scholarly journals Synthesis, Antibacterial and Antifungal Activity of New 3-Aryl-5H-pyrrolo[1,2-a]imidazole and 5H-Imidazo[1,2-a]azepine Quaternary Salts

Molecules ◽  
2021 ◽  
Vol 26 (14) ◽  
pp. 4253
Author(s):  
Sergii Demchenko ◽  
Roman Lesyk ◽  
Oleh Yadlovskyi ◽  
Johannes Zuegg ◽  
Alysha G. Elliott ◽  
...  

A series of novel 3-aryl-5H-pyrrolo[1,2-a]imidazole and 5H-imidazo[1,2-a]azepine quaternary salts were synthesized in 58–85% yields via the reaction of 3-aryl-6, 7-dihydro-5H-pyrrolo[1,2-a]imidazoles or 3-aryl-6,7,8,9-tetrahydro-5H-imidazo[1,2-a]azepines and various alkylating reagents. All compounds were characterized by 1H NMR, 13C NMR, and LC-MS. The conducted screening studies of the in vitro antimicrobial activity of the new quaternary salts derivatives established that 15 of the 18 newly synthesized compounds show antibacterial and antifungal activity. Synthesized 3-(3,4-dichlorohenyl)-1-[(4-phenoxyphenylcarbamoyl)-methyl]-6,7-dihydro-5H-pyrrolo[1,2-a]imidazol-1-ium chloride 6c possessed a broad activity spectrum towards Staphylococcus aureus, Escherichia coli, Klebsiella pneumoniae, Acinetobacter baumannii, and Cryptococcus neoformans, with a high hemolytic activity against human red blood cells and cytotoxicity against HEK-293. However, compound 6c is characterized by a low in vivo toxicity in mice (LD50 > 2000 mg/kg).

Author(s):  
Benedikte Maglakelidze ◽  
Guguli Abashidze ◽  
Inga Dadeshidze ◽  
Vakxtang Mshvildadze ◽  
Andre Pichete ◽  
...  

2019 ◽  
Vol 31 (4) ◽  
pp. 528-533 ◽  
Author(s):  
Nagarjuna Reddy Desam ◽  
Abdul Jabbar Al-Rajab ◽  
Mukul Sharma ◽  
Mary Moses Mylabathula ◽  
Ramachandra Reddy Gowkanapalli ◽  
...  

Author(s):  
Pallavi Kamble ◽  
Sailesh Wadher

 Objective: The objective of the present study was to synthesize a series of 3-hydroxychromone derivatives and to evaluate its in vitro antioxidant and antimicrobial activities.Methods: 3-hydroxy chromones were synthesized using an algar flynn oyamada method which includes oxidative cyclization of 2-hydroxy chalcones in basic solution by hydrogen peroxide. 2-hydroxy chalcones were synthesized by Claisen-Schmidt condensation of substituted 2-hydroxy acetophenones with substituted aromatic aldehydes using polyethylene glycol-400 as a recyclable solvent. The synthesized compounds were evaluated for in vitro antioxidant activity by 1,1-diphenyl-2-picrylhydrazyl radical scavenging assay. In addition, these compounds were also screened for in vitro antibacterial and antifungal activity by agar cup method and Poison plate method, respectively.Results: The structures of the synthesized compounds were characterized by infrared, 1H nuclear magnetic resonance and mass spectroscopy. The antioxidant activity data revealed that all the synthesized derivatives exhibited good activity due to the presence of phenolic hydroxyl group, 4-oxo group and 2,3-double bond. Further, the activity increased with the introduction of a more phenolic hydroxyl group and adjacent methoxy group in the structure. The antimicrobial activity data showed that the compounds possess better antibacterial and antifungal activity which is attributed to the presence of phenolic hydroxyl group and 4-oxo group in the structure.Conclusions: The use of inexpensive, eco-friendly and readily available reagents, easy work-up and high purity of products makes the procedure a convenient and robust method for the synthesis of title compounds. The presence of phenolic hydroxyl group, 4-oxo group, and 2,3-double bond in the structure is responsible for their good antioxidant and antimicrobial activities.


2009 ◽  
Vol 7 (1) ◽  
pp. 73-80 ◽  
Author(s):  
Subhasish Saha ◽  
Dharumadurai Dhanasekaran ◽  
Sarvanan Chandraleka ◽  
Annamalai Panneerselvam

Cobalt complex with histidine ligand was synthesized and physico-chemically characterized by solubility testing, melting point, UV-spectra and FTIR. The synthesized metal complex was evaluated for in-vitro antibacterial and antifungal activity against the multidrug resistant pathogens, such as Pseudomonas aeruginosa, Vibrio cholerae, Salmonella typhi, E. coli, Klebsiella pneumonia, Staphylococcus aureus, Aspergillus niger, Aspergillus flavus and Candida albicans. The metal complex showed the significant antibacterial and antifungal activity comparison with commercial antibiotics. Further work can be extended through In-silico docking of this metal complex and bacterial, fungal genome which can be given a better idea about genome metal interaction in molecular level.


2010 ◽  
Vol 65 (5) ◽  
pp. 617-624 ◽  
Author(s):  
Prajwal L. Lobo ◽  
Boja Poojary ◽  
Kumsi Manjunatha ◽  
Nalilu Suchetha Kumari

A series of 2-(6-oxo-5,6-dihydro[1,3]thiazolo[3,2-b]-2-aryloxymethyl-1,2,4-triazol-5-yl)-Narylacetamides 6 were synthesized in good yield by condensing 5-aryloxymethyl-4H-1,2,4-triazole- 3-thiol 5 with various substituted N-phenyl-maleimides in acetic acid media. The newly synthesized compounds were characterized by spectral data and tested for their in vitro antibacterial and antifungal activity against a variety of microorganisms.


Molecules ◽  
2011 ◽  
Vol 16 (5) ◽  
pp. 4241-4253 ◽  
Author(s):  
Biljana Blazekovic ◽  
Gordana Stanic ◽  
Stjepan Pepeljnjak ◽  
Sanda Vladimir-Knezevic

2013 ◽  
Vol 28 (3) ◽  
pp. 437-443 ◽  
Author(s):  
Soraia I. Falcão ◽  
Nuno Vale ◽  
Paul Cos ◽  
Paula Gomes ◽  
Cristina Freire ◽  
...  

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