Preparation of Chromeno[ b ]quinoline Derivatives and Their Application for Lipid Droplets Markers.
Ming-Sen ZhuXiao-Qing ZhangYa-Nan WangYu-Jie XuRu SunJian-Feng GePublished in: The Journal of organic chemistry (2022)
Functional dyes with a chromeno[ b ]quinoline skeleton ( 3a - d ) were synthesized by one-step cyclization between coumarin derivatives and aromatic amines under the promotion of anhydrous aluminum chloride in 41.2-45.8% yields. Their maximum absorption and emission wavelengths locate at 358-396 and 420-603 nm with large Stokes shifts (168-231 nm), and their intramolecular charge transfer has been corroborated by density functional theory calculations. Cell experiments have proved that the probes 3a - c possess the ability to target lipid droplets.
Keyphrases
- density functional theory
- molecular dynamics
- fluorescent probe
- photodynamic therapy
- molecular docking
- living cells
- fatty acid
- single cell
- small molecule
- fluorescence imaging
- cell therapy
- structure activity relationship
- single molecule
- oxide nanoparticles
- molecular dynamics simulations
- bone marrow
- nucleic acid
- liquid chromatography
- tandem mass spectrometry
- quantum dots