Molecular Engineering of Efficient Singlet Oxygen Generators with Near‐Infrared AIE Features for Mitochondrial Targeted Photodynamic Therapy

  • Gang Yuan
    Collaborative Innovation Center for Advanced Organic Chemical Materials Coconstructed by the Province and Ministry Ministry of Education Key Laboratory for the Synthesis and Application of Organic Functional Molecules College of Chemistry and Chemical Engineering Hubei University Youyi Road 368, Wuchang Wuhan Hubei 430062 China
  • Cheng Lv
    Translational Medical Center for Stem Cell Therapy & Institute for Regenerative Medicine Shanghai East Hospital Tongji University School of Medicine 1800 Yuntai Road Shanghai 200123 China
  • Jichao Liang
    College of Life Science Hubei University Youyi Road 368, Wuchang Wuhan Hubei 430062 China
  • Xinxin Zhong
    Collaborative Innovation Center for Advanced Organic Chemical Materials Coconstructed by the Province and Ministry Ministry of Education Key Laboratory for the Synthesis and Application of Organic Functional Molecules College of Chemistry and Chemical Engineering Hubei University Youyi Road 368, Wuchang Wuhan Hubei 430062 China
  • Yuan Li
    Translational Medical Center for Stem Cell Therapy & Institute for Regenerative Medicine Shanghai East Hospital Tongji University School of Medicine 1800 Yuntai Road Shanghai 200123 China
  • Jiacun He
    Collaborative Innovation Center for Advanced Organic Chemical Materials Coconstructed by the Province and Ministry Ministry of Education Key Laboratory for the Synthesis and Application of Organic Functional Molecules College of Chemistry and Chemical Engineering Hubei University Youyi Road 368, Wuchang Wuhan Hubei 430062 China
  • Anjing Zhao
    Collaborative Innovation Center for Advanced Organic Chemical Materials Coconstructed by the Province and Ministry Ministry of Education Key Laboratory for the Synthesis and Application of Organic Functional Molecules College of Chemistry and Chemical Engineering Hubei University Youyi Road 368, Wuchang Wuhan Hubei 430062 China
  • Li Li
    Collaborative Innovation Center for Advanced Organic Chemical Materials Coconstructed by the Province and Ministry Ministry of Education Key Laboratory for the Synthesis and Application of Organic Functional Molecules College of Chemistry and Chemical Engineering Hubei University Youyi Road 368, Wuchang Wuhan Hubei 430062 China
  • Yuanhe Shao
    Collaborative Innovation Center for Advanced Organic Chemical Materials Coconstructed by the Province and Ministry Ministry of Education Key Laboratory for the Synthesis and Application of Organic Functional Molecules College of Chemistry and Chemical Engineering Hubei University Youyi Road 368, Wuchang Wuhan Hubei 430062 China
  • Xiuhua Zhang
    Collaborative Innovation Center for Advanced Organic Chemical Materials Coconstructed by the Province and Ministry Ministry of Education Key Laboratory for the Synthesis and Application of Organic Functional Molecules College of Chemistry and Chemical Engineering Hubei University Youyi Road 368, Wuchang Wuhan Hubei 430062 China
  • Shengfu Wang
    Collaborative Innovation Center for Advanced Organic Chemical Materials Coconstructed by the Province and Ministry Ministry of Education Key Laboratory for the Synthesis and Application of Organic Functional Molecules College of Chemistry and Chemical Engineering Hubei University Youyi Road 368, Wuchang Wuhan Hubei 430062 China
  • Yu Cheng
    Translational Medical Center for Stem Cell Therapy & Institute for Regenerative Medicine Shanghai East Hospital Tongji University School of Medicine 1800 Yuntai Road Shanghai 200123 China
  • Hanping He
    Collaborative Innovation Center for Advanced Organic Chemical Materials Coconstructed by the Province and Ministry Ministry of Education Key Laboratory for the Synthesis and Application of Organic Functional Molecules College of Chemistry and Chemical Engineering Hubei University Youyi Road 368, Wuchang Wuhan Hubei 430062 China

書誌事項

公開日
2021-06-25
権利情報
  • http://onlinelibrary.wiley.com/termsAndConditions#vor
DOI
  • 10.1002/adfm.202104026
公開者
Wiley

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説明

<jats:title>Abstract</jats:title><jats:p>Aggregation‐caused fluorescence quenching with insufficient production of reactive oxygen species (ROS) has limited the application of photosensitizers (PSs) in fluorescence‐imaging‐guided photodynamic therapy (PDT). Aggregation‐induced emission PSs (AIE‐PSs) exhibit enhanced fluorescence intensity and a high efficiency of ROS generation in the aggregation state, which provides an opportunity to solve the above problems. Herein, a series of AIE‐PSs are successfully designed and synthesized by adjusting the D–A intensity through molecular engineering. The photophysical properties and theoretical calculations prove that the synergistic effect of 3,4‐ethylenedioxythiophene and quinolinium increases the intramolecular charge transfer effect (ICT) of the whole molecule and promotes the intersystem crossing (ISC) from the lowest excited singlet state (S<jats:sub>1</jats:sub>) to the lowest triplet state (T<jats:sub>1</jats:sub>). Among these AIE‐PSs, the optimal AIE‐PS (TPA‐DT‐Qy) exhibits the highest generation yield of <jats:sup>1</jats:sup>O<jats:sub>2</jats:sub> (5.3‐fold of Rose Bengal). Further PDT experiments show that the TPA‐DT‐Qy has a highly efficient photodynamic ablation of breast cancer cells (MCF‐7 and MDA‐MB‐231) under white light irradiation. Moreover, the photodynamic antibacterial study indicates that TPA‐DT‐Qy has the discrimination and excellent photodynamic inactivation of <jats:italic>S. aureus</jats:italic>. This work provides a feasible strategy for the molecular engineering of novel AIE‐PSs to improve the development of fluorescence‐imaging‐guided PDT.</jats:p>

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