Affiliation:
1. College of Polymer Science and Engineering Qingdao University of Science and Technology Qingdao 266042 P. R. China
2. Key Laboratory of Optic‐electric Sensing and Analytical Chemistry for Life Science, MOE Qingdao University of Science and Technology Qingdao 266042 P. R. China
3. College of Material Science and Engineering Qingdao University of Science and Technology Qingdao 266042 P. R. China
Abstract
AbstractSingle‐molecule photosensitizers (PSs) for synergistic phototherapy are desirable but highly challenging, due to the competitive relationship between photothermal (PTT) and photodynamic therapy (PDT). Herein, a supramolecular strategy is developed that can tune the stacking pattern of PS molecules in their aggregates to optimize the PTT/PDT efficiency. Specifically, near‐infrared (NIR) heptamethine cyanines (Cy7) are synthesized using tricyanofuran (TCF) as the acceptor and benzothiazole (BTH)/indole (IND) as the donor, where BTH is a less hydrogen‐bonded tecton relative to IND. Both IND‐Cy7‐TCF and BTH‐Cy7‐TCF have similar photophysical properties at the molecular level, but BTH‐Cy7‐TCF in aggregated state exhibits higher singlet oxygen quantum yield (1.3% vs 0.2%) and competitive photothermal conversion efficiency (56.4% vs 62.3%) compared to IND‐Cy7‐TCF, due to the fine‐tuning of hydrogen bonding and intermolecular π–π interactions to form loose molecular stacks. Interestingly, the unique molecular stacking structure provides a binding site and catalytic center for H2O2 that exhibits catalase‐like activity, which can further ameliorate the efficiency of PDT and enhance the synergistic effect of PDT/PTT phototherapy in vitro and in vivo. This study can provide a simple but effective supramolecular strategy to design small molecule PSs with desirable aggregated structure for synergistic dual‐mode phototherapy.
Funder
National Natural Science Foundation of China
Natural Science Foundation of Shandong Province
Subject
Electrochemistry,Condensed Matter Physics,Biomaterials,Electronic, Optical and Magnetic Materials
Cited by
22 articles.
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