Preparation of Benzimidazole Based Coumarin Derivatives as Antimicrobial and Antioxidant Agents

Imran, Mohd

doi:10.13005/ojc/350420

Cited by 3 publications

(4 citation statements)

References 19 publications

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“…Compound 92d makes three hydrogen bonding interactions with amino acids residues THR28, ASP27, ARG151, and compound 92i makes interaction with amino acids THR28, ASP27, and ARG151, while compound 92a against active site of enzyme cytochrome P450 14 alpha-sterol demethylase (CYP51; PDB ID: 1EA1) makes hydrogen bonding interaction with residues ARG96 and HEM460, as shown in (Figure 7). Mohd Imran [31] synthesized benzimidazole-based coumarins derivative for their antimicrobial and antioxidant activity. A mixture of substituted 2-(propylthio)-1Hbenzo[d]imidazole (94a,b) and substituted 3-(2-bromoacetyl)-2H-chromen-2-one (95a−e) was stirred in acetone furnished title analogues 2-butylthio-1H-benzimidazole-based coumarin derivatives (96a−j) outlined in Scheme 15.…”

Section: Antimicrobial Spectrum Of Coumarinsmentioning

confidence: 99%

“…Figure 7. HB Interactions of compounds 92d and 92i with FabH target protein (PDB ID: 1HNJ) and 92a with CYP51 (PDB ID: 1EA1).Mohd Imran[31] synthesized benzimidazole-based coumarins derivative for their antimicrobial and antioxidant activity. A mixture of substituted 2-(propylthio)-1Hbenzo[d]imidazole (94a,b) and substituted 3-(2-bromoacetyl)-2H-chromen-2-one (95a−e) was stirred in acetone furnished title analogues 2-butylthio-1H-benzimidazole-based coumarin derivatives (96a−j) outlined in Scheme 15.…”

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Molecular Insights into Coumarin Analogues as Antimicrobial Agents: Recent Developments in Drug Discovery

Cheke¹,

Patel

Patil³

et al. 2022

Antibiotics

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A major global health risk has been witnessed with the development of drug-resistant bacteria and multidrug-resistant pathogens linked to significant mortality. Coumarins are heterocyclic compounds belonging to the benzophenone class enriched in different plants. Coumarins and their derivatives have a wide range of biological activity, including antibacterial, anticoagulant, antioxidant, anti-inflammatory, antiviral, antitumour, and enzyme inhibitory effects. In the past few years, attempts have been reported towards the optimization, synthesis, and evaluation of novel coumarin analogues as antimicrobial agents. Several coumarin-based antibiotic hybrids have been developed, and the majority of them were reported to exhibit potential antibacterial effects. In the present work, studies reported from 2016 to 2020 about antimicrobial coumarin analogues are the focus. The diverse biological spectrum of coumarins can be attributed to their free radical scavenging abilities. In addition to various synthetic strategies developed, some of the structural features include a heterocyclic ring with electron-withdrawing/donating groups conjugated with the coumarin nucleus. The suggested structure−activity relationship (SAR) can provide insight into how coumarin hybrids can be rationally improved against multidrug-resistant bacteria. The present work demonstrates molecular insights for coumarin derivatives having antimicrobial properties from the recent past. The detailed SAR outcomes will benefit towards leading optimization during the discovery and development of novel antimicrobial therapeutics.

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Section: Antimicrobial Spectrum Of Coumarinsmentioning

confidence: 99%

mentioning

confidence: 99%

Molecular Insights into Coumarin Analogues as Antimicrobial Agents: Recent Developments in Drug Discovery

Cheke¹,

Patel

Patil³

et al. 2022

Antibiotics

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“…The final solution's absorbance was read at 517 nm (UV-Visible spectrophotometer, APEL, PD-303UV, Japan). The results are expressed as the half-maximal inhibitory concentration (IC 50 ) [18,19]. The results are provided in Table 2 and graphically presented in Fig.…”

Section: Determination Of the Antioxidant Activitymentioning

confidence: 99%

“…It was performed by following the method mentioned in our previous publication [19]. Several dilutions of the VOO (5%, 10%, 15%, 20%, 25%, 30%) were made in the sterile dimethylsulfoxide (DMSO).…”

Section: Antimicrobial Activity Evaluationmentioning

confidence: 99%

Quality Assessment and Biological Activity Evaluation of Different Brands of Olive Oil

A-Elbasit

Ahmed

Satti

et al. 2021

JPRI

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Background: The quality of medicinal/food products is directly related to the consumer’s safety. Virgin Olive Oil (VOO) is a widely used oil in Saudi Arabia for cooking, frying, and salad dressing. It is also an ingredient of many pharmaceutical products. Therefore, its regular quality assessment is essential for the consumer’s safety. Objective: To assess standard quality parameters of the marketed VOO brands in the Rafha City of Saudi Arabia and to perform their antioxidant activity evaluation. Methodology: The different brands of VOO sold in the Rafha City of Saudi Arabia were collected from two supermarkets and one local shop. The quality of the different brands of the VOO was assessed for their physical appearance, solubility, relative density, refractive index, absorbance, acid value, and peroxide value. The standard procedures provided in the British Pharmacopeia (BP) were used to assess these parameters. The antioxidant activity of the oils was performed by the 2, 2-diphenyl-1-picrylhydrazyl (DPPH) method. Results: The VOO sample test results revealed no significant change in the studied parameter's standard values. The VOO samples presented compliance with the specification of VOO provided in the BP. The VOOs were also free of Sesame oil, which is one of the possible adulterants of the VOO. The antioxidant activity data of the VOO samples (IC50 = 107 to 110 mg oil) also matched with antioxidant activity data of the reference VOO (IC50 = 105 mg oil). The antimicrobial activity of the VOO samples and the reference VOO was also comparable. Conclusion: The different brands of the marketed VOO comply with the specification of VOO provided in the BP. They were suitable for their intended use/application.

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Synthesis, Characterization and Antimicrobial Activity of Some Novel 1- substituted Benzimidazole Derivatives

Isik

Astley

Yuksekdanaci

et al. 2020

LDDD

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Background: Benzimidazole derivatives are an important class of heterocyclic compounds in organic chemistry since are related to a wide range of biological properties including antimicrobial activity. Methods: A series of 1-naphthoyl and benzoyl benzimidazole derivatives were synthesised, identified and screened for their antimicrobial activities against a number of different test organisms such as Escherichia coli, Pseudomonas aureginosa, Klebsiella pneumoniae, Staphylococcus aureus, Enterococcus faecalis, Bacillus cereus, Salmonella typhimurium, Candida albicans (yeast). Results: Benzimidazole derivatives (3a-d) were synthesised by using 4 different aminoacids. L-methionine, Lisoleucine, D-Phenylysine and L-Phenylamine as starting materials in the study. Experimental studies involve the use of benzimidazole derivatives (3a-d) of the selected amino acids to synthesize the benzoyl and naphthoyl derivatives of benzimidazole (4a-d, 5a-c). The structures of the synthesized compounds were confirmed by spectroscopic analyses (FTIR, 1H-NMR, 13C-NMR) and elemental analysis. Conclusion: In this study, only one compound (5a) showed a low MIC value against the eukaryotic microorganism C. albicans. The other six compounds showed higher antimicrobial activities against the prokaryotes C. albicans which is a normal flora in the mouth but is one of the organisms that cause infections leading to the weakening of the human immune system. Compound 5a is a candidate for future alternative antimicrobial drugs against C. albicans infections. In addition, compound 5a has potentials to be used as an inhibitor against P. aureginosa for the treatment of cystic fibrosis.

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Preparation of Benzimidazole Based Coumarin Derivatives as Antimicrobial and Antioxidant Agents

Cited by 3 publications

References 19 publications

Molecular Insights into Coumarin Analogues as Antimicrobial Agents: Recent Developments in Drug Discovery

Molecular Insights into Coumarin Analogues as Antimicrobial Agents: Recent Developments in Drug Discovery

Quality Assessment and Biological Activity Evaluation of Different Brands of Olive Oil

Synthesis, Characterization and Antimicrobial Activity of Some Novel 1- substituted Benzimidazole Derivatives

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