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Tuning Organelle Specificity and Photodynamic Therapy Efficiency by Molecular Function Design

preprint
submitted on 08.07.2019 and posted on 08.07.2019 by zhiyang liu, hang zou, zheng zhao, Pengfei Zhang, Guogang shan, Ryan Tsz Kin Kwok, Jacky W. Y. Lam, Lei Zheng, Ben Zhong Tang
Efficient organic photosensitizers (PSs) have attracted much attention because of their promising applications in photodynamic therapy (PDT). However, guidelines on their molecular design are rarely reported. In this work, a series of PSs are designed and synthesized based on a triphenylamine-azafluorenone core. Their structure-property-application relationships are systematically studied. Cationization is an effective strategy to enhance the PDT efficiency of PSs. From the molecularly dispersed state to the aggregate state, the fluorescence and the reactive oxygen species generation efficiency of PSs with aggregation-induced emission (AIE) increase due to the restriction of the intramolecular motions and enhancement of intersystem crossing. Cationized mitochondrion-targeting PSs show higher PDT efficiency than that of nonionized ones targeting lipid droplets. The ability of AIE PSs to kill cancer cells can be further enhanced by combination of PDT with radiotherapy. Such results should trigger research enthusiasm for designing and synthesizing new AIE PSs with better PDT efficiency and new properties.

History

Email Address of Submitting Author

liuzhiyang@ust.hk

Institution

The Hong Kong University of Science and Technology

Country

China

ORCID For Submitting Author

0000-0002-5522-2853

Declaration of Conflict of Interest

The authors declare no competing financial interest.

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