1186396-66-6Relevant articles and documents
The antimicrobial potential and pharmacokinetic profiles of novel quinoline-based scaffolds: synthesis andin silicomechanistic studies as dual DNA gyrase and DHFR inhibitors
Abulkhair, Hamada S.,Ahmed, Hany E. A.,Al-Karmalamy, Ahmed A.,Alswah, Mohamed,Bayoumi, Ashraf H.,El-Adl, Khaled,El-Gamal, Kamal M.,El-Shershaby, Mohamed H.
, p. 13986 - 14004 (2021)
The resistance of pathogenic microbes to currently available antimicrobial agents has been considered a global alarming concern. Hence, close attention should be paid to the development of novel potent antimicrobials. Herein, we report the synthesis,in vitroantimicrobial evaluation, of two novel sets of quinoline derivatives as potential DNA gyrase and DHFR inhibitors. The design of new compounds depended on modifying the structural aspects of previously reported fluoroquinolones. In both sets, the methyl group replaced the fluorine atom at C-6. In the first set, the diverse heterocyclic fragments of reported antimicrobial potentials, including pyrazole, isoxazole, and pyrimidine, were attached to C-3 of the quinoline scaffold. In the second set, the quinolone ring was replaced with the pyrazolo[3,4-b]quinoline scaffold to examine the effect of this action on the antimicrobial activity and thein silicovirtual binding with DNA gyrase and DHFR. The preliminary antimicrobial activity of new compounds was assessed against a panel of pathogenic microbes including Gram-positive bacteria (Streptococcus pneumoniaandBacillus subtilis), Gram-negative bacteria (Pseudomonas aeruginosaandEscherichia coli), and fungal strains (Aspergillus fumigatus,Syncephalastrum racemosum, andGeotriucum candidum). Six derivatives displayed relatively potent antimicrobial activity with a percent activity range of 80-113% relative to ampicillin, gentamicin, and amphotericin B as reference antimicrobial agents. Molecular docking studies were conducted to predict the binding affinities of new compounds toward the active sites of DNA gyrase and DHFR as proposed therapeutic targets.
Conventional and microwave-assisted synthesis of pyrazole derivatives and screening of their antibacterial and antifungal activities
Mistry,Desai,Patel,Patel
, p. 746 - 751 (2012/07/27)
5-{2'-Chloro-6'-methyl-(3'-quinolyl)}-3-(substitutedphenyl) pyrazole 3a-j, 5-{2'-chloro-6'-methyl-(3'-quinolyl)}-3- (substitutedphenyl) pyrazole carboxamide 4a-j and 5-{2'-chloro-6'-methyl-(3'-quinolyl)}-3-(substitutedphenyl) pyrazole carbothiamide 5a-j have been synthesized by the reaction of 3-(2'-chloro-6'-methyl(3'-quinolyl))-1-(substitutedphenyl)prop- 2-en-1-one 2a-j with hydrazine hydrate, semicarbazide hydrochloride and thiosemicarbazide hydrochloride respectively. These compounds have been screened for their antibacterial and antifungal activities against different microorganisms. The structures of novel synthesized compounds have been established on the basis of elemental analysis, IR, 1H NMR and mass spectral data.
Synthesis of some new quinolino pyrimidines and isoxazoles and evaluation of their antimicrobial activity
Mistry,Desai,Patel
, p. 261 - 264 (2013/09/24)
4-(2′-Chloro-6′-methyl (3′-quinolyl)-6- (substitutedphenyl)-3,4,5-trihydropyrimidin-2-ones (3a-j), 4-(2′-chloro- 6′-methyl (3′-quinolyl))-6-(substitutedphenyl)-3,4,5- trihydropyrimidin-2-thiones (4a-j) and 5-(2′-chloro-6'-methyl (3′-quinolyl))-3-(substitutedphenyl) isoxazoles (5a-j), have been synthesized by the reaction of 3-(2-chloro-6-methyl (6-quinolyl))-1- (substitutedphenyl) prop-2-ene-1-ones (2a-j) with urea, thiourea and hydroxyl amine hydrochloride respectively. These compounds have been screened for their antibacterial and antifungal activities against different microorganisms. The structures of the synthesized compounds have been established on the basis of elemental analysis, IR and 1H NMR spectral data.
