Journal article
N. Sahu, D. Das, S. Mondal, S. Roy, Paramita Dutta, Nayim Sepay, Suvroma Gupta, E. López-Torres, C. Sinha
2016
2016
Semantic Scholar
DOI
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APA
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Sahu, N., Das, D., Mondal, S., Roy, S., Dutta, P., Sepay, N., … Sinha, C. (2016). The structural characterization and biological activity of sulfamethoxazolyl-azo-p-cresol, its copper(II) complex and their theoretical studies.
Chicago/Turabian
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Sahu, N., D. Das, S. Mondal, S. Roy, Paramita Dutta, Nayim Sepay, Suvroma Gupta, E. López-Torres, and C. Sinha. “The Structural Characterization and Biological Activity of Sulfamethoxazolyl-Azo-p-Cresol, Its Copper(II) Complex and Their Theoretical Studies” (2016).
MLA
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Sahu, N., et al. The Structural Characterization and Biological Activity of Sulfamethoxazolyl-Azo-p-Cresol, Its Copper(II) Complex and Their Theoretical Studies. 2016.
BibTeX Click to copy
@article{n2016a,
title = {The structural characterization and biological activity of sulfamethoxazolyl-azo-p-cresol, its copper(II) complex and their theoretical studies},
year = {2016},
author = {Sahu, N. and Das, D. and Mondal, S. and Roy, S. and Dutta, Paramita and Sepay, Nayim and Gupta, Suvroma and López-Torres, E. and Sinha, C.}
}
Abstract
(E)-4-((2-Hydroxy-5-methylphenyl)diazenyl)-N-(5-methylisoxazole-3-yl)benzene sulfonamide (SMX-NN-C6H3(p-Me)-OH, 1) and its Cu(II) complex, [Cu(SMX-NN-C6H3(p-Me)-O)2]n (2), have been characterized by spectroscopic data and single crystal X-ray diffraction studies. The supramolecular 1D chain of 1 is constituted by inter- and intra-molecular hydrogen bonds and also by π⋯π interactions of aromatic rings. Complex 2 has a tetragonally distorted octahedral structure in which ligand 1 serves as an N,O chelator and forms a planar Cu(N,O)2 motif; two axial positions are occupied by the oxazolyl-N of neighbouring units and a 3D structure is formed. The biological activities of these compounds have been evaluated against Gram positive (B. subtilis; IC50: 105 μg ml−1 (1) and 105 μg ml−1 (2)) and Gram negative bacteria (E. coli; IC50: 66.36 μg ml−1 (1) and 62.2 μg ml−1 (2)) and the complexes exhibit better efficiency. Interactions of DNA with 1 and 2 have been examined and the binding constants are Kb(1), 5.920 × 104 M−1 and Kb(2), 4.445 × 104 M−1. The in silico test is used to predict the most favoured binding mode of 1 and 2 with the active site residues of DHPS (dihydropteroate synthetase) of E. coli and of DNA. The Cu(II) complex (2) binds more efficiently (CDOCKER energy, 2, −61.35 a.u.) in the DHPS cavity than ligand 1 (CDOCKER energy, 1, −43.90 a.u.). The electronic structures and spectral properties of 1 and 2 have been investigated by DFT and TD-DFT computation of optimized geometries of the compounds.
