Syntheses and photophysical properties of BF2 complexes of curcumin analogues
| Autor: | Yun Wei, Chi Cheng, Lijuan Jiao, Xiaolong Mu, Guifeng Bai, Changjiang Yu, Erhong Hao |
|---|---|
| Rok vydání: | 2014 |
| Předmět: |
Boron Compounds
Models Molecular Curcumin Molecular Structure Absorption spectroscopy Chemistry Singlet oxygen Organic Chemistry Substituent Quantum yield Crystallography X-Ray Photochemical Processes Photochemistry Biochemistry Fluorescence Solvent chemistry.chemical_compound Microscopy Fluorescence Cell Line Tumor Humans Molecule Physical and Theoretical Chemistry Fluorescent Dyes Dichloromethane |
| Zdroj: | Org. Biomol. Chem.. 12:1618-1626 |
| ISSN: | 1477-0539 1477-0520 |
| Popis: | Stable tetracoordinated organoboron complexes as classic fluorescent molecules have found various applications in material and medical sciences. A new class of curcumin-BF2 complexes has been prepared from the condensation of 2,2-difluoro-1,3-dioxaborylpentadione with a variety of aldehydes and its photophysical properties were characterized. Systematic variations were observed in the absorption spectra of these curcumin-BF2 dyes in solutions, which are well correlated with their structural features, including characteristics of the aromatic groups and presence of a para electron-donating substituent. Strong fluorescence that is tunable from 500 to 800 nm via variation of the polarity of the solvent and a moderate to good fluorescence quantum yield ranging from 0.24 to 0.58 in dichloromethane were observed in curcumin-BF2 complexes 1. By contrast, their asymmetrical analogue, curcumin-BF2 complexes 3 exhibit much lower fluorescence quantum yields. Besides their excellent photostabilities, these curcumin-BF2 dyes also show singlet oxygen generating capabilities. |
| Databáze: | OpenAIRE |
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