Molecular docking studies and biological evaluation of chalcone based pyrazolines as tyrosinase inhibitors and potential anticancer agents

Qin, Hua‐Li; Shang, Zhi-Liang; Jantan, Ibrahim; Tan, Oya Ünsal; Hussain, Muhammad Ajaz; Sher, Muhammad; Bukhari, Syed Nasir Abbas

doi:10.1039/c5ra02995c

Cited by 63 publications

(40 citation statements)

References 42 publications

(68 reference statements)

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“…For the docking study, Molecular Operating environment (MOE 2008.10, Chemical Computing Group Inc. Quebec, Canada) was used . The ligands were built by using the builder tool of the MOE program and were subjected to energy minimization (MMFF94x, gradient: 0.05) . The crystal structure of FAK catalytic domain (PDB:4K9Y) was imported from PDB .…”

Section: Methodsmentioning

confidence: 99%

“…The downloaded protein was prepared by adding the missing hydrogens and bonds. The binding pocket was defined using site finder application incorporated in the program . The docking protocol was “rigid receptor,” and the solvent molecules were conserved for the docking.…”

Section: Methodsmentioning

confidence: 99%

“…41 The ligands were built by using the builder tool of the MOE program and were subjected to energy minimization (MMFF94x, gradient: 0.05). 42 The crystal structure of FAK catalytic domain (PDB:4K9Y) was imported from PDB. 34 The downloaded protein was prepared by adding the missing hydrogens and bonds.…”

Section: Molecular Modeling Studymentioning

confidence: 99%

“…The binding pocket was defined using site finder application incorporated in the program. 42 The docking protocol was "rigid receptor," and the solvent molecules were conserved for the docking. Triangle matcher was used as placement method, London dG was used as the first rescoring method, and affinity dG was used as the second.…”

Section: Molecular Modeling Studymentioning

confidence: 99%

See 3 more Smart Citations

Radioiodination and biological distribution of a new s‐triazine derivative for tumor uptake evaluation

Motaleb

Ibrahim

Sarhan

et al. 2018

Labelled Comp Radiopharmac

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A newly synthesized s-triazine derivative 1,1',1″-(((1,3,5-triazine-2,4,6-triyl) tris (azanediyl)) tris (benzene-4,1-diyl))tris (ethan-1-one), (1), was synthesized as a part of an ongoing research for development of novel s-triazine-based radiopharmaceuticals. In-vitro cell viability assay against different human cancer cell lines showed very promising inhibitory activity of the synthesized compound. This finding encouraged the radioiodination of 1 to study the degree of its localization in tumor site for evaluating the possibility of its use as a tumor imaging agent. The biodistribution study showed good localization of the radioiodinated derivative 2 at tumor site following i.v. administration in solid tumor-bearing mice. Finally, in a trial to understand the mechanism of the anticancer effect exerted by 1, a target prediction study and a docking study were performed. The results of the first study showed that focal adhesion kinase is a possible target for compound 1 and the docking study confirmed successful binding of both compound 1 and its radioiodinated derivative 2 to the binding site of focal adhesion kinase. As a conclusion, the results of this study suggest that, compound 2 could be used as a potential agent for tumor imaging after preclinical trials.

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Section: Methodsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

Section: Molecular Modeling Studymentioning

confidence: 99%

Section: Molecular Modeling Studymentioning

confidence: 99%

See 2 more Smart Citations

Radioiodination and biological distribution of a new s‐triazine derivative for tumor uptake evaluation

Motaleb

Ibrahim

Sarhan

et al. 2018

Labelled Comp Radiopharmac

View full text Add to dashboard Cite

show abstract

“…Molecular docking is common simulation software to predict the experimental binding orientations and affinities of small chemicals within the receptor binding sites [14] [15]. Besides, MD simulation is a useful technology affording vivid pictures to describe the undulations and conformational transitions of protein-ligand complex, and permitting further investigation of the interaction mechanisms of the complex at the atomic levels [16].…”

Section: Introductionmentioning

confidence: 99%

Study on the Interactions of Two Isomer Selaginellins as Novel Small Molecule Inhibitors Targeting PTP1B by Docking and Molecular Dynamics Simulations

Wang¹,

Wang²,

Meng³

et al. 2018

OALib

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Protein Tyrosine Phosphatase 1B (PTP1B) plays a key role in down-regulation of insulin and leptin signaling pathways. Therefore, development of novel inhibitors of PTP1B has becoming research focus in reducing blood sugar levels for Diabetes Mellitus and Obesity. Hence, we selected two isomer Selaginellins (1 and 2) to explain and analyze the binding mechanism of the two potential inhibitors against the PTP1B by molecule docking and molecular dynamics simulations. Firstly, the two isomers (1 and 2) and the initial ligand 19 were docked to the receptor of PTP1B by using molecular docking technology. Secondly, taken the 19 as an indicator, molecular dynamic (MD) simulations and molecular mechanics/generalized born surface area (MM/GBSA) methods were requested to assess the binding affinity and complex stability of the two chemicals towards PTP1B. Finally, we explained that the interactions of compound 1 and 2 take up the active binding site PTP1B. Simultaneously, energy decomposition analysis recognized several amino acid residues situated in substrate-binding site that might provide clues for future inhibitor exploitation towards PTP1B. In conclusion, these results may explain the reasons of differences of optical isomer biological activity and provide valuable information for developing novel inhibitors targeting PTP1B-mediated glucose transport and metabolism for Diabetes Mellitus and Obesity therapeutics.

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Photophysical and biological aspects of α, β‐unsaturated ketones: Experimental and in silico approach

Samreen

Hussain

Yar

et al. 2023

J Biochem & Molecular Tox

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In this work, four fluorinated α, β‐unsaturated ketones named as 3‐(3‐bromophenyl)−1‐(3‐(trifluoromethyl)phenyl)prop‐2‐en‐1‐one (1), 3‐(4‐methoxyphenyl)−1‐(3‐(trifluoromethyl)phenyl) prop‐2‐en‐1‐one (2), 3‐(3‐bromo‐5‐chloro‐2‐hydroxyphenyl)‐1‐(3‐(trifluoromethyl)phenyl) prop‐2‐en‐1‐one (3) and 3‐(2‐hydroxy‐5‐methylphenyl)‐1‐(3‐(trifluoromethyl)phenyl)prop‐2‐en‐1‐one (4) were synthesized by Claisen–Schmidt reaction. The synthesized molecules were then characterized through ultraviolet‐visible spectroscopy (UV‐Vis), Fourier transform infrared (FTIR), 1H‐NMR, 13C‐NMR, and mass spectrometry. The antioxidant potential, Urease inhibition, and interaction of compounds 1–4 with Salmon sperm DNA were experimentally explored and supported by molecular docking studies. The synthesized compounds strongly interact with SS‐DNA through intercalative mode. It was noticed that compound 1 served as potent Urease inhibitor while compound 4 as better antioxidant among synthesized compounds. Moreover, frontier molecular orbitals, nonlinear optical (NLO) properties, natural bond orbitals, molecular electrostatic potential, natural population analysis, and photophysical properties of synthesized compounds were accomplished through density functional theory and time‐dependent density functional theory. The band gap of all the compounds have been worked out using Taucs method. In addition to that, a precise comparative account of UV and IR data obtained from theoretical and experimental findings showed good agreement between theoretical and experimental data. The findings of our studies reflected that compounds 1–4 possess better NLO properties than Urea standard and the band gap data also reflected their prospective use towards optoelectronic materials. The better NLO behavior of compounds was attributed to the noncentrosymmetric structure of synthesized compounds.

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Molecular docking studies and biological evaluation of chalcone based pyrazolines as tyrosinase inhibitors and potential anticancer agents

Abstract: A series of synthetic chalcones and pyrazoline derivatives showed antityrosinase, anticancer and considerable tubulin polymerization activity.

Cited by 63 publications

References 42 publications

Radioiodination and biological distribution of a new s‐triazine derivative for tumor uptake evaluation

Radioiodination and biological distribution of a new s‐triazine derivative for tumor uptake evaluation

Study on the Interactions of Two Isomer Selaginellins as Novel Small Molecule Inhibitors Targeting PTP1B by Docking and Molecular Dynamics Simulations

Photophysical and biological aspects of α, β‐unsaturated ketones: Experimental and in silico approach

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