In Vitro Photodynamic Studies of a BODIPY-Based Photosensitizer

Bosung Kim; Binglin Sui; Xiling Yue; Simon Tang; Michael G. Tichy; Kevin D. Belfield

doi:10.1002/ejoc.201601054

In Vitro Photodynamic Studies of a BODIPY-Based Photosensitizer

Bosung Kim, Binglin Sui, Xiling Yue, Simon Tang, Michael G. Tichy, Kevin D. Belfield

Research output: Contribution to journal › Article › peer-review

34 Scopus citations

Abstract

A new halogenated 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) derivative was designed as a singlet-oxygen photosensitizer (PS) for use as a photodynamic therapy (PDT) agent, and its photophysical properties were characterized. The PS, having two iodine atom substituents, exhibited a low fluorescence quantum yield (Φ_FL) of 0.02 and high singlet-oxygen-generation quantum yield (Φ_Δ) of 0.93. Furthermore, in vitro photodynamic activities were evaluated to assess the potential of using the PS for PDT. A propidium iodide (PI) fluorescence assay and live-cell imaging of Lewis lung carcinoma (LLC) cells demonstrated that the cellular damage is induced by the photosensitization of the BODIPY dye, which subsequently leads to cell death by necrosis.q.

Original language	English (US)
Pages (from-to)	25-28
Number of pages	4
Journal	European Journal of Organic Chemistry
Volume	2017
Issue number	1
DOIs	https://doi.org/10.1002/ejoc.201601054
State	Published - Jan 3 2017

All Science Journal Classification (ASJC) codes

Physical and Theoretical Chemistry
Organic Chemistry

Keywords

BODIPY
Boron
Dyes/Pigments
Photodynamic therapy
Photosensitizer
Singlet oxygen

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10.1002/ejoc.201601054

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title = "In Vitro Photodynamic Studies of a BODIPY-Based Photosensitizer",

abstract = "A new halogenated 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) derivative was designed as a singlet-oxygen photosensitizer (PS) for use as a photodynamic therapy (PDT) agent, and its photophysical properties were characterized. The PS, having two iodine atom substituents, exhibited a low fluorescence quantum yield (ΦFL) of 0.02 and high singlet-oxygen-generation quantum yield (ΦΔ) of 0.93. Furthermore, in vitro photodynamic activities were evaluated to assess the potential of using the PS for PDT. A propidium iodide (PI) fluorescence assay and live-cell imaging of Lewis lung carcinoma (LLC) cells demonstrated that the cellular damage is induced by the photosensitization of the BODIPY dye, which subsequently leads to cell death by necrosis.q.",

keywords = "BODIPY, Boron, Dyes/Pigments, Photodynamic therapy, Photosensitizer, Singlet oxygen",

author = "Bosung Kim and Binglin Sui and Xiling Yue and Simon Tang and Tichy, \{Michael G.\} and Belfield, \{Kevin D.\}",

note = "Publisher Copyright: {\textcopyright} 2017 WILEY-VCH Verlag GmbH \& Co. KGaA, Weinheim",

year = "2017",

month = jan,

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doi = "10.1002/ejoc.201601054",

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T1 - In Vitro Photodynamic Studies of a BODIPY-Based Photosensitizer

AU - Kim, Bosung

AU - Sui, Binglin

AU - Yue, Xiling

AU - Tang, Simon

AU - Tichy, Michael G.

AU - Belfield, Kevin D.

PY - 2017/1/3

Y1 - 2017/1/3

N2 - A new halogenated 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) derivative was designed as a singlet-oxygen photosensitizer (PS) for use as a photodynamic therapy (PDT) agent, and its photophysical properties were characterized. The PS, having two iodine atom substituents, exhibited a low fluorescence quantum yield (ΦFL) of 0.02 and high singlet-oxygen-generation quantum yield (ΦΔ) of 0.93. Furthermore, in vitro photodynamic activities were evaluated to assess the potential of using the PS for PDT. A propidium iodide (PI) fluorescence assay and live-cell imaging of Lewis lung carcinoma (LLC) cells demonstrated that the cellular damage is induced by the photosensitization of the BODIPY dye, which subsequently leads to cell death by necrosis.q.

AB - A new halogenated 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) derivative was designed as a singlet-oxygen photosensitizer (PS) for use as a photodynamic therapy (PDT) agent, and its photophysical properties were characterized. The PS, having two iodine atom substituents, exhibited a low fluorescence quantum yield (ΦFL) of 0.02 and high singlet-oxygen-generation quantum yield (ΦΔ) of 0.93. Furthermore, in vitro photodynamic activities were evaluated to assess the potential of using the PS for PDT. A propidium iodide (PI) fluorescence assay and live-cell imaging of Lewis lung carcinoma (LLC) cells demonstrated that the cellular damage is induced by the photosensitization of the BODIPY dye, which subsequently leads to cell death by necrosis.q.

KW - BODIPY

KW - Boron

KW - Dyes/Pigments

KW - Photodynamic therapy

KW - Photosensitizer

KW - Singlet oxygen

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DO - 10.1002/ejoc.201601054

M3 - Article

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EP - 28

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

IS - 1

ER -

In Vitro Photodynamic Studies of a BODIPY-Based Photosensitizer

Abstract

All Science Journal Classification (ASJC) codes

Keywords

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