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Molecular Design of Highly Efficient Heavy-Atom-Free Triplet BODIPY Derivatives for Photodynamic Therapy and Bioimaging |
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| Authors: | Dr. Van-Nghia Nguyen Yubin Yim Sangin Kim Bokyeong Ryu Dr. K. M. K. Swamy Gyoungmi Kim Nahyun Kwon Prof. C-Yoon Kim Prof. Sungnam Park Prof. Juyoung Yoon |
| Affiliation: | 1. Department of Chemistry and Nano Science, Ewha Womans University, Seoul, 03760 Republic of Korea These authors contributed equally to this work.;2. Department of Chemistry, Korea University, Seoul, 02841 Republic of Korea These authors contributed equally to this work.;3. Department of Laboratory Animal Medicine, College of Veterinary Medicine, Seoul National University, Seoul, 08826 Republic of Korea;4. Department of Chemistry and Nano Science, Ewha Womans University, Seoul, 03760 Republic of Korea Department of Pharmaceutical Chemistry, V.L. College of Pharmacy, Raichur, 584103 India;5. Department of Chemistry and Nano Science, Ewha Womans University, Seoul, 03760 Republic of Korea;6. Department of Stem Cell Biology, School of Medicine, Konkuk University, Seoul, 05029 Republic of Korea;7. Department of Chemistry, Korea University, Seoul, 02841 Republic of Korea |
| Abstract: | Novel BODIPY photosensitizers were developed for imaging-guided photodynamic therapy. The introduction of a strong electron donor to the BODIPY core through a phenyl linker combined with the twisted arrangement between the donor and the BODIPY acceptor is essential for reducing the energy gap between the lowest singlet excited state and the lowest triplet state (ΔEST), leading to a significant enhancement in the intersystem crossing (ISC) of the BODIPYs. Remarkably, the BDP-5 with the smallest ΔEST (ca. 0.44 eV) exhibited excellent singlet oxygen generation capabilities in both organic and aqueous solutions. BDP-5 also displayed bright emission in the far-red/near-infrared region in the condensed states. More importantly, both in vitro and in vivo studies demonstrated that BDP-5 NPs displayed a high potential for photodynamic cancer therapy and bioimaging. |
| Keywords: | aggregation-induced emission BODIPY heavy-atom-free photosensitizers photodynamic therapy reactive oxygen species |