938-33-0Relevant articles and documents
Quinoline-based promising anticancer and antibacterial agents, and some metabolic enzyme inhibitors
?kten, Salih,Ayd?n, Ali,Ko?yi?it, ümit M.,?akmak, Osman,Erkan, Sultan,Andac, Cenk A.,Taslimi, Parham,Gül?in, ?lhami
, (2020)
A series of substituted quinolines was screened for their antiproliferative, cytotoxic, antibacterial activities, DNA/protein binding affinity, and anticholinergic properties by using the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide cell proliferation, lactate dehydrogenase cytotoxicity, and microdilution assays, the Wolfe–Shimmer equality method, the Ellman method, and the esterase assay, respectively. The results of the cytotoxic and anticancer activities of the compounds displayed that 6-bromotetrahydroquinoline (2), 6,8-dibromotetrahydroquinoline (3), 8-bromo-6-cyanoquinoline (10), 5-bromo-6,8-dimethoxyquinoline (12), the novel N-nitrated 6,8-dimethoxyquinoline (13), and 5,7-dibromo-8-hydroxyquinoline (17) showed a significant antiproliferative potency against the A549, HeLa, HT29, Hep3B, and MCF7 cancer cell lines (IC50 = 2–50 μg/ml) and low cytotoxicity (~7–35percent) as the controls, 5-fluorouracil and cisplatin. The compound–DNA linkages are hyperchromic or hypochromic, causing variations in their spectra. This situation shows that they can be bound to DNA with the groove-binding mode, with Kb value in the range of 2.0 × 103–2.2 × 105 M–1. Studies on human Gram(+) and Gram(?) pathogenic bacteria showed that the substituted quinolines exhibited selective antimicrobial activities with MIC values of 62.50–250 μg/ml. All tested quinoline derivatives were found to be effective inhibitors of acetylcholinesterase (AChE) and the human carbonic anhydrase I and II isoforms (hCA I and II), with Ki values of 46.04–956.82 nM for hCA I, 54.95–976.93 nM for hCA II, and 5.51–155.22 nM for AChE. As a result, the preliminary data showed that substituted quinolines displayed effective pharmacological features. Molecular docking studies were performed to investigate the binding modes and interaction energies for compounds 2–17 with AChE (PDB ID: 4EY6), hCA I (PDB ID: 1BMZ), and hCA II (PDB ID: 2ABE).
Development of highly selective dual mode chromogenic and fluorogenic chemosensor for Bi3+ ions
Ashok Kumar, S. K.,Saravana Kumar, S.,Selva Kumar, R.
, (2020)
A new dual mode chemosensor 8-methoxy-2-(thiophen-2-yl) quinolone (L) was synthesised for selective and sensitive detection of Bi3+ ions. The selective distinct colorimetric response and fluorescence quenching were observed upon interaction of L with Bi3+ in CH3CN:H2O (85:15, v/v) media. The sensor L could form 2:1 stoichiometric complex with Bi3+ with an association constant of 2.2 × 105 M?2 by using Benesi-Hilderbrand (BH) method. The fluorescence quenching constant estimated to be 9.3 × 108 M?1 by using Stern-Volmer (SV) plot. The lowest detection limit of Bi3+ by colorimetric and fluorimetric were found to be 1.78 μM and 0.057 μM respectively. The sensing mechanism of L with Bi3+ was studied using 1H NMR, ESI-mass analysis and theoretical calculations. Finally, the sensor L was applied for the detection of Bi3+ in various water and pharmaceutical drug samples.
A simple unimolecular multiplexer/demultiplexer
Amelia, Matteo,Baroncini, Massimo,Credi, Alberto
, p. 6240 - 6243 (2008)
Simple but effective! 8-Methoxyquinoline, an unsophisticated fluorophore, displays both 2:1 multiplexer and 1:2 demultiplexer digital functions (see picture). Protonation of the fluorophore results in completely different optical spectral profiles and multiplexing/demultiplexing behavior is obtained by exploiting the proton-driven reversible modulation of two complementary absorption and fluorescence signals. (Figure Presented).
Iridium-Catalyzed Site-Selective Borylation of 8-Arylquinolines
Hassan, Mirja Md Mahamudul,Hoque, Md Emdadul,Dey, Sayan,Guria, Saikat,Roy, Brindaban,Chattopadhyay, Buddhadeb
supporting information, p. 3333 - 3342 (2021/06/18)
We report a convenient method for the highly site-selective borylation of 8-arylquinoline. The reaction proceeds smoothly in the presence of a catalytic amount of [Ir(OMe)(cod)] 2and 2-phenylpyridine derived ligand using bis(pinacolato)diborane as the borylating agent. The reactions occur with high selectivity with many functional groups, providing a series of borylated 8-aryl quinolines with good to excellent yield and excellent selectivity. The borylated compounds formed in this method can be transformed into various important synthons by using known transformations.