Sun Yijuan, Yu Xie-An, Yang Jie, Gai Lizhi, Tian Jiangwei, Sui Xinbing, Lu Hua
Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, and Key Laboratory of Organosilicon Material Technology of Zhejiang Province, Hangzhou Normal University, No. 2318, Yuhangtang Road, Hangzhou 311121, PR China.
State Key Laboratory of Natural Medicines, Jiangsu Key Laboratory of TCM Evaluation and Translational Research, Research Center for Traceability and Standardization of TCMs, School of Traditional Chinese Pharmacy, China Pharmaceutical University, Nanjing 211198, PR China.
Spectrochim Acta A Mol Biomol Spectrosc. 2021 Feb 5;246:119027. doi: 10.1016/j.saa.2020.119027. Epub 2020 Oct 3.
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 π-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.
通常，一种高效的光敏剂通常需要具备许多优异的性能，比如在组织透明窗口有较大的摩尔吸收系数、由重原子诱导产生的高系间窜越（ISC）概率、低暗毒性以及高光稳定性。在本研究中，制备了近红外四溴噻吩并[3,2 - b]噻吩稠合的BODIPYs衍生物3，并对其进行了全面表征。对它们的光物理性质进行了深入研究，包括吸收、荧光光谱和光稳定性。新型BODIPYs 2 - 3由于通过稠合噻吩并[3,2 - b]噻吩基团扩展了π共轭体系的影响，具有最长可达720 nm的长波长吸收以及较大的摩尔吸收系数。特别地，基于在活的HeLa细胞中的MTT试验和流式分析结果，含有重原子（四个溴原子）的BODIPY 3在近红外激光照射下表现出光细胞毒性，同时，它在黑暗中具有较低的细胞毒性。当前的研究工作将有助于功能性染料和新型有机近红外光敏剂的开发。
