Highly effective thieno[2,3-b]indole-diketopyrrolopyrrole near-infrared photosensitizer for photodynamic/photothermal dual mode therapy

Jing Yang; Yu Cai; Yanxiang Zhou; Caixia Zhang; Pingping Liang; Baomin Zhao; Jinjun Shao; Nina Fu; Wei Huang; Xiaochen Dong

doi:10.1016/j.dyepig.2017.08.023

Highly effective thieno[2,3-b]indole-diketopyrrolopyrrole near-infrared photosensitizer for photodynamic/photothermal dual mode therapy

Jing Yang, Yu Cai, Yanxiang Zhou, Caixia Zhang, Pingping Liang, Baomin Zhao, Jinjun Shao, Nina Fu, Wei Huang, Xiaochen Dong

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

35 Scopus citations

Abstract

Synthesis of photodynamic and photothermal agents with absorption in the near-infrared (NIR) region and featuring excellent photostability, high singlet oxygen generation efficiency, good photothermal conversion efficiency, and good biocompatibility is necessary for the application of photodynamic therapy (PDT) and phtothermal therapy (PTT). Three NIR absorption compounds based on thieno[2,3-b]indole (TI) and diketopyrrolopyrrole (DPP) were designed and synthesized. Their UV-vis-NIR absorption, photoluminescence, electronic distribution, energy levels and thermally induced phase transitions have been carefully determined. As structural analogues, only DPP-TI possesses excellent singlet oxygen quantum yield (¹O₂, Φ_Δ = 48.5%), which displays effective photothermal conversion efficiency (η = 15.8%) as nanoparticles in water. The potential of DPP-TI nanoparticles as fluorescence imaging therapeutic agent for synergetic PDT and PTT in vitro using only one wavelength light were explored preliminarily.

Original language	English
Pages (from-to)	270-282
Number of pages	13
Journal	Dyes and Pigments
Volume	147
DOIs	https://doi.org/10.1016/j.dyepig.2017.08.023
State	Published - Dec 2017
Externally published	Yes

Keywords

Diketopyrrolopyrrole
Photodynamic therapy
Photothermal therapy
Thieno[2,3-b]indole

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10.1016/j.dyepig.2017.08.023

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title = "Highly effective thieno[2,3-b]indole-diketopyrrolopyrrole near-infrared photosensitizer for photodynamic/photothermal dual mode therapy",

abstract = "Synthesis of photodynamic and photothermal agents with absorption in the near-infrared (NIR) region and featuring excellent photostability, high singlet oxygen generation efficiency, good photothermal conversion efficiency, and good biocompatibility is necessary for the application of photodynamic therapy (PDT) and phtothermal therapy (PTT). Three NIR absorption compounds based on thieno[2,3-b]indole (TI) and diketopyrrolopyrrole (DPP) were designed and synthesized. Their UV-vis-NIR absorption, photoluminescence, electronic distribution, energy levels and thermally induced phase transitions have been carefully determined. As structural analogues, only DPP-TI possesses excellent singlet oxygen quantum yield (1O2, ΦΔ = 48.5%), which displays effective photothermal conversion efficiency (η = 15.8%) as nanoparticles in water. The potential of DPP-TI nanoparticles as fluorescence imaging therapeutic agent for synergetic PDT and PTT in vitro using only one wavelength light were explored preliminarily.",

keywords = "Diketopyrrolopyrrole, Photodynamic therapy, Photothermal therapy, Thieno[2,3-b]indole",

author = "Jing Yang and Yu Cai and Yanxiang Zhou and Caixia Zhang and Pingping Liang and Baomin Zhao and Jinjun Shao and Nina Fu and Wei Huang and Xiaochen Dong",

note = "Publisher Copyright: {\textcopyright} 2017",

year = "2017",

month = dec,

doi = "10.1016/j.dyepig.2017.08.023",

language = "英语",

volume = "147",

pages = "270--282",

journal = "Dyes and Pigments",

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TY - JOUR

T1 - Highly effective thieno[2,3-b]indole-diketopyrrolopyrrole near-infrared photosensitizer for photodynamic/photothermal dual mode therapy

AU - Yang, Jing

AU - Cai, Yu

AU - Zhou, Yanxiang

AU - Zhang, Caixia

AU - Liang, Pingping

AU - Zhao, Baomin

AU - Shao, Jinjun

AU - Fu, Nina

AU - Huang, Wei

AU - Dong, Xiaochen

PY - 2017/12

Y1 - 2017/12

N2 - Synthesis of photodynamic and photothermal agents with absorption in the near-infrared (NIR) region and featuring excellent photostability, high singlet oxygen generation efficiency, good photothermal conversion efficiency, and good biocompatibility is necessary for the application of photodynamic therapy (PDT) and phtothermal therapy (PTT). Three NIR absorption compounds based on thieno[2,3-b]indole (TI) and diketopyrrolopyrrole (DPP) were designed and synthesized. Their UV-vis-NIR absorption, photoluminescence, electronic distribution, energy levels and thermally induced phase transitions have been carefully determined. As structural analogues, only DPP-TI possesses excellent singlet oxygen quantum yield (1O2, ΦΔ = 48.5%), which displays effective photothermal conversion efficiency (η = 15.8%) as nanoparticles in water. The potential of DPP-TI nanoparticles as fluorescence imaging therapeutic agent for synergetic PDT and PTT in vitro using only one wavelength light were explored preliminarily.

AB - Synthesis of photodynamic and photothermal agents with absorption in the near-infrared (NIR) region and featuring excellent photostability, high singlet oxygen generation efficiency, good photothermal conversion efficiency, and good biocompatibility is necessary for the application of photodynamic therapy (PDT) and phtothermal therapy (PTT). Three NIR absorption compounds based on thieno[2,3-b]indole (TI) and diketopyrrolopyrrole (DPP) were designed and synthesized. Their UV-vis-NIR absorption, photoluminescence, electronic distribution, energy levels and thermally induced phase transitions have been carefully determined. As structural analogues, only DPP-TI possesses excellent singlet oxygen quantum yield (1O2, ΦΔ = 48.5%), which displays effective photothermal conversion efficiency (η = 15.8%) as nanoparticles in water. The potential of DPP-TI nanoparticles as fluorescence imaging therapeutic agent for synergetic PDT and PTT in vitro using only one wavelength light were explored preliminarily.

KW - Diketopyrrolopyrrole

KW - Photodynamic therapy

KW - Photothermal therapy

KW - Thieno[2,3-b]indole

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U2 - 10.1016/j.dyepig.2017.08.023

DO - 10.1016/j.dyepig.2017.08.023

M3 - 文章

AN - SCOPUS:85027708802

SN - 0143-7208

VL - 147

SP - 270

EP - 282

JO - Dyes and Pigments

JF - Dyes and Pigments

ER -

Highly effective thieno[2,3-b]indole-diketopyrrolopyrrole near-infrared photosensitizer for photodynamic/photothermal dual mode therapy

Abstract

Keywords

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