中国化学快报(英文版)2024,Vol.35Issue(6) :349-352.DOI:10.1016/j.cclet.2023.108862

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

Tianze Wang Junyi Ren Dongxiang Zhang Huan Wang Jianjun Du Xin-Dong Jiang Guiling Wang
中国化学快报(英文版)2024,Vol.35Issue(6) :349-352.DOI:10.1016/j.cclet.2023.108862

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

Tianze Wang 1Junyi Ren 2Dongxiang Zhang 1Huan Wang 2Jianjun Du 3Xin-Dong Jiang 1Guiling Wang2
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作者信息

  • 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
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Abstract

Integrating ring-fused modification with π-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 gener-ate 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 re-leased 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 appli-cation in anti-tumor phototherapy.

Key words

NIR dyes/[b]-Fused BODIPY/Knoevenagel condensation/Photothermal therapy/Cell apoptosis

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基金项目

National Natural Science Foundation of China(22078201)

National Natural Science Foundation of China(U1908202)

Natural Science Foundation of Liaoning(2021NLTS1206)

"Chunhui Program"cooperative research project of Education Ministry,Liaoning &Shenyang Key Laboratory of Functional Dye and Pigm(2021JH13/10200018)

"Chunhui Program"cooperative research project of Education Ministry,Liaoning &Shenyang Key Laboratory of Functional Dye and Pigm(21-104-0-23)

出版年

2024
中国化学快报(英文版)
中国化学会

中国化学快报(英文版)

CSTPCDCSCD
影响因子:0.771
ISSN:1001-8417
参考文献量2
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