Synthesis and switching properties of new derivatives of azoresveratrol

被引:7
作者
Berthet, Jerome [1 ]
Agouridas, Laurence [2 ]
Chen, Siyao [2 ]
Allouchi, Hassan [3 ]
Melnyk, Patricia [2 ]
Champagne, Benoit [4 ]
Delbaere, Stephanie [1 ]
机构
[1] Univ Lille, LASIR Lab Spectrochim Infra Rouge & Roman, CNRS, UMR 8516, F-59000 Lille, France
[2] Univ Lille, Ctr Rech Jean Pierre Aubert Neurosci & Canc, CHU Lille, INSERM,JPArc,UMR S 1172, F-59000 Lille, France
[3] Univ Tours, Fac Pharm, EA SIMBA Lab Chim Phys 7502, 31 Ave Monge, F-37200 Tours, France
[4] Univ Namur, Theoret & Struct Phys Chem Unit, Lab Theoret Chem, Namur Inst Struct Matter, Rue Bruxelles 61, B-5000 Namur, Belgium
关键词
Azobenzene; Photoswitching; Thermal relaxation; UV irradiation; NMR; DFT calculations; TO-TRANS ISOMERIZATION; THERMAL CIS; AZOBENZENE DERIVATIVES; MECHANISM; SOLVENT; RESVERATROL; SUBSTITUENT; STABILITY; PROOF;
D O I
10.1016/j.dyepig.2019.107666
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
The synthesis and response upon light irradiation of azoresveratrol and six derivatives are reported. While UV irradiation of para-hydroxy trans compounds leads to thermally unstable cis isomers, the para-methoxy and the para-phosphoric ester substituents result in reaching a high conversion and increasing the thermal stability. In addition, the phosphoric ester azo derivative presents similar properties in organic and aqueous solutions, opening the way towards biological applications.
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页数:9
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