Theoretical investigation of structure, anticancer activity and molecular docking of thiourea derivatives

Kirishnamaline, G.; Magdaline, J. Daisy; Chithambarathanu, T.; Aruldhas, D.; Anuf, A. Ronaldo

doi:10.1016/j.molstruc.2020.129118

Cited by 49 publications

(23 citation statements)

References 85 publications

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“…In addition, compound 2 has a low ionization potential IP=4.23 and this indicates a high reactivity of the molecules [15,16]. Low electron affinity values enhanced the electron-donating property of the molecule.…”

Section: Quantum Chemical Calculationsmentioning

confidence: 99%

Untitled

2023

J. Med. Chem. Sci.

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The present study includes the synthesis and characterization of thiazolidinedion containing indole ring. Two compounds were prepared: (4fluorophenyl)-2-(1H-indol-3-yl)thiazolidin-4-one (I) and(4-( dimethylamino)phenyl)-2-(1H-indol-3-yl)thiazolidin-4-one(II), the prepared compounds diagnosed by using infrared spectra, NMR spectra ( 1 H-NMR), and the results were identical to what is expected in practice. The Gaussian program was used for the computational study of thiazolidinedion and the theoretical calculations of the thermodynamic variables showed that compound (I) is the more softness with the lowest hardness. Meanwhile, compound (II) the more hardness with less softness.

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Section: Quantum Chemical Calculationsmentioning

confidence: 99%

Untitled

2023

J. Med. Chem. Sci.

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“…The following equation 1 was used to calculate the docking energy values of the docking complexes. [30] DG binding ¼ Here,~G tors : proportional to the number of rotatable bonds,~G hydrophobic : ramp function,~G repulsion : square of the distance if closer than a threshold value,~G gauss : attractive term for dispersion of two gaussian functions,~G hbond : ramp function also used for interactions with metal ions, Autodock with the standard error of 2.5 kcal per mol was reported but VINA attained a very low standard error (2.85 kcal per mol). [21] All the ArBTU derivatives (3 a-3 j) have similar standard docking energy values with very little energy value difference (< 2.85 kcal per mol).…”

Section: Molecular Docking Study Of Arbtu Derivatives (3 A-3 J)mentioning

confidence: 99%

Pharmacokinetics, Mechanism, and Docking Study of Antioxidant Aryl‐Bisthiourea Derivatives for Alzheimer's Disease

et al. 2021

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Novel aryl-bisthiourea derivatives (3 a-3 j) were synthesized by a two-step route for the study of free-radical scavenging property and acetylcholinesterase enzyme (AChE) inhibition study. The effect of the electronic environment on the aryl structure of ArBTU on the AChE inhibition was studied. Lineweaver-Burk plot was used for kinetic study of inhibition of AChE by using ArBTU derivatives which exhibited very good bioactivity of inhibition against acetylcholinesterase enzyme. Central Nervous System (CNS) permeability and the Blood-Brain Barrier values of all ArBTU derivatives (3 a-3 j) were also similar to the reference value (> À 2 logPS < À 3 and > À 0.3 log BB < À 1), respectively. The molecular docking study of derivative 3 g presented a very good interactions with tested protein. The mechanism of AChE inhibition was found from the kinetic studies of novel ArBTU derivatives. A pharmacokinetic study of AChE inhibition was also evaluated. ArBTU derivatives (3 a-3 j) exhibited the best lead-like potential. Molecular docking study described the binding ability of the highly effective derivative 3 g with the acetylcholinesterase enzyme.

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“…Infrared (IR) spectra were recorded using a Perkin Elmer 100 Fourier Transform Infrared spectrophotometer within the spectral range of 4000-450 cm -1 . Electronic transition analysis of the synthesised compound and its interaction with CO was recorded using a Shimadzu 1601 series with 1 cm 3 path length quartz cell in acetonitrile at a concentration of 1x10 -5 M. The molecular structure of NETh was elucidated using 1 H 400.11 MHz and 13 C 100.6 MHz NMR analyses, recorded on a Bruker Avance III 400 in deuterated chloroform (CDCl3) at room temperature with the standard spectral ranges of δH 0-15 ppm and δC 0-200 ppm, respectively. Finally, time dependent density functional theory (TD-DFT) calculations at the theoretical level of B3LYP/6-31G (d, p) were carried out via Gaussian09 software to examine the molecular electronic characteristics and the sensing interactions between the synthesised molecules and carbon monoxide gas at a minimum potential.…”

Section: Instrumentation and Characterisationmentioning

confidence: 99%

Synthesis and Structural Elucidation of a Nitro Substituted Ethynyl-thiourea Derivative (NETh) for Carbon Monoxide (CO) Detection

2021

MJCHEM

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A model compound of hybrid ethynyl-thiourea featuring nitro substitution at the para-position of the molecular framework was designed, synthesised and structurally elucidated. In this work, the characteristic response of the nitro-substituted ethynyl-thiourea derivative (NETh) towards carbon monoxide (CO) gas was evaluated via UV-Vis spectrophotometer under optimised absorbance response. NETh exposed to CO gas within the concentration range of 10-30 ppm exhibited the highest sensing response of 11.78% towards the lowest CO concentration (10 ppm). The calculated interaction distance and interaction energy between NETh and CO molecules were modelled using density functional theory (DFT) via Gaussian09 software, and the results revealed that the preferred active site of interaction between NETh and CO was at the alkene position (H atom at cis position to carbonyl, C=O).

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Theoretical investigation of structure, anticancer activity and molecular docking of thiourea derivatives

Cited by 49 publications

References 85 publications

Untitled

Untitled

Pharmacokinetics, Mechanism, and Docking Study of Antioxidant Aryl‐Bisthiourea Derivatives for Alzheimer's Disease

Synthesis and Structural Elucidation of a Nitro Substituted Ethynyl-thiourea Derivative (NETh) for Carbon Monoxide (CO) Detection

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