Synthesis, structure activity relationship and biological evaluation of a novel series of quinoline–based benzamide derivatives as anticancer agents and histone deacetylase (HDAC) inhibitors

Omidkhah, Negar; Hadizadeh, Farzin; Abnous, Khalil; Ghodsi, Razieh

doi:10.1016/j.molstruc.2022.133599

Cited by 9 publications

(3 citation statements)

References 61 publications

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“…Molecular dynamic simulation was performed to elucidate the behavior of the enzyme upon binding to its inhibitor and to maintain the stability of the system through interaction with ions and water during the simulation. Te molecular dynamics (MD) program GROMACS [40,41] was used to accomplish the MD simulations. By using GROMACS software (version 2019) and with the CHARMM36 force feld a topology fle (Topol.…”

Section: Molecular Docking Docking Is a Computationalmentioning

confidence: 99%

Discovery of New Ligand with Quinoline Scaffold as Potent Allosteric Inhibitor of HIV-1 and Its Copper Complexes as a Powerful Catalyst for the Synthesis of Chiral Benzimidazole Derivatives, and in Silico Anti-HIV-1 Studies

Azimi

Bagherzade

Saberi

et al. 2023

Bioinorganic Chemistry and Applications

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In this paper, the novel Schiff base ligand containing quinoline moiety and its novel copper chelate complexes were successfully prepared. The catalytic activity of the final complex in the organic reaction such as synthesis of chiral benzimidazoles and anti-HIV-1 activity of Schiff base ligand and the products of this reaction were investigated. In addition, green chemistry reactions using microwaves, powerful catalyst synthesis, green recovery and reusability, and separation of products with economic, safe, and clean methods (green chemistry) are among the advantages of this protocol. The potency of these compounds as anti-HIV-1 agents was investigated using molecular docking into integrase (IN) enzyme with code 1QS4 and the GROMACS software for molecular dynamics simulation. The final steps were evaluated in case of RMSD, RMSF, and Rg. The results revealed that the compound VII exhibit a good binding affinity to integrase ( Δ g = −10.99 kcal/mol) during 100 ns simulation time, and the analysis of RMSD suggested that compound VII was stable in the binding site of integrase.

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Section: Molecular Docking Docking Is a Computationalmentioning

confidence: 99%

Discovery of New Ligand with Quinoline Scaffold as Potent Allosteric Inhibitor of HIV-1 and Its Copper Complexes as a Powerful Catalyst for the Synthesis of Chiral Benzimidazole Derivatives, and in Silico Anti-HIV-1 Studies

Azimi

Bagherzade

Saberi

et al. 2023

Bioinorganic Chemistry and Applications

View full text Add to dashboard Cite

show abstract

“…Based on the results and water solubility (log (mol L −1 )): insoluble < −10 < poorly soluble < −6 < moderately < - 4 < soluble < −2 < very soluble <0 < highly soluble, compounds ( E03 , E04 , E05 , E06 , E07 , E08 , E09 , E10 , E11 , E12 , E13 ) demonstrated good solubility in water, which reduces dehydration and binding to lipophilic targets in cells, thus decreasing the toxicity of the compounds. The lipophilicity of the drug and the permeability of the membrane is expressed by logP (octanol-water partition coefficient) ( Omidkhah et al, 2022 ), ( Abdizadeh et al, 2022 ). The intestinal absorption (human) (HIA) of most of the compounds is over 90%, which is a favorable characteristic for the synthesis of oral drugs.…”

Section: Resultsmentioning

confidence: 99%

“…Comparing simulation and experimental test data, assessing the accuracy of calculated results, and improving laboratory methods are critical steps in this field. In this study, we used GROMACS software (5.1.2 version) and CHARMM36 force field ( Omidkhah et al, 2022 ) to simulate MD. We created a topology file (Topol.…”

Section: Methodsmentioning

confidence: 99%