NIR halogenated thieno[3, 2-b]thiophene fused BODIPYs with photodynamic therapy properties in HeLa cells

NIR halogenated thieno[3, 2-b]thiophene fused BODIPYs with photodynamic therapy properties in HeLa cells
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近红外卤化噻吩并[3, 2-b]噻吩融合 BODIPY 在 HeLa 细胞中具有光动力治疗特性

DOI:
10.1016/j.saa.2020.119027
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发表时间:
2021-02-05
影响因子:
4.4
通讯作者:
Lu, Hua
Lu, Hua
中科院分区:
化学2区
文献类型:
--
作者:
Sun, Yijuan;Yu, Xie-an;Lu, Hua

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通常,有效的光敏剂通常需要许多优异的性质,例如在组织透明窗口中较大的摩尔吸收系数、由重原子诱导的高的系间自旋交叉(ISC)概率、低的暗毒性以及高的光稳定性。在本研究中,制备了NIR四溴噻吩并[3,2-B]噻吩稠合的BODIPYs衍生物3,并对其进行了充分表征。它们的物理化学性质已被很好地研究,包括吸收,荧光光谱和光稳定性。由于噻吩并[3,2-B]噻吩基团的稠合扩展了共轭体系的作用,新型BODIPY 2-3具有最大可达720 nm的长波长吸收和大的摩尔吸光系数。MTT法和流式细胞仪检测结果表明,含重原子(4个溴原子)的BODIPY 3在近红外激光照射下表现出光毒性,在黑暗条件下细胞毒性较低。本文的研究工作将有助于功能染料和新型有机近红外光敏剂的开发。(c)2020 Elsevier B. V.保留所有权利。
Commonly, an efficient photosensitizer usually requires a number of excellent properties, such as a larger molar absorption coefficient in the tissue transparency window, a high intersystem spin-crossing (ISC) probability induced by heavy atom and low dark toxicity as well as high photostability. In this study, NIR tetra-bromo thieno [3,2-b]thiophene-fused BODIPYs derivatives 3 was prepared, and fully characterized. Their photophysical properties have been well investigated including absorption, fluorescence profiles and photostability. The novel BODIPYs 2-3 possess long wavelength absorptions of maximum up to 720 nm with large molar absorption coefficients due to extend the effect of -conjugation system via fusion the thieno[3,2-b]thiophene group. Especially, BODIPY 3 containing heavy atoms (four bromine atoms) exhibits photocytotoxicity upon irradiation with light NIR laser based on the results of MTT assays and flow analyses in living HeLa cells, in the meanwhile, it features lower cytotoxic in the dark. The current research work will contribute to the development of functional dyes and new organic NIR photosensitizer agents. (c) 2020 Elsevier B.V. All rights reserved.