6373-11-1Relevant articles and documents
Anticancer, Azonafide-Inspired Fluorescent Ligands and Their Rhenium(I) Complexes for Cellular Imaging
Langdon-Jones, Emily E.,Jones, Ariana B.,Williams, Catrin F.,Hayes, Anthony J.,Lloyd, David,Mottram, Huw J.,Pope, Simon J. A.
, p. 759 - 766 (2017)
Two dipicolyamino-conjugated anthracene-1,9-dicarboximide fluorophores and their corresponding ReIcomplexes have been synthesised and photophysically examined. All species were fluorescent in the visible region at about 490 nm with lifetimes up to 16 ns. The anticancer potency of the ligands and complexes was demonstrated across a range of cancer cell lines (LOVO, PC3, A549, MCF-7). Cell imaging studies with MCF7 cells and Schizosaccharomyces pombe show that these fluorophores exhibit variable intracellular localisation patterns that are structure-dependent.
A family of multi-color anthracene carboxyimides: Synthesis, spectroscopic properties, solvatochromic fluorescence and bio-imaging application
Xu, Junchao,Niu, Guangle,Wei, Xiaofang,Lan, Minhuan,Zeng, Lintao,Kinsella, Joseph M.,Sheng, Ruilong
, p. 166 - 173 (2017)
A family of anthracene carboxyimides with multi-color fluorescence have been successfully prepared, and their spectroscopic properties were investigated by UV–vis absorption spectroscopy, steady-state and time-resolved fluorescence spectroscopy. The photostability and solvatochromic fluorescence in organic solvents were also investigated. The parent anthracene carboxyimide 4a displays very strong green fluorescence (ΦF?=?0.91 in EtOH), good pH stability and photostability, as well as a large Stokes shift. By attachment of different substituents at the 10-position of the anthracene carboxyimide, the fluorescence maxima could be effectively modulated from 500?nm to 615?nm. The 10-(picolylamine) substituted anthracene carboxyimides 5a and 5b exhibit large Stokes shifts (>80?nm) and significant positive solvatochromic fluorescence in organic solvents due to their intramolecular charge-transfer (ICT) character. Furthermore, cell staining experiments indicate that anthracene carboxyimides have excellent cell membrane permeability and good photo-bleaching resistance in living cells. Particularly, compound 5a is a specific mitochondria-targeting dye with red fluorescence. All these features enable anthracene carboxyimides to serve as promising candidates for bio-labeling/imaging applications.
Bisanthracene bis(dicarboxylic imide)s as soluble and stable NIR dyes
Yao, Jun Hong,Chi, Chunyan,Wu, Jishan,Loh, Kian-Ping
supporting information; experimental part, p. 9299 - 9302 (2010/04/03)
A series of soluble and stable near-infrared (NIR) dyes based on laterally expanded bisanthracene bis(dicarboxylic imide)s M1-M4, which can also be regarded as dibenzoperylene derivatives, was reported. The anthracene dicarboxylic imide dimer 5 was synthesized by [Ni(cod)2]-mediated Yamamoto homocoupling of 4b and this was followed by tBuOK- and 1,5- diazabicyclo[4.3.0]non-5-ene (DBN)-mediated cyclization reaction to afford the desired cis-bisanthracene bis(dicarboxylic imide)s M2 in 85% yield. The transisomer M3 was obtained in 8% yield by heating the anthracene dicarboxylic imide 4a in melted KOH. Separation of the compound 7a from other isomers was successful after the attachment of the 2,6-diisopropylaniline groups. The dimer 8 was then prepared by a similar Yamamoto coupling and followed by tBuOK- and DBN-mediated cyclization reaction. M1-M4 have very good solubility in common organic solvents such as CH2Cl2 and THF and they showed intense absorptions in NIR regions with absorption maximum at 830nm.
