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ISSN 1998-9539

π-Extended BODIPY Analogues: Synthesis, Electronic Structure, Potential Utility for in vivo Imaging Applications and Cytotoxicity

Xu Liang,a,c@1 He Luo,a Yaquan Lan,a Weihua Zhu,a John Mack,b@2 Zweli Hlatshwayo,b Tebello Nyokong,b and Qiuyun Chena@3
aSchool of Chemistry and Chemical Engineering, Jiangsu University, 212013 Zhenjiang, P. R. China
bDepartment of Chemistry, Rhodes University, 6140 Grahamstown, South Africa
cState Key Laboratory of Coordination Chemistry, Nanjing University, 212013 Nanjing, P. R. China
DOI: 10.6060/mhc181005l
Macroheterocycles 2018 11(4) 421-428
A series of 3,5-distyryl and meso-morpholino/hydroquinoline BODIPY dyes have been synthesized and characterized. The electronic structure was investigated by optical spectroscopy, electrochemistry and TD-DFT calculations. In addition, they fluoresce in the biological window and are hence potentially suitable for use as cellular imaging agents. The meso-1,2,3,4-isoquinoline substituted BODIPYs 3с-d interact strongly with DNA and this enhances their ability to act as bioimaging agents. In contrast, the meso-morpholine substituted BODIPYs 3a-b were found to have higher cell toxicity.

mhc181005l.pdf2.26 MB