1249429-26-2Relevant academic research and scientific papers
Tuning the emission of a water-soluble 3-hydroxyflavone derivative by host-guest complexation
Li, Dahua,Xing, Yuzhi,Ding, Lan,Wu, Chengfeng,Hou, Guangliang,Song, Bo
, p. 4231 - 4237 (2018)
3-Hydroxyflavone derivatives have great potential as fluorescent probes for bio-labeling in aqueous medium. They were extensively studied in various organic solvents for the "excited state intramolecular proton transfer" process, but seldom addressed in aqueous solution due to the poor water solubility. Herein, an amphiphilic molecule bearing 3-hydroxyflavone and oligo(ethylene oxide) (denoted as 3HF-EO) was designed and synthesized. Different from the fluorescence in organic solvents, 3HF-EO in aqueous solution showed a remarkable single fluorescence emission, which is ascribed to the fluorescence of its anionic species. We found that the fluorescence intensity could be efficiently tuned via host-guest complexation. α-CD has little effect on the emission, while β-CD and γ-CD lead to enhanced and reduced emissions of 3HF-EO, respectively. The 1H NMR and 2D NOESY NMR spectra indicate that α-CD barely had any interaction with 3HF-EO, while β-CD and γ-CD formed complexes with one and two 3HF-EO molecules, respectively. These results provide a sound explanation for the modulated fluorescence intensity.
The first latent green fluorophores for the detection of azoreductase activity in bacterial cultures
Chevalier, Arnaud,Mercier, Claire,Saurel, Laura,Orenga, Sylvain,Renard, Pierre-Yves,Romieu, Anthony
, p. 8815 - 8817 (2013)
An efficient synthesis of original bio-reductive probes suitable for the detection of azoreductases from the fluorescent rhodamine 110 dye is presented. A turn-on green fluorescence response upon reduction of the two diazo bonds of these latent fluorophores was observed both in vitro and in the context of bacterial cultures. The Royal Society of Chemistry 2013.
In vitro antiplasmodial activity of triazole-linked chloroquinoline derivatives synthesized from 7-chloro-N-(prop-2-yn-1-yl)quinolin-4-amine
Taleli, Lebusetsa,De Kock, Carmen,Smith, Peter J.,Pelly, Stephen C.,Blackie, Margaret A.L.,Van Otterlo, Willem A.L.
, p. A4163 - A4171 (2015)
The synthesis and in vitro evaluation of novel triazole-linked chloroquinoline derivatives as potential antiplasmodial agents against Plasmodium falciparum is reported. The 15 synthesized target compounds were obtained by means of a copper(I)-mediated click reaction between a variety of 1,2- and 1,3-azidoamines and 7-chloro-N-(prop-2-yn-1-yl)quinolin-4-amine in moderate to good yields (53-85%). The compounds were screened for antiplasmodial activity against NF54 chloroquine-sensitive and Dd2 chloroquine-resistant strains, alongside chloroquine and artesunate as reference compounds. Six of the test compounds revealed a 3-5 fold increase in antiplasmodial activity against chloroquine-resistant strain Dd2 compared to chloroquine. Among the six compounds with good antiplasmodial activity, a reduced cross-resistance relative to artesunate (>3 fold in comparison to chloroquine) was observed, mainly in derivatives that incorporated chloroquine-resistance reversing pharmacophores. A general trend for reduced chloroquine cross-resistance was also detected among 12 out of the 15 compounds tested.
Bioconjugatable azo-based dark-quencher dyes: Synthesis and application to protease-activatable far-red fluorescent probes
Chevalier, Arnaud,Massif, Cédrik,Renard, Pierre-Yves,Romieu, Anthony
, p. 1686 - 1699 (2013/04/10)
We describe the efficient synthesis and one-step derivatization of novel, nonfluorescent azo dyes based on the Black Hole Quencher-3 (BHQ-3) scaffold. These dyes were equipped with various reactive and/or bioconjugatable groups (azido, α-iodoacetyl, keton
