP possessed near-infrared region(NIR)absorption and emission properties,and the intramolecular charge transfer(ICT)resulted in low fluorescence.Whereas,heat energy is evidently released in the presence of light,which can be exploited for intracellular photothermal therapy via the cell apoptosis process,reducing the inflammatory side-effects induced by necrosis.This research provides a crucial foundation for the novel molecule via BODIPY multi-directional alteration and its potential application in anti-tumor phototherapy.

关 键 词:NIR dyes [b]-Fused BODIPY Knoevenagel condensation Photothermal therapy Cell apoptosis 

分 类 号:TQ615[化学工程—精细化工]

 

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