5736-91-4Relevant articles and documents
First columnar rufigallol liquid crystals with high fluorescence at aggregated states
Zhang, Xiaoyi,Qin, Wenwei,Cheng, Bifeng,Guo, Hongyu,Yang, Fafu
, (2020)
The design and synthesis of columnar liquid crystals with high fluorescence at aggregated states (eliminating the ACQ effect) was an important challenge in the field of liquid crystalline materials. In this work, the first rufigallol columnar liquid crystals with AIE groups were prepared and exhibited good fluorescence in aggregated states. A series of diphenylacrylonitrile-rufigallol-diphenylacrylonitrile trimers was designed and prepared in 70–78% yields. They showed the ordered hexagonal columnar liquid crystals based on the induction of planar rufigallol structures. They also exhibited the good fluorescence in aggregated states with the fluorescence quantum yields of 0.21–0.26 based on the AIE effect of diphenylacrylonitrile units. The length of bridging alkyl chains between rufigallol and diphenylacrylonitrile units contributed to decrease the mesophase transition temperature and increase the fluorescence quantum yields.
Effect of New Analogs of Hexyloxy Phenyl Imidazoline on Quorum Sensing in Chromobacterium violaceum and in Silico Analysis of Ligand-Receptor Interactions
Bello, Martiniano,Correa-Basurto, José,Curiel-Quesada, Everardo,Herrera-Arizmendi, José Luis,Reyes-Arellano, Alicia
, (2020/03/17)
The increasing common occurrence of antibiotic-resistant bacteria has become an urgent public health issue. There are currently some infections without any effective treatment, which require new therapeutic strategies. An attractive alternative is the design of compounds capable of disrupting bacterial communication known as quorum sensing (QS). In Gram-negative bacteria, such communication is regulated by acyl-homoserine lactones (AHLs). Triggering of QS after bacteria have reached a high cell density allows them to proliferate before expressing virulence factors. Our group previously reported that hexyloxy phenylimidazoline (9) demonstrated 71% inhibitory activity of QS at 100 μM (IC50 = 90.9 μM) in Chromobacterium violaceum, a Gram-negative bacterium. The aim of the present study was to take 9 as a lead compound to design and synthesize three 2-imidazolines (13-15) and three 2-oxazolines (16-18), to be evaluated as quorum-sensing inhibitors on C. violaceum CV026. We were looking for compounds with a higher affinity towards the Cvi receptor of this bacterium and the ability to inhibit QS. The binding mode of the test compounds on the Cvi receptor was explored with docking studies and molecular dynamics. It was found that 8-pentyloxyphenyl-2-imidazoline (13) reduced the production of violacein (IC50 = 56.38 μM) without affecting bacterial growth, suggesting inhibition of quorum sensing. Indeed, compound 13 is apparently one of the best QS inhibitors known to date. Molecular docking revealed the affinity of compound 13 for the orthosteric site of N-hexanoyl homoserine lactone (C6-AHL) on the CviR protein. Ten amino acid residues in the active binding site of C6-AHL in the Cvi receptor interacted with 13, and 7 of these are the same as those interacting with AHL. Contrarily, 8-octyloxyphenyl-2-imidazoline (14), 8-decyloxyphenyl-2-imidazoline (15), and 9-decyloxyphenyl-2-oxazoline (18) bound only to an allosteric site and thus did not compete with C6-AHL for the orthosteric site.
Synthesis and mesomorphic properties of coumarin derivatives with chalcone and imine linkages
Durgapal, Sunil Dutt,Soni, Rina,Soman, Shubhangi S.,Prajapati
, (2019/11/26)
We report here design and synthesis of two new mesogenic homologous series of coumarin derivatives consisting of chalcone and imine central linkages along with terminal n-alkoxy chain. All the compounds were synthesized and characterized by combination of elemental analysis and standard spectroscopic methods. All compounds were screened under polarising optical microscope (POM) for liquid crystalline properties, thermogram of all compounds were studied using differential scanning calorimetry (DSC) to get phase transition temperatures, enthalpy and entropy. X-ray single crystal study of n-octyloxy coumarin derivative 16 g was resolved with imine central linkage, which showed linear rod like geometry.
