Synthesis, characterization, molecular docking, DNA binding, cytotoxicity and DFT studies of 1-(4-methoxyphenyl)-3-(pyridine-3-ylmethyl)thiourea

Mushtaque, Md.; Jahan, Meriyam; Ali, Mohamed E.A.; Khan, Shad Ahmad; Khan, Mohd. Shahid; Sahay, Preeti; Kesarwani, Ashwani

doi:10.1016/j.molstruc.2016.05.087

Cited by 30 publications

(6 citation statements)

References 53 publications

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“…In the case of a thiourea derivative, Saeed et al [45] reported the NH stretching modes at 3324, 3246, 3114 cm -1 in the IR spectrum and the corresponding theoretical wavenumbers are 3453, 3453, 3350 cm -1 and the downshift of the NH wavenumbers is due to the intermolecular interactions. For the title compound, the deformation modes of the NH groups are observed at 1532, 1470 cm -1 in the IR spectrum, 1528, 1471 cm -1 in the Raman spectrum and at 1529, 1470, 533, 505 cm -1 theoretically which are in agreement with the reported values [45][46][47].…”

Section: Accepted Manuscriptsupporting

confidence: 90%

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Investigation of spectroscopic, reactive, transport and docking properties of 1-(3,4-dichlorophenyl)-3-[3-(trifluoromethyl)phenyl]thiourea (ANF-6): Combined experimental and computational study

Aswathy¹,

Mary

Jojo

et al. 2017

Journal of Molecular Structure

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Section: Accepted Manuscriptsupporting

confidence: 90%

“…[52], at 908 cm -1 by Panicker et al [43], in the range 796-693 cm -1 [53], 847, 739 cm -1 (DFT), 846, 732 cm -1 (Raman) [47], 801 cm -1 (IR), 798 cm -1 (Raman), 780 cm -1 (DFT) [45], 728 cm -1 (IR), 743, 698 cm -1 (DFT) [46] and at 733 cm -1 (IR), 742 cm -1 (DFT) [54].…”

Section: Accepted Manuscriptmentioning

confidence: 98%

Investigation of spectroscopic, reactive, transport and docking properties of 1-(3,4-dichlorophenyl)-3-[3-(trifluoromethyl)phenyl]thiourea (ANF-6): Combined experimental and computational study

Aswathy¹,

Mary

Jojo

et al. 2017

Journal of Molecular Structure

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“…For example, the electronic transitions for H 2 L obtained at calculated 346 nm correspond to experimental peak at 351 nm. This transition have been majorly contributed from HOMO to LUMO transitions which was primarily n → π * in nature . The different transitions and its experimental counterpart of the free ligand and its zinc(II) complex have been summarized in Table .…”

Section: Resultsmentioning

confidence: 99%

Coordination compounds of some transition metal ions with new Schiff base ligand derived from dibenzoyl methane. Structural characterization, thermal behavior, molecular structure, antimicrobial, anticancer activity and molecular docking studies

Mahmoud

El-Sayed

2017

Applied Organom Chemis

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Series of Cr(III), Mn(II), Fe(III), Co(II), Ni(II), Cu(II), Zn(II) and Cd(II) complexes were prepared with tetradentate Schiff base ligand derived by condensation of 2‐aminophenol with dibenzoylmethane. The novel Schiff base H2L (2–2′‐((1Z,1Z’)‐(1,3‐diphenyl propane‐1,3 diylidene) bis (azanylylidene) diphenol) and its binary metal complexes were characterized by physicochemical procedures i.e. elemental analysis, FT‐IR, UV–Vis, thermal analyses (TGA/DTG), mass spectrometry, magnetic susceptibility and conductometric measurements. On the basis of these studies, an octahedral geometry for all these complexes was proposed expect Ni(II) complex which had tetrahedral geometry. Molar conductivity values revealed that the complexes were electrolytes except Mn(II), Zn(II) and Cd(II) complexes were non electrolytes. The ligand bound to the metal ions via two azomethine N and two phenolic OH as indicated from the IR and 1H NMR spectral study. The molecular and electronic structures of H2L and its zinc complex were optimized theoretically and the quantum chemical parameters were calculated. The antimicrobial activity against a number of bacterial organisms as Streptococcus pneumonia, Bacillus Subtilis, Pseudomonas aeruginosa and Escherichia coli and fungi as Aspergillus fumigates, Syncephalastrum racemosum, Geotricum candidum and Candida albicans by disk diffusion method were screened for the Schiff base and its complexes. The Cd(II) complex has potent antimicrobial activity. Anticancer activity of the Schiff base ligand and its metal complexes were evaluated in human cancer (MCF‐7 cells viability). The Cr(III) complex exhibited higher activity than other complexes and ligand. Molecular docking was used to predict the binding between Schiff base ligand (H2L) and its Zn(II) complex and the receptors of RNA of amikacin antibiotic (4P20) and human‐DNA‐Topo I complex (1SC7). The docking study provided useful structural information for inhibition studies.

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“…Thiourea species are important organic compounds that act as basic building block for synthesis of heterocyclic compounds [1,2]. They have especially drawn attention with their wide range of biological activities, like bactericidal, fungicidal, herbicidal and insecticidal, and they possess regulating activity for plant growth [3][4][5].…”

Section: Introductionmentioning

confidence: 99%

N-(Dibenzylcarbamothioyl)-3-methylbutanamide: Crystal structure, Hirshfeld surfaces and antimicrobial activity

et al. 2017

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The compound N-(dibenzylcarbamothioyl)-3-methylbutanamide as a thiourea derivative was synthesized and structurally characterized by NMR and FT-IR spectroscopic techniques. The molecular structure of compound was also characterized by single crystal X-ray diffraction method. Crystal data for title compound C20H24N2OS: monoclinic, space group C2/c (no. 15), a = 19.6882(9) Å, b = 9.4045(4) Å, c = 19.5012(8) Å, β = 98.433(2)°, V = 3571.8(3) Å3, Z = 8, μ(CuKα) = 1.665 mm-1, 25057 reflections measured (9.168° ≤ 2Θ ≤ 144.196°), 3500 unique (Rint = 0.0322, Rsigma = 0.0200) which were used in all calculations. The final R1 was 0.0363 (I>2σ(I)) and wR2 was 0.0910 (all data). Intermolecular contacts obtained from X-ray single crystal diffraction study were also explored using both Hirshfeld surfaces and fingerprint plots. Hirshfeld surface analysis showed the occurrence of S···H, O···H and H···H contacts that display an important role to crystal packing stabilization of the thiourea derivative compound. In addition, the compound was evaluated for both their in-vitro antibacterial and antifungal activity.

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Synthesis, characterization, molecular docking, DNA binding, cytotoxicity and DFT studies of 1-(4-methoxyphenyl)-3-(pyridine-3-ylmethyl)thiourea

Cited by 30 publications

References 53 publications

Investigation of spectroscopic, reactive, transport and docking properties of 1-(3,4-dichlorophenyl)-3-[3-(trifluoromethyl)phenyl]thiourea (ANF-6): Combined experimental and computational study

Investigation of spectroscopic, reactive, transport and docking properties of 1-(3,4-dichlorophenyl)-3-[3-(trifluoromethyl)phenyl]thiourea (ANF-6): Combined experimental and computational study

Coordination compounds of some transition metal ions with new Schiff base ligand derived from dibenzoyl methane. Structural characterization, thermal behavior, molecular structure, antimicrobial, anticancer activity and molecular docking studies

N-(Dibenzylcarbamothioyl)-3-methylbutanamide: Crystal structure, Hirshfeld surfaces and antimicrobial activity

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