Synthesis and antitubercular and antibacterial activity of some active fluorine containing quinoline–pyrazole hybrid derivatives

Nayak, Nagabhushana; Ramprasad, Jurupula; Dalimba, Udayakumar

doi:10.1016/j.jfluchem.2016.01.011

Cited by 55 publications

(30 citation statements)

References 25 publications

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“…Nitrogen-containing heterocyclic compounds are very important as they play vital roles in plenty of biologically active natural products. Quinoline and its derivatives represent a class of these compounds which have diverse pharmacological and biological activities such as anticancer [1], antibacterial [2], anticonvulsant [3], antiinflammatory [4] and antimalarial activities [5]. In addition, they have also been reported as treatments for Alzheimer's disease [6] and rheumatoid arthritis [7].…”

Section: Introductionmentioning

confidence: 99%

“…It also confirms the higher stability of 11 compared to other hydroxyquinoline isomers. On the other hand, the negative ΔH values of reactions(2) and(3) show that inserting the OH group into positions 4 and 8 in aza-azulene is accompanied by more stabilization when compared with quinoline. In addition, the more negative ΔH value of reaction (3) indicates the higher thermodynamic stability of 26 over the remaining hydroxy aza-azulene isomers.…”

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confidence: 99%

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A thermochemical computational study on hydroxyquinolines and their azulene analogues

Meshhal

El‐Demerdash

El‐Nahas

2019

Journal of Molecular Structure

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Section: Introductionmentioning

confidence: 99%

mentioning

confidence: 99%

A thermochemical computational study on hydroxyquinolines and their azulene analogues

Meshhal

El‐Demerdash

El‐Nahas

2019

Journal of Molecular Structure

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“…[1][2][3][4][5] Imines possess the general formula R 1 R 2 C=NR 3 , they also are named as Schiff bases because they were firstly synthesized by Hugo Schiff in 1864, via a condensation reaction method between primary amines and aldehydes or ketones. 6,7 This family of compounds have widely been studied because of their interesting physicochemical properties related to their structures, this fact, have made them the object of many theoretical and experimental investigations.…”

Section: Introductionmentioning

confidence: 99%

Presence of π…π and C H…π interactions in the new Schiff base 2-{( E )-[(3- tert -butyl-1-phenyl-1 H -pyrazol-5-yl)imino]methyl}phenol: Experimental and DFT computational studies

Moreno-Fuquen¹,

Cuenú

Torres

et al. 2017

Journal of Molecular Structure

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This version is available at https://strathprints.strath.ac.uk/61820/ Strathprints is designed to allow users to access the research output of the University of Strathclyde. Unless otherwise explicitly stated on the manuscript, Copyright © and Moral Rights for the papers on this site are retained by the individual authors and/or other copyright owners. Please check the manuscript for details of any other licences that may have been applied. You may not engage in further distribution of the material for any profitmaking activities or any commercial gain. You may freely distribute both the url (https://strathprints.strath.ac.uk/) and the content of this paper for research or private study, educational, or not-for-profit purposes without prior permission or charge.Any correspondence concerning this service should be sent to the Strathprints administrator: strathprints@strath.ac.ukThe Strathprints institutional repository (https://strathprints.strath.ac.uk) is a digital archive of University of Strathclyde research outputs. It has been developed to disseminate open access research outputs, expose data about those outputs, and enable the management and persistent access to Strathclyde's intellectual output. Presence of ... and C-H new Schiff base 2-{(E)-[(3-tertbutyl-1-phenyl-1H-pyrazol-5-yl)imino]methyl}phenol: Experimental and DFT ABSTRACTA combined theoretical and experimental study on the structure, infrared and UV-Vis data of 2-, is presented. Theoretical geometry optimization and its IR spectrum were carried out using the Density Functional Theory (DFT), while for the theoretical UV-Vis spectrum, the Time-Dependent DFT (TD-DFT) method was used. The supramolecular analysis of the compound evidenced the presence o C-Hinteractions between the methyl group and the phenyl rings which form chains of molecules parallel to the plane (100).

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“…The bound quinoline‐pyrazole, pyrazole‐triazole and quinoline‐triazole scaffolds containing heterocyclic compounds have received attention due to their potential antimicrobial activity (Figure ). Quinoline clubbed with pyrazole has been reported for antibacterial, antifungal, antitubercular, anticancer, activities. Pyrazolyl‐triazole were reported for antibacterial, antifungal, and anticancer activities.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Biological Evaluation of New 1,2,3‐Triazolyl‐Pyrazolyl‐Quinoline Derivatives as Potential Antimicrobial Agents

et al. 2020

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A new series of 4-{1-phenyl-4-[(4-phenyl-1,2,3-triazol-1-yl)methyl]pyrazol-3-yl}quinoline (7a-l) have been synthesized by a click reaction of 4-(4-(azidomethyl)-1-phenyl-1H-pyrazol-3-yl) quinoline (5a-d) with a substituted ethynylbenzene. The newly synthesized 1,2,3-triazolyl-pyrazolyl-quinoline derivatives were evaluated for biological activity against Escherichia coli (NCIM 2574), Proteus mirabilis (NCIM 2388), (Gram negative strains), Bacillus subtilis (NCIM 2063), Staphylococcus albus (NCIM 2178) (Gram positive strains) and in vitro antifungal activity against Candida albicans (NCIM 3100) and Aspergillus niger (ATCC 504). Five 1,2,3-triazolyl-pyrazolyl-quinoline derivatives, 7d, 7 g, 7 h, 7k and 7 l exhibited good antifungal activity against A. niger with MIC 62.5 μg/mL. The compounds 7 h, 7k and 7 l were further evaluated for ergosterol inhibition assay against A. niger cell sample at 62.5 μg/mL concentration. Upon analysis of the sterol inhibition assay, it was revealed that, the ergosterol biosynthesis has decreased in the fungal samples treated with the 1,2,3-triazolyl-pyrazolyl-quinoline derivatives. Thus antimicrobial activity suggested that, these compounds could aid and assist in the development of lead compounds to treat microbial infections.

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Synthesis and antitubercular and antibacterial activity of some active fluorine containing quinoline–pyrazole hybrid derivatives

Cited by 55 publications

References 25 publications

A thermochemical computational study on hydroxyquinolines and their azulene analogues

A thermochemical computational study on hydroxyquinolines and their azulene analogues

Presence of π…π and C H…π interactions in the new Schiff base 2-{( E )-[(3- tert -butyl-1-phenyl-1 H -pyrazol-5-yl)imino]methyl}phenol: Experimental and DFT computational studies

Synthesis and Biological Evaluation of New 1,2,3‐Triazolyl‐Pyrazolyl‐Quinoline Derivatives as Potential Antimicrobial Agents

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