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Access to the Triplet Excited States of Heavy-Atom-Free Boron-Dipyrromethene Photosensitizers via Radical Pair Intersystem Crossing for Image-Guided Tumor-Targeted Photodynamic Therapy

Authors
Van-Nghia NguyenHa, JeongsunKoh, Chang WooRyu, BokyeongKim, GyoungmiPark, Jae HakKim, C-YoonPark, SungnamYoon, Juyoung
Issue Date
12-10월-2021
Publisher
AMER CHEMICAL SOC
Citation
CHEMISTRY OF MATERIALS, v.33, no.19, pp.7889 - 7896
Indexed
SCIE
SCOPUS
Journal Title
CHEMISTRY OF MATERIALS
Volume
33
Number
19
Start Page
7889
End Page
7896
URI
https://scholar.korea.ac.kr/handle/2021.sw.korea/136055
DOI
10.1021/acs.chemmater.1c02776
ISSN
0897-4756
Abstract
Boron- dipyrromethene (BODIPY) dyes have aroused considerable interest in cancer theranostics over the past decade because of robust photochemical properties. Although a large number of BODIPY photosensitizers (PSs) containing heavy atoms have been reported, the development of heavy-atom-free BODIPY PSs for oncologic photodynamic therapy (PDT) has been limited mainly by the uncertainty in intersystem crossing (ISC) mechanisms, unbalanced phototoxic effectiveness and fluorescence quantum yields, and aggregation-caused quenching effects. In addition, the lack of extensive in vivo studies of heavyatom-free BODIPY PSs continues to limit clinical application. Herein, novel heavy-atom-free BODIPY-phenoxazine triads (BDP-8/BDP-9) that generate efficient excited triplet states via radical pair intersystem crossing (RP-ISC) followed by triplet charge recombination were developed for use in fluorescence image-guided PDT. BDP-8/BDP-9 exhibited high molar absorption coefficients, prominent aggregation-induced emission, and excellent singlet oxygen generation capability upon light irradiation. The corresponding BODIPY nanoparticles (BDP-8/BDP-9 NPs) with bright red emission, considerable phototoxicity, and excellent tumor-targeting ability were simply prepared by encapsulating BDP-8/BDP-9 PSs in a polymeric matrix. More importantly, the results of both in vitro and in vivo experiments demonstrated the considerable potential of BDP-8 NPs for image-guided photodynamic cancer therapy. This study may inspire the development of potential BODIPY-based nanoagents for cancer theranostics.
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