BODIPY Derivatives for Photodynamic Therapy: Influence of Configuration versus Heavy Atom Effect

Heavy atom effect and configuration are important for BODIPY derivatives to generate singlet oxygen (1O2) for photodynamic therapy. Herein, a series of BODIPY derivatives with different halogens were synthesized. 1O2 quantum yields (QYs) and MTT assay confirm that incorporation of more heavy atoms o...

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Bibliographic Details
Published inACS applied materials & interfaces Vol. 9; no. 38; pp. 32475 - 32481
Main Authors Zou, Jianhua, Yin, Zhihui, Ding, Kaikai, Tang, Qianyun, Li, Jiewei, Si, Weili, Shao, Jinjun, Zhang, Qi, Huang, Wei, Dong, Xiaochen
Format Journal Article
LanguageEnglish
Published United States American Chemical Society 27.09.2017
Subjects
Boron Compounds - chemistry
Photochemotherapy
Singlet Oxygen
Hela
BODIPY
configuration
photodynamic therapy
heavy atom effect
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Summary:Heavy atom effect and configuration are important for BODIPY derivatives to generate singlet oxygen (1O2) for photodynamic therapy. Herein, a series of BODIPY derivatives with different halogens were synthesized. 1O2 quantum yields (QYs) and MTT assay confirm that incorporation of more heavy atoms onto dimeric BODIPY cannot effectively enhance the 1O2 QYs. Rather, the dark toxicity increases. This phenomenon can be attributed to the competition of heavy atom effect and configuration of dimeric BODIPY. In addition the BODIPY derivative with two iodine atoms (BDPI) owns the highest 1O2 QYs (73%) and the lowest phototoxicity IC50 (1 μM). Furthermore, an in vivo study demonstrates that BDPI NPs can effectively inhibit tumor growth and can be used as a promising threanostic agent for photodynamic therapy in clinic.
ISSN:1944-8244
1944-8252
DOI:10.1021/acsami.7b07569