A novel method for the synthesis of 1,2,4-triazole-derived heterocyclic compounds: enzyme inhibition and molecular docking studies

2020 ◽  
Vol 17 (5) ◽  
pp. 1183-1200
Author(s):  
Naheed Riaz ◽  
Muhammad Iftikhar ◽  
Muhammad Saleem ◽  
Aziz-ur-Rehman ◽  
Ishtiaq Ahmed ◽  
...  
Keyword(s):  
Molecular Docking ◽  
Enzyme Inhibition ◽  
Heterocyclic Compounds ◽  
Docking Studies ◽  
Molecular Docking Studies ◽  
Novel Method

Green Synthesis, Biological Activity Evaluation, and Molecular Docking Studies of Aryl Alkylidene 2, 4-thiazolidinedione and Rhodanine Derivatives as Antimicrobial Agents

2020 ◽  
Vol 22 (10) ◽  
pp. 716-727
Author(s):  
Malihe Akhavan ◽  
Naser Foroughifar ◽  
Hoda Pasdar ◽  
Ahmadreza Bekhradnia
Keyword(s):  
Antimicrobial Activity ◽  
Free Energy ◽  
Molecular Docking ◽  
Heterocyclic Compounds ◽  
Antimicrobial Agents ◽  
Binding Free Energy ◽  
Docking Studies ◽  
Solvent Free ◽  
Gram Negative ◽  
Molecular Docking Studies

Aim and Objective: The magic scaffolds rhodanine and thiazolidine are very important heterocyclic compounds in drug design and discovery. Those are important heterocyclic compounds that have attracted a great deal of attention due to the fact that they exhibit a variety of bioactivities including antibacterial, antifungal, antiviral, antimalarial, and anti-inflammatory activities. These agents often exhibit selective toxicity. The goal of this study was molecular docking, green and solvent-free efficient synthesis of a new series of hetero/aromatic substituted rhodanine and thiazolidine analogues and then investigation of their antimicrobial activity. Materials and Methods: To a mixture of TZD or rhodanine (1 mmol) in the presence of ionic liquid ChCl/urea, various aldehyde (1 mmol) was added. After completion of the reaction, obtained crude compound was collected by filtration and products were recrystallized from ethanol. The binding-free energy between all synthesized compounds with 3EEJ protein (C. glabrata enzyme) were obtained by molecular docking studies. These compounds were evaluated using microdilution method against (ATCC 6538) and (ATCC 12228) Gram-negative, (ATCC 8739) and (ATCC 9027) as Gram-positive and (ATCC 1012), (ATCC 339), C. (ATCC 1057), (ATCC 503), (ATCC 340) and (ATCC 194) as fungi. Results: All of the acceptable products were determined by 1H NMR, 13C NMR, Mas and FT-IR spectroscopy. The binding-free energy between compounds 10a and 10b with 3EEJ protein were found to be -8.08 kcal/mol and -8.15 kcal/mol, respectively. These compounds having a heteroaromatic ring attached to the TZD or rhodanine core showed excellent antimicrobial activity with MIC values of 0.25-8 μg/mL (compound 10a) and 0.5-16 μg/mL (compound 10b) against the most tested fungi strains, Gram-positive and Gram-negative bacteria. Conclusion: A convenient and rapid method has been developed for the synthesis of rhodanine and thiazolidine-2,4-dione (TZD) derivatives as efficient antimicrobial agents using a Deep Eutectic Ionic Liquids (DEILs) choline chloride urea under solvent-free condition. Among the newly synthesized compounds, (Z)-5-((quinoxalin-3-yl) methylene) thiazolidine-2, 4-dione (10a) and (Z)- 5- ((quinoxalin-3-yl) methylene)-2-thioxothiazolidin-one (10b) exerted the promising effect and these compounds can be considered to be further probed as inhibitors of cgDHFR enzyme.

Synthesis, Enzyme Inhibition, and Molecular Docking Studies of Hydrazones from Dichlorophenylacetic Acids

2016 ◽  
Vol 63 (12) ◽  
pp. 1015-1021 ◽  
Author(s):  
Obaid-ur-Rahman Abid ◽  
Muhammad Ayaz ◽  
Wajid Rehman ◽  
Kamran Mehdi ◽  
Arif Ali ◽  
...  
Keyword(s):  
Molecular Docking ◽  
Enzyme Inhibition ◽  
Docking Studies ◽  
Molecular Docking Studies

scholarly journals Molecular Docking Studies of Curcumin Derivatives with Multiple Protein Targets for Procarcinogen Activating Enzyme Inhibition

2010 ◽  
Vol 03 (06) ◽  
pp. 200-203 ◽  
Author(s):  
C.R. Girija ◽  
Prashantha Karunakar ◽  
Chetan S Poojari ◽  
Noor Shahina Begum ◽  
Akheel Ahmed Syed
Keyword(s):  
Molecular Docking ◽  
Enzyme Inhibition ◽  
Docking Studies ◽  
Protein Targets ◽  
Molecular Docking Studies ◽  
Curcumin Derivatives ◽  
Multiple Protein
Sign in / Sign up

Export Citation Format

Share Document