The triazine-based azo-azomethine dyes; synthesis, characterization, spectroscopy, solvatochromism and biological properties of 2,2′-(((6-methoxy-1,3,5-triazine-2,4-diyl)bis(sulfanediyl)bis(2,1-phenylene))bis(azanylylidene)bis(methanylylidene))bis(4-(phenyldiazenyl)phenol)

被引:22
作者
Ghasemian, Motaleb [1 ]
Kakanejadifard, Ali [1 ]
Azarbani, Farideh [2 ]
Zabardasti, Abedin [1 ]
Shirali, Somayeh [1 ]
Saki, Zeinab [1 ]
Kakanejadifard, Sahar [2 ]
机构
[1] Lorestan Univ, Fac Sci, Dept Chem, Khorramabad, Iran
[2] Lorestan Univ, Fac Sci, Dept Biol, Khorramabad, Iran
关键词
Azo-azomethine schiff bases; Triazine; Enol-keto tautomeric; Antibacterial activity; Antioxidant activity; MANNICH-BASES; ANTIOXIDANT ACTIVITY; ANTIBACTERIAL; SCHIFF; DERIVATIVES; COMPLEXES; BIODEGRADATION; ABSORPTION; STORAGE; WATER;
D O I
10.1016/j.saa.2014.11.048
中图分类号
O433 [光谱学];
学科分类号
0703 ; 070302 ;
摘要
The macrocyclic azo-azomethine dyes 2,2'-(((6-methoxy-1,3,5-triazine-2,4-diyl)bis(sulfanediyl)bis(2,1-phenylene))bis(azanylylidene)bis(methanylylidene))bis(4-(phenyldiazenyl)phertol) and its derivatives were synthesized and characterized by elemental analysis, mass, FT-IR, UV-vis and NMR spectroscopy. The solvatochromism as well as effects of substitutions on the electronic absorption of these compounds have been studied in the DMSO, DMF, THF, CH3CN, CH3OH and CH3COOH as solvents. Also they positive solvatochromism behaviors are explained on the basis of intramolecular hydrogen bonding, enol keto tautomeric and dipole moment changes. Compounds having electron donating substituent on the phenyl ring showed good antioxidant activity. However, none of them has a considerable antibacterial activity. (C) 2014 Elsevier B.V. All rights reserved.
引用
收藏
页码:643 / 647
页数:5
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