Aza-BODIPY dye with unexpected bromination and high singlet oxygen quantum yield for photoacoustic imaging-guided synergetic photodynamic/photothermal therapy  

作　　者：Leichen Wang Anqing Mei Na Li Xiaohong Ruan Xu Sun Yu Cai Jinjun Shao Xiaochen Dong 

机构地区：[1]Key Laboratory of Flexible Electronics(KLOFE)&Institute of Advanced Materials(IAM),Nanjing Tech University(NanjingTech),Nanjing 211800,China [2]School of Chemistry&Materials Science,Jiangsu Normal University,Xuzhou 221116,China [3]Center for Rehabilitation Medicine,Rehabilitation&Sports Medicine Research Institute of Zhejiang Province,Department of Rehabilitation Medicine,Zhejiang Provincial People’s Hospital(Affiliated People’s Hospital,Hangzhou Medical College),Hangzhou 310014,China

出　　处：《Chinese Chemical Letters》2024年第6期445-450,共6页中国化学快报（英文版）

基　　金：supported by NSF of Jiangsu Province(No.BK20200092)。

摘　　要：Introducing heavy halogen atoms into organic small molecules is a practical strategy for efficient singlet oxygen(^(1)O_(2))generation.Generally,bromine or iodine atoms are introduced on the aza-borondipyrromethene(aza-BODIPY)core,rather than on the periphery aryl rings for efficient~1O_(2) generation.Herein,an aza-BODIPY dye NBDPBr with unexpected bromination on the periphery aryl rings was synthesized for photoacoustic(PA)imaging-guided synergistic photothermal therapy(PTT)and photodynamic therapy(PDT)in tumor cells.Owing to unexcepted bromination at the periphery aryl rings,NBDPBr demonstrated an outstanding singlet oxygen quantum yield(Φ_(Δ))of 66% which was superior to similar brominated photosensitizers previously reported.After encapsulation with amphiphilic polymer F-127,hydrophilic NBDPBr nanoparticles(NPs)were fabricated and exhibited an excellent photothermal conversion efficiency(η)of 43.0% under 660 nm photoirradiation.In vivo PA imaging results demonstrated that NBDPBr NPs could specifically accumulate at tumor sites and realized the maximum tumor retention at 7 h post-injection.All the in vitro and in vivo results indicated the significant potence of NBDPBr with unexpected bis-bromination for PA imaging-guided synergetic PDT/PTT.

关 键 词：Unexpected bromination Aza-BODIPY Photodynamic therapy Photothermal therapy Synergetic therapy 

分 类 号：TQ610.1[化学工程—精细化工]