Synthesis, antibacterial activity and docking studies of chloroacetamide derivatives

Murtaza, Shahzad; Altaf, Ataf Ali; Hamayun, Muhammad; Iftikhar, Kiran; Tahir, Muhammad Nawaz; Tariq, J.; Faiz, Khadija

doi:10.5155/eurjchem.10.4.358-366.1859

Cited by 11 publications

(8 citation statements)

References 31 publications

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“…The solvents were evaporated on a rotary evaporator to obtain the chloroacetamide derivatives (2, 4, 6, and 8). Products were washed with water and crystallized in methanol (Murtaza et al 2019).…”

Section: General Procedures For the Preparation Of Chloroacetamide Derivativesmentioning

confidence: 99%

Synthesis, Herbicidal Activity and Molecular Docking of some New Chloroacetamide Derivatives

El-Zemity

Esmaiel

Badawy

2021

Alexandria Science Exchange Journal

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Four novel chloroacetamide derivatives were synthesized 2-Chloro-N-(2,4-dichlorobenzyl)-N-(3,5dimethylphenyl)acetamide (2), 2-Chloro-N-(2,4dichlorobenzyl)-N-(2,5-dichlorophenyl)acetamide (4), 2-Chloro-N-cinnamyl-N-(4-sulfamoylphenyl)acetamide (6) and 2-chloro-N-(2,5-dichlorophenyl)-N-(2hydroxybenzyl)acetamide ( 8) and evaluated as herbicidal agents against two weed species; Anagallis arvensis as broad leaf weed and Lolium temulentum as a narrow weed in comparison with acetochlor as a standard herbicide. Mass spectra, 1 H-NMR and 13 C-NMR had approved the chemical structures of the synthesized compounds. Depending on the estimation of chlorophyll content, compounds 4 and 2 have been characterized as the most potent, against tested weeds and had EC50 values lower than acetochlor as standard herbicide. In addition, the molecular docking to the active sites of Very Long Chain Fatty Acid Synthase (VLCFAs) as a target enzyme shown that the derivatives gave minimal binding energy and acceptable affinity for the active site.

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Section: General Procedures For the Preparation Of Chloroacetamide Derivativesmentioning

confidence: 99%

Synthesis, Herbicidal Activity and Molecular Docking of some New Chloroacetamide Derivatives

El-Zemity

Esmaiel

Badawy

2021

Alexandria Science Exchange Journal

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“…Thirty-five compounds were selected from the newly discovered and synthesized series of N-(2-phenoxy) ethyl imidazo[1,2-a] pyridine-3-carboxamide (IPA) as antitubercular agents [11]. The chemical structure of the compounds were drawn using ChemDraw Ultralevel software V12.0.2 (Table 1), then geometrically optimized using Spartan 14 software at ground state with Density Functional Theory (DFT/B3LYP/6-31G** [12][13][14][15] in a vacuum which is finally saved as Protein Data Bank (PDB) file format [16]. The crystal structure of the Mycobacterium tuberculosis DNA Gyrase was downloaded from the protein data bank website http://www.rcsb.org with PDB code: 3IG0, at 2.1 Å resolution of the model quality from X-ray diffraction method [17].…”

Section: Equilibrium Geometry Of Ligands and Protein Structurementioning

confidence: 99%

Virtual molecular docking study of some novel carboxamide series as new anti-tubercular agents

et al. 2020

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A virtual docking simulation study was performed on thirty-five newly discovered compounds of N-(2-phenoxy) ethyl imidazo[1,2-a] pyridine-3-carboxamide (IPA), to explore their theoretical binding energy and pose with the active sites of the Mycobacterium tuberculosis target (DNA gyrase). The chemical structures of the compounds were drawn correctly with ChemDraw Ultra software, and then geometrically optimized at DFT level of theory with Spartan 14 software package. Consequently, the docking analysis was carried out using Molegro Virtual Docker (MVD). Five complexes (Complex 5, 24, 25, 33 and 35) with high binding energy were selected to examine their binding pose with the active sites of the protein. The docking results suggested a good MolDock score (≥ -90 kcal/mol) and Protein-Ligand ANT System (PLANTS) score (≥ -60 kcal/mol) which depicted that the compounds can efficiently bind with the active sites of the target. However, compound 5 has the best binding pose with the MolDock score of -140.476 kcal/mol which formed three hydrogen bond interactions with the Gln 538, Ala 531, and Ala 533 amino acid residues. This research gives a firsthand theoretical knowledge to improve the binding efficiency of these compounds with the target.

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“…Thus, a major challenge in organic synthesis is the structural modification of lead compounds. This should not only modify the structure of starting material but also increases its biological activity [11]. During modeling and visualization of small molecules using online tools such as Molinspiration (https://www.molin spiration.com/) [12], one can find the pharmacokinetic violations which are needed to be corrected.…”

Section: Structural Modification Of Molecules For Better Oral Bioavaimentioning

confidence: 99%

In silico screening for the interaction of small molecules with their targets and evaluation of therapeutic efficacy by free online tools

et al. 2020

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Pharmaceutical chemistry deals with the process of isolating organic compounds from natural sources or chemically synthesizing them in order to explore potential drugs. Drugs are small molecules, used to prevent or treat various diseases. Of several lead molecules, only few of them reach clinical trial phases and emerge as effective drugs, whereas the majority will be eliminated at different stages. On the other hand, due to the lack of proper identification of their pharmacokinetic properties and biological potential, many small molecules fail to reach this stage. This could be because of the fact that it is either time consuming and costly or there is full of uncertainty due to lack of analyses that are necessary for the confirmation. In the post-genomic era, computational methods have been implemented in almost all stages of drug research and development owing to the drastic increase in the available knowledge about small molecules and the target biomacromolecule. This includes identifying the suitable and specific targets for drug candidates, lead discovery, lead optimization and ultimately preclinical phases. In this context, numerous websites have become highly valuable and influence the drug development and discovery process. Here, we have attempted to bring together some of the online computational approaches and tools that are available to facilitate research efforts in the field of drug discovery and drug design. The output information from these tools is extremely helpful in selecting and deciding about the future direction or specific path needed to be followed by the researchers. These computational methods are indeed help to focus the intended research in the right direction. As detailed in this review, the information provided about the servers and methods should be useful throughout the process of screening of synthesized or chemical database originated small molecules to find the appropriate targets along with the active sites without depending on any commercial tools or time-consuming and costly assays. It should however be remembered that the bioinformatics-based prediction cannot completely replace the wet lab data of chemical compounds or specific assays.

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Synthesis, antibacterial activity and docking studies of chloroacetamide derivatives

Cited by 11 publications

References 31 publications

Synthesis, Herbicidal Activity and Molecular Docking of some New Chloroacetamide Derivatives

Synthesis, Herbicidal Activity and Molecular Docking of some New Chloroacetamide Derivatives

Virtual molecular docking study of some novel carboxamide series as new anti-tubercular agents

In silico screening for the interaction of small molecules with their targets and evaluation of therapeutic efficacy by free online tools

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