Heavy-atom-free orthogonal configurative dye 1,7-di-anthra-aza-BODIPY for singlet oxygen generation  

作　　者：Yan Zhu Jia Liu Meiheng Lv Tingting Wang Dongxiang Zhang Rong Shang Xin-Dong Jiang Jianjun Du 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 [4]Department of Chemistry,Graduate School of Advanced Science and Engineering,Hiroshima University,Higashi-Hiroshima 7398526,Japan

出　　处：《Chinese Chemical Letters》2024年第10期291-294,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);Liaoning&Shenyang Key Laboratory of Functional Dye and Pigment(Nos.2021JH13/10200018,21–104–0–23)。

摘　　要：Spin-orbit,charge-transfer intersystem crossing(SOCT-ISC)can directly overcome the disadvantages of the traditional heavy-atom effect and improve the generation efficiency of reactive oxygen species(ROS).Since orthogonal molecular orbitals of donor-acceptor(D-A)pairs favor the SOCT-ISC transition,herein aza-borondipyrromethenes(aza-BODIPYs)with 1,7-di-anthracyl groups(An-azaBDP)was successfully prepared,owing to steric hindrance to produce a big dihedral angle between the two molecular orbital(MO)planes.Moreover,according to density functional theory(DFT)and time-dependent density functional theory(TDDFT),the energy difference between the S1-T1orbitals of An-aza BDP is small and more inclined towards ISC.An-aza BDP can effectively generate singlet oxygen under light irradiation.An-aza BDP with light irradiation can induce apoptosis in SW620 cells,and can serve as a potential candidate for the treatment of cancer cells and tumors.

关 键 词：Orthogonal configuration Anthracene Heavy-atom-free Aza-BODIPY Singlet oxygen 

分 类 号：O621.3[理学—有机化学] TQ460.1[理学—化学]