New quinoxalin‐1,3,4‐oxadiazole derivatives: Synthesis, characterization, in vitro biological evaluations, and molecular modeling studies

2021 ◽  
Author(s):  
Roghieh Mirzazadeh ◽  
Mohammad S. Asgari ◽  
Ebrahim Barzegari ◽  
Keyvan Pedrood ◽  
Maryam Mohammadi‐Khanaposhtani ◽  
...  
Keyword(s):  
Molecular Modeling ◽  
Modeling Studies ◽  
Oxadiazole Derivatives ◽  
Molecular Modeling Studies

p-Trifluoroacetophenone Oxime Ester Derivatives: Synthesis, Antimicrobial and Cytotoxic Evaluation and Molecular Modeling Studies

2020 ◽  
Vol 17 (2) ◽  
pp. 169-183 ◽  
Author(s):  
İrem Bozbey ◽  
Suat Sari ◽  
Emine Şalva ◽  
Didem Kart ◽  
Arzu Karakurt
Keyword(s):  
Molecular Modeling ◽  
Neuroblastoma Cell ◽  
Neuroblastoma Cells ◽  
Cytotoxic Agents ◽  
Human Neuroblastoma Cell ◽  
Human Neuroblastoma ◽  
Modeling Studies ◽  
Broth Microdilution Method ◽  
Molecular Modeling Studies

Background: Azole antifungals are among the first-line drugs clinically used for the treatment of systemic candidiasis, a deadly type of fungal infection that threatens mostly immunecompromised and hospitalized patients. Some azole derivatives were also reported to have antiproliferative effects on cancer cells. Objective: In this study, 1-(4-trifluoromethylphenyl)-2-(1H-imidazol-1-yl)ethanone (3), its oxime (4), and a series of its novel oxime ester derivatives (5a-v) were synthesized and tested for their in vitro antimicrobial activities against certain ATCC standard strains of Candida sp. fungi and bacteria. The compounds were also tested for their cytotoxic effects against mouse fibroblast and human neuroblastoma cell lines. Molecular modeling studies were performed to provide insights into their possible mechanisms for antifungal and antibacterial actions. Methods: The compounds were synthesized by the reaction of various oximes with acyl chlorides. Antimicrobial activity of the compounds was determined according to the broth microdilution method. For the determination of cytotoxic effect, we used MTS assay. Molecular docking and QM/MM studies were performed to predict the binding mechanisms of the active compounds in the catalytic site of C. albicans CYP51 (CACYP51) and S. aureus flavohemoglobin (SAFH), the latter of which was created via homology modeling. Results: 5d, 5l, and 5t showed moderate antifungal activity against C. albicans, while 3, 5c, and 5r showed significant antibacterial activity against Staphylococcus aureus and Pseudomonas aeruginosa. Most of the compounds showed approximately 40-50% inhibition against the human neuroblastoma cells at 100 µM. In this line, 3 was the most potent with an IC50 value of 82.18 μM followed by 5a, 5o, and 5t. 3 and 5a were highly selective to the neuroblastoma cells. Molecular modelling results supported the hypothesis that our compounds were inhibitors of CAYP51 and SAFH. Conclusion: This study supports that oxime ester derivatives may be used for the development of new antimicrobial and cytotoxic agents.

scholarly journals Molecular modeling studies and in vitro bioactivity evaluation of a set of novel 5-nitro-heterocyclic derivatives as anti-T. cruzi agents

2009 ◽  
Vol 17 (7) ◽  
pp. 2673-2679 ◽  
Author(s):  
Fávero Reisdorfer Paula ◽  
Salomão Dória Jorge ◽  
Leonardo Viana de Almeida ◽  
Kerly Fernanda Mesquita Pasqualoto ◽  
Leoberto Costa Tavares
Keyword(s):  
Molecular Modeling ◽  
In Vitro Bioactivity ◽  
Modeling Studies ◽  
Heterocyclic Derivatives ◽  
Molecular Modeling Studies

N-Benzylisatin Sulfonamide Analogues as Potent Caspase-3 Inhibitors:  Synthesis, in Vitro Activity, and Molecular Modeling Studies

2005 ◽  
Vol 48 (24) ◽  
pp. 7637-7647 ◽  
Author(s):  
Wenhua Chu ◽  
Jun Zhang ◽  
Chenbo Zeng ◽  
Justin Rothfuss ◽  
Zhude Tu ◽  
...  
Keyword(s):  
Molecular Modeling ◽  
Caspase 3 ◽  
Vitro Activity ◽  
In Vitro Activity ◽  
Modeling Studies ◽  
Molecular Modeling Studies

Spirochromone-chalcone conjugates as antitubercular agents: synthesis, bio evaluation and molecular modeling studies

RSC Advances ◽  
2015 ◽  
Vol 5 (129) ◽  
pp. 106448-106460 ◽  
Author(s):  
M. Mujahid ◽  
P. Yogeeswari ◽  
D. Sriram ◽  
U. M. V. Basavanag ◽  
Erik Díaz-Cervantes ◽  
...  
Keyword(s):  
Molecular Modeling ◽  
Molecular Orbital ◽  
Frontier Molecular Orbital ◽  
Antitubercular Agents ◽  
Orbital Energies ◽  
Modeling Studies ◽  
Molecular Modeling Studies

We report new spiro chromone scaffold derived molecules possessing in vitro anti-tubercular activities. QSAR based molecular modeling studies correlated the bioactivities with the frontier molecular orbital energies.

Molecular Modelling Studies of 1,4-Diaryl-2-Mercaptoimidazole Derivatives for Antimicrobial Potency

2019 ◽  
Vol 15 (5) ◽  
pp. 409-420
Author(s):  
Nidhi Rani ◽  
Randhir Singh
Keyword(s):  
Molecular Modeling ◽  
Antimicrobial Agents ◽  
Potassium Thiocyanate ◽  
Proton Nuclear Magnetic Resonance ◽  
Spectral Studies ◽  
Anhydrous Sodium Carbonate ◽  
Modeling Studies ◽  
Solvent Free Conditions ◽  
Molecular Modeling Studies

Background: : Imidazoles are considered as potent antimicrobial agents. In view of this 2-mercaptoimidazoles were synthesized and evaluated for antimicrobial study. Methods:: Some new 2-mercaptoimidazoles 4a-r were synthesized using substituted aniline and substituted phenacyl bromides in the presence of anhydrous sodium carbonate or potassium carbonate and potassium thiocyanate under solvent-free conditions catalyzed by eco-friendly ptoluene sulfonic acid. Results: : The structure of compounds was evaluated on the basis of Infrared spectroscopy (IR), 1HNMR (proton nuclear magnetic resonance) and mass spectral studies. These novel compounds were screened for in-vitro antibacterial and antifungal potency against Staphyllococcus aureus, Escherichia coli, Pseudomonas aeruginosa, Candida albicans and Aspergillus niger. Further, the study was rationalized by molecular modeling studies. All the compounds were subjected to molecular modeling studies for inhibition of enzyme 14α-demethylase. Conclusions:: The compounds were found to be effective in inhibiting the growth of pathogens. The in-silico results depicted that, all the synthesized compounds have minimum binding energy and good affinity towards the active site and thus can be considered as good inhibitors of 14α- demethylase enzyme.

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