Design, in silico Analysis, Synthesis and Evaluation of Novel Benzofused Nitrogen Containing Heterocyclic N-Substituted Mercaptobenzimidazole Derivatives as Potential Antimicrobial Agent

2021 ◽  
Vol 6 (2) ◽  
pp. 121-127
Author(s):  
Tejaswini D. Patil ◽  
Sunil V. Amrutkar ◽  
Amol S. Jagdale
Keyword(s):  
Staphylococcus Aureus ◽  
Antimicrobial Activity ◽  
Candida Albicans ◽  
Molecular Docking ◽  
In Silico Analysis ◽  
Dna Gyrase ◽  
Docking Study ◽  
Benzimidazole Derivatives ◽  
Heterocyclic Derivatives ◽  
Subunit B

Benzimidazole containing mercapto group at the 2nd position is attractive nucleus for the modification with wider pharmacological activities. The aim of this study is to design benzofused nitrogen containing heterocyclic derivatives of mercapto benzimidazole using molecular docking. Using an effective procedure, N-substituted mercapto benzimidazole derivatives was synthesized. The antimicrobial activity of all the synthesized compounds was tested against four different organisms viz. E. coli, Pseudomonas aeruginosa, Staphylococcus aureus and Candida albicans. Molecular docking of mercapto benzimidazole derivatives against DNA gyrase subunit B PDB: 5l3j and Staphylococcus aureus tyrosyltRNA synthetase PDB:1jij was performed using docking protocol. The compound binds to the active site of DNA gyrase subunit B (1KZN) in a docking study, indicating that it may have antimicrobial activity. Compounds MB3 and MB5 have good antimicrobial capacity whereas compound MB4 has the high activity against Candida albicans.

scholarly journals DESIGN, INSILICO SCREENING, MOLECULAR DOCKING, SYNTHESIS AND BIOLOGICAL EVALUATION OF BENZO-FUSED FIVE MEMBERED NITROGEN CONTAINING HETEROCYCLE AGAINST DNA GYRASE SUBUNIT B AS POTENTIAL ANTIMICROBIAL AGENT

2021 ◽  
Vol 10 (3) ◽  
pp. 3016-3023
Author(s):  
Tejaswini D Patil
Keyword(s):  
Antimicrobial Activity ◽  
Molecular Docking ◽  
Rapid Development ◽  
Dna Gyrase ◽  
Docking Study ◽  
Biological Evaluation ◽  
Antimicrobial Drug ◽  
Antimicrobial Drugs ◽  
Antimicrobial Drug Resistance ◽  
Subunit B

Because of its function in DNA replication, DNA gyrase subunit B (1KZN) is a promising target for antimicrobial drug development. There is an urgent requirement for the designing and improvement of novel antimicrobial drugs due to the rapid development of antimicrobial drug resistance. The aim of this study is to use molecular docking to design, synthesise, and identify benzo-fused five-membered nitrogen containing heterocycle against DNA gyrase subunit B (1KZN). Using an effective procedure, 2-(1H-1,2,3-Benzotriazol-1-yl)-N-substituted acetamide was synthesised based on the literature review. The antimicrobial activity of all synthesised compounds was tested against four different organisms: E. coli, P. aeruginosa, S. aureus, and Candida albicans. The compound binds to the active site of DNA gyrase subunit B (1KZN) in a docking study, indicating that it may have antimicrobial activity. The compounds BT4 and BT6 have the antimicrobial capacity, according to the findings of this report. BT3 has the ability to be an antibacterial agent for Staphylococcus aureus.

Novel Benzotriazole acetamide derivatives as Benzo-Fused Five-Membered Nitrogen-Containing Heterocycle- Insilico Screening, Molecular Docking, and Synthesis

2021 ◽  
Vol 18 ◽  
Author(s):  
Patil Tejaswini D. ◽  
Amrutkar Sunil V.
Keyword(s):  
Staphylococcus Aureus ◽  
Molecular Docking ◽  
Active Site ◽  
Antibacterial Agent ◽  
Antibacterial Properties ◽  
Dna Gyrase ◽  
Antibacterial Drug ◽  
E Coli ◽  
Fast Development ◽  
Subunit B

Background: DNA gyrase subunit B (1KZN) is an attractive target for antibacterial drug development because of its role in DNA replication. The fast development of antimicrobial medication resistance necessitates the quick discovery of new antimicrobial medicines. Objective: The goal of this research is to design, synthesize, and discover benzo-fused five-membered nitrogen-containing heterocycles that bind to DNA gyrase subunit B via molecular docking (1KZN). Methods: Based on literature research, 2-(1H-1,2,3-Benzotriazol-1-yl)-N-substituted acetamide was synthesized using an efficient method. All synthesized compounds were evaluated for antibacterial activity against three distinct organisms: E. coli, Pseudomonas aeruginosa, Staphylococcus aureus. In a docking investigation, the chemical interacts with the active site of DNA gyrase subunit B (1KZN), indicating that it might have antibacterial action. Conclusion: According to the findings of this research, the compounds 3d and 3f show antibacterial properties. For Staphylococcus aureus, 3c has the potential to be an antibacterial agent.

Synthesis, Biological Evaluation and Molecular Docking Study of Pyrazole, Pyrazoline Clubbed Pyridine as Potential Antimicrobial Agents

2020 ◽  
Vol 18 (3) ◽  
pp. 306-314 ◽  
Author(s):  
Nisheeth C. Desai ◽  
Darshita V. Vaja ◽  
Krunalsinh A. Jadeja ◽  
Surbhi B. Joshi ◽  
Vijay M. Khedkar
Keyword(s):  
Antimicrobial Activity ◽  
Molecular Docking ◽  
Antimicrobial Agents ◽  
Docking Study ◽  
Biological Evaluation ◽  
Mass Spectral Data ◽  
Molecular Docking Study ◽  
Mass Spectral ◽  
Chemical Structures ◽  
Subunit B

Introduction: In continuation of our efforts to find new antimicrobials, herein we report the synthesis of various pyrazole, pyrazoline, and pyridine based novel bioactive heterocycles (3a-t). Methods: Newly synthesized compounds were analysed for their antimicrobial activity. Compounds 3c, 3h, 3i, 3k, 3n, and 3q showed significant antimicrobial activity. Results: Molecular docking study for the most active analogues against DNA gyrase subunit b (PDB ID: 1KZN) corroborated well with the observed antimicrobial potency exhibiting significant binding affinity. Conclusion: Interpretation of the chemical structures reported in this paper was based on IR, 1H NMR, 13C NMR, and mass spectral data.

Synthesis, Biological Screening and Docking Study of Some Novel Pyrazolopyrano[2,3-B]quinolin Derivatives as Potent Antibacterial Agents

2022 ◽  
Vol 18 ◽  
Author(s):  
Hamideh. Emtiazi ◽  
Ali Salari Sharif ◽  
Mina Ardestani
Keyword(s):  
Staphylococcus Aureus ◽  
Molecular Docking ◽  
Hydrophobic Interactions ◽  
Biological Activities ◽  
Aromatic Aldehydes ◽  
Dna Gyrase ◽  
Docking Study ◽  
Antibacterial Activities ◽  
Synthetic Methods ◽  
One Pot

Background: Pyranopyrazoles have a variety of biological activities and can be obtained by various starting materials and synthetic methods. Also, pyrazolopyrano[2,3-b]quinolins that contain pyranopyrazole moiety, have some biological activities such as anti acetylcholinesterase, anti butyrylcholinesterase activity. In this research, our objective is to prepare pyranopyrazole compounds and pyrazolopyrano[2,3-b]quinolins in a simple way and then evaluate their antibacterial effect. Methods: In this study, pyrano[2,3-c]pyrazole derivatives have been synthesized by condensing malononitrile, aromatic aldehydes, and 3-methyl-1-phenyl-2-pyrazolin-5-one in the presence of magnesium perchlorate as a catalyst. Then we prepared pyrazolopyrano[2,3-b]quinolins via subsequent Friedlander reaction between cyclohexanone and the obtained pyrano[2,3-c]pyrazoles. Also, the antimicrobial activity of the synthesized pyrazolopyrano[2,3-b]quinolins against Staphylococcus aureus, Methicillin-resistant Staphylococcus aureus, Pseudomonas aeruginosa, and Escherichia coli were measured. Then we studied molecular docking of them to find the predicted compounds' interactions and binding energy with DNA-gyrase with the AutoDock 4.2 software. Results: Pyrazolopyrano[2,3-b]quinolins were synthesized in optimized conditions. Evaluation of their antibacterial activities showed that these compounds have moderate to good antibacterial activities against four bacteria species. Also molecular docking tests of docked compounds showed a strong bonding interaction with DNA-Gyrase and had been docked into the intercalation place of DNA of DNA-gyrase complex. The molecule bounded to the DNA stabilized by the H bonds, hydrophobic interactions, and π-π interaction. Conclusion: We have developed an efficient and one-pot ecofriendly protocol for the synthesis of some novel pyrano[2,3-c]pyrazol derivatives and pyrazolopyrano[2,3-b]quinolins under simple conditions and then tested them for their antibacterial activities. Also, we studied molecular docking of them. These compounds showed moderate to good inhibitory action.

scholarly journals Antimicrobial Activities and Mechanism of Action of Petiveria alliacea Stem Extract

2018 ◽  
Vol 1 (1) ◽  
pp. 45-55
Author(s):  
Yani Mulyani ◽  
Ika Kurnia Sukmawati ◽  
Jajang Jafar Sodik
Keyword(s):  
Escherichia Coli ◽  
Staphylococcus Aureus ◽  
Pseudomonas Aeruginosa ◽  
Antimicrobial Activity ◽  
Candida Albicans ◽  
Molecular Docking ◽  
Mechanism Of Action ◽  
Ethanol Extract ◽  
Antimicrobial Activities ◽  
Petiveria Alliacea

Abstract. This research aimed to determine the antimicrobial activity of ethanol extract of Petiveria alliacea stem (EEPS) against Staphylococcus aureus, Pseudomonas aeruginosa, Escherichia coli, and Candida albicans. The minimum inhibitory concentration (MIC) and minimum bactericidal concentration (MBC) were determined by perforation and broth micro dilution methods. Study on the mechanism of action of EEPS was conducted by molecular docking and Scanning Electron Microscopy (SEM) techniques. The results showed that EEPS had an inhibitory activity against Staphylococcus aureus, Pseudomonas aeruginosa, Escherichia coli and Candida albicans with MIC values of 256, 128, 256, 512 µg/ml, consecutively. These values are included in to the medium category. Through the process of molecular docking, the best interaction was observed between S-benzyl-L-cysteine sulfoxide with penicillin-binding protein receptor of Pseudomonas aeruginosa characterized by free energy change (ΔG) of 4.32 kcal/mol, and the Ki value of 682.16 μM. Four folds of MIC of the EEPS caused changes in the morphology of Pseudomonas aeruginosa. EEPS possessed antimicrobial activities against Staphylococcus aureus, Pseudomonas aeruginosa, Escherichia coli, and Candida albicans.   Keywords: Antimicrobial Activity, Molecular Docking, Petiveria alliacea, SEM.

scholarly journals Synthesis, in Silico Molecular Docking Studies and Antibacterial Activity of 4-(4-Hydrazinylbenzyl)-1,3-Oxazolidin-2-One against DNA Gyrase Enzyme

2015 ◽  
Vol 50 ◽  
pp. 43-49
Author(s):  
P. Jacquline Rosy ◽  
S. Kalyanasundaram ◽  
K. Santhanalakshmi ◽  
S. Muthukumar
Keyword(s):  
Staphylococcus Aureus ◽  
Antimicrobial Activity ◽  
Molecular Docking ◽  
Dna Gyrase ◽  
Docking Studies ◽  
Binding Activity ◽  
Diffusion Method ◽  
Antimicrobial Drugs ◽  
Disk Diffusion Method

The molecular docking and antimicrobial activity studies of synthesized 4-(4-hydrazinylbenzyl)-1,3-oxazolidin-2-one were performed, in order to provide insights into the mechanism of action of potential antimicrobial drugs for resistant microorganisms. antimicrobial activity of compounds was investigated in vitro under aseptic conditions, using the disk diffusion method, against various gram positive and gram negative pathogenic microorganisms such as Pseudomonas aeruginosa, Staphylococcus aureus, Escherichia coli, Bacillus substilis and Staphylococcus aureus. Molecular docking was performed to study the binding activity of synthesized hydrazide onto the active site of DNA Gyrase Protein in an effort to increase the understanding of the action and resistance of synthesized hydrazide in this bacterium.

Screening and antimicrobial activity of actinomycetes isolated from the rhizosphere of Clitoria ternatea

2016 ◽  
Vol 1 (01) ◽  
Author(s):  
Vemavarapu Bhaskara Rao ◽  
Kandlagunta Guru Prasad ◽  
Krishna Naragani ◽  
Vijayalakshmi Muvva
Keyword(s):  
Escherichia Coli ◽  
Staphylococcus Aureus ◽  
Antimicrobial Activity ◽  
Candida Albicans ◽  
Calcium Carbonate ◽  
Rhizosphere Soil ◽  
Soil Samples ◽  
Antimicrobial Spectrum ◽  
Clitoria Ternatea ◽  
Primary Screening

The air dried rhizosphere soil samples pretreated with calcium carbonate was employed for the isolation of actinomycete strains. Serial dilution plate technique was used for the isolation of actinomycetes. A total of 20 actinomycete strains designated as BS1-BS20 were isolated from the rhizosphere of medicinal plant Clitoria ternatea. All the 20 strains were subjected to primary screening for antimicrobial activity. Among the 20 strains screened, 10 strains exhibited high antimicrobial spectrum against Staphylococcus aureus, Escherichia coli and Candida albicans.

The In vitro Evaluation of the Antimicrobial Activity of Quercus robur L. Methanolic and Aqueous Leaves’ Extracts, from the Algerian High Plateaus Against some Uropathogenic Microbial Strains

2019 ◽  
Vol 18 (5) ◽  
pp. 262-274
Author(s):  
E. Benyagoub ◽  
N. Nabbou ◽  
S. Boukhalkhel ◽  
I. Dehini
Keyword(s):  
Escherichia Coli ◽  
Staphylococcus Aureus ◽  
Antimicrobial Activity ◽  
Candida Albicans ◽  
Enterococcus Faecalis ◽  
Fusidic Acid ◽  
Quercus Robur ◽  
Diffusion Method ◽  
Phytochemical Analysis ◽  
Microbial Strains

The medicinal value of the plants is due to their chemical components that bring a definite physiological action on the human body to prevent the diseases. In this work, we investigated the antimicrobial activity of leaves’ extracts of Quercus robur L., collected from the Algerian upper highlands, on ten bacterial strains and one fungal strain known to be pathogenic. First, we performed a qualitative phytochemical analysis, and second, antimicrobial activity tests performed by agar diffusion method (disc and well) with the determination of MIC by broth macro-dilution method. Given the results, it appears that obtained macerates of Quercus robur L. were rich in bioactive phytoconstituents such as alkaloids, anthraquinones, saponins, tannins, and other components. The yield of aqueous and methanolic macerates of leaves was 8.5 ± 1.41 and 22.4 ± 4.36%, respectively. The bacterial resistance was relatively important to several antibiotics, namely, ampicillin, amoxicillin + clavulanic acid for strains of Escherichia coli and Salmonella sp. However, Staphylococcus aureus strains were resistant to fusidic acid, penicillin, and oxacillin; while Enterococcus faecalis was resistant to fusidic acid, penicillin, oxacillin, and ticarcillin. The antibacterial activity of the macerates toward tested microbial strains showed that the aqueous and methanolic macerates of the leaves were proportional to the tested concentration and active not only against Gram-positive and Gram-negative bacteria but also on the fungal species Candida albicans. The estimated MIC for Escherichia coli, Enterococcus faecalis, and Staphylococcus aureus was in the order of 10 mg/mL, which seems more effective than toward Salmonella sp., Klebsiella pneumoniae, Pseudomonas aeruginosa, and Candida albicans which were in the order of 30 mg/mL. These preliminary results confirm that the part of the studied plant had a very good antimicrobial activity that was proportional to the serial concentrations of the tested extracts.

Complexes of Cu (II) with a-Ketoglutaric Acid and 1- (o-tolyl) Biguanide Synthesis, characterization and biological Activity

2019 ◽  
Vol 70 (10) ◽  
pp. 3603-3610
Author(s):  
Madalina Mihalache ◽  
Cornelia Guran ◽  
Aurelia Meghea ◽  
Vasile Bercu ◽  
Ludmila Motelica ◽  
...  
Keyword(s):  
Staphylococcus Aureus ◽  
Pseudomonas Aeruginosa ◽  
Antimicrobial Activity ◽  
Antibacterial Activity ◽  
Biological Activity ◽  
Candida Albicans ◽  
Antifungal Activity ◽  
Copper Complexes ◽  
Substrate Adhesion ◽  
Inert Substrate

The three copper complexes having a-ketoglutaric acid (H2A) and 1- (o-tolyl) biguanide (TB) ligands have been synthesized and characterized. The proposed formulas for these complexes are: [Cu(TB)(HA)]Cl (C1), [Cu(TB)(HA)CH3COO]�H2O (C2) and [Cu(TB)(HA)](NO3) (C3) where HA represents deprotonated H2A. The complexes obtained were tested for antibacterial activity against Staphylococcus aureus ATCC 25923 and Pseudomonas aeruginosa ATCC 27853, antifungal activity on Candida albicans ATCC 10231 and antitumor activity on HeLa tumor cells. Due to the antitumor, antifungal, antimicrobial activity and inhibition of inert substrate adhesion, complexes synthesized could be used for potential therapeutic applications.

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