Department of Chemistry, University of Calcutta, 92, A.P.C. Road, Kolkata 700 009, India.
Department of Chemistry, Aliah University, IIA/27, New Town, Kolkata 700 156, West Bengal, India.
Spectrochim Acta A Mol Biomol Spectrosc. 2017 May 5;178:24-31. doi: 10.1016/j.saa.2017.01.044. Epub 2017 Jan 24.
The amido-Schiff base 1 (N, N-bis (2-nitrobenzylidene)benzene-1,3-dicabohydrazide) containing a CONH group and CHN linkage has been synthesized by the condensation between isophthalic acid dihydrazide and o-nitrobenzaldehyde. This molecule can act as a fluoride ion sensor with high selectivity and sensitivity. Presence of nitro group in the phenyl ring may be responsible for the detection of fluoride ion visually with a dramatic color change from colorless to deep red in aqueous dimethyl sulphoxide solution. This Schiff base can be used as test kit for sensing of fluoride ion in the solid state. Compound 1 can detect fluoride also in commercially available toothpaste. As the compound has adequate solubility in DMSO-water mixture (7:93, v/v) and having some hydrogen bond donor and acceptor centers, we have investigated its nature of binding with Calf Thymus-DNA (CT-DNA) using theoretical molecular modelling and other experimental methods like UV-vis spectroscopy, circular dichroic and thermal melting studies. Thermodynamic parameters have been obtained using the well known Van't Hoff's equation. From both theoretical and experimental findings it has been observed that it can interact effectively with CT-DNA with binding energy -7.55kcal/mol to -7.50kcal/mol.
席夫碱 1(N,N-双(2-亚硝基苄叉)苯-1,3-二碳酰肼)含有 CONH 基团和 CHN 键,是通过间苯二甲酸二酰肼与邻硝基苯甲醛缩合而成。该分子可以作为一种具有高选择性和灵敏度的氟离子传感器。苯环上的硝基基团可能负责在水溶液中二甲基亚砜中通过从无色到深红色的剧烈颜色变化来可视化检测氟离子。这种席夫碱可用于固态氟离子传感器的检测试剂盒。化合物 1 也可以在市售牙膏中检测到氟离子。由于该化合物在 DMSO-水混合物(7:93,v/v)中有足够的溶解度,并且具有一些氢键供体和受体中心,我们使用理论分子建模和其他实验方法,如紫外可见光谱、圆二色性和热融解研究,研究了其与小牛胸腺 DNA(CT-DNA)的结合性质。使用著名的范特霍夫方程获得了热力学参数。从理论和实验结果都观察到,它可以与 CT-DNA 有效相互作用,结合能为-7.55kcal/mol 到-7.50kcal/mol。