Synthesis of 2-alkenyl-3-hydroxyquinolin-4(1H)-ones as promising antimicrobial and fluorescent agents

2-Alkenyl-3-hydroxyquinolin-4(1H)-ones were prepared by the rearrangement of anthranilic acid esters synthesized by two alternative methods. The prepared derivatives were screened for their antimicrobial activities against representative Gram-positive and Gram-negative bacteria, displaying notable m...

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Bibliographic Details
Published inTetrahedron Vol. 74; no. 2; pp. 366 - 374
Main Authors Horák, Radim, Kvapil, Lubomír, Motyka, Kamil, Slaninová, Ludmila, Grepl, Martin, Kořistek, Kamil, Urbášek, Miroslav, Hradil, Pavel, Soural, Miroslav
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 11.01.2018
Elsevier
Subjects
Anthranilates
Antibacterial
Chemistry
Chemistry, Organic
Fluorescence
Physical Sciences
Quinolinones
Rearrangement
Science & Technology
Fluorescence
Antibacterial
Anthranilates
Quinolinones
Rearrangement
2-ARYL-3-HYDROXYQUINOLONES
DYES
PQSR
MOLECULE
PSEUDOMONAS-AERUGINOSA
ANTAGONISTS
SOLVENT
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Summary:2-Alkenyl-3-hydroxyquinolin-4(1H)-ones were prepared by the rearrangement of anthranilic acid esters synthesized by two alternative methods. The prepared derivatives were screened for their antimicrobial activities against representative Gram-positive and Gram-negative bacteria, displaying notable minimum inhibitory concentration values against specific strains. The emission spectra of the target quinolines exhibited two well-separated emission bands, and the maximum excitation wavelengths of the selected compounds were detected at relatively high values. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2017.12.010