91301-03-0Relevant articles and documents
Spectroscopy, electrochemistry, and structure of 3d-transition metal complexes of thiosemicarbazones with quinoline core: Evaluation of antimicrobial property
Kulkarni, Naveen V.,Hegde, Ganesh S.,Kurdekar, Gurunath S.,Budagumpi, Srinivasa,Sathisha,Revankar, Vidyanand K.
, p. 235 - 246 (2010)
A series of Co(II), Ni(II), Cu(II), and Zn(II) complexes of quinoline-thiosemicarbazones was prepared. The Schiff base ligands that provide N, O, and S donor atoms for ligation are synthesized by the condensation of 2-hydroxy-3-formylquinoline with substituted thiosemicarbazides in ethanol. The ligands and complexes are characterized by elemental analysis, infrared, 1H NMR, UV-Vis, fast atom bombardment (FAB) mass spectroscopy, and electron spin resonance (ESR) spectral studies followed by magnetic susceptibility and conductivity measurements. The ligand-to-metal ratio is found to be 1:1 and 2:2 for the complexes of L1H2 and LcH2, respectively. All the complexes are found to have octahedral geometry except [CuL1H(H2O)Cl], which exhibits a square pyramidal structure. All the complexes are nonelectrolytic in nature and the electrochemical behavior of complexes is dealt with briefly. Further ligands and complexes were evaluated for their antimicrobial activity against bacteria Escherichia coli and Pseudomonas aeruginosa and fungi Aspergillus niger and Cladosporidium. Taylor & Francis Group, LLC.
Design, synthesis, and evaluation of new 2-oxoquinoline arylaminothiazole derivatives as potential anticancer agents
Fang, Yilin,Wu, Zhilin,Xiao, Mengwu,Wei, Li,Li, Kangming,Tang, Yuting,Ye, Jiao,Xiang, Jiannan,Hu, Aixi
, (2021)
A series of novel 2-oxoquinoline derivatives containing arylaminothiazole were designed and synthesized as potential antitumor agents. The synthesized compounds were evaluated for their in vitro cytotoxicity activity against HeLa, NCI-H460, T24 and SKOV3
Synthesis and photophysical investigation of 2-hydroxyquinoline-3-carbaldehyde: AIEE phenomenon, fluoride optical sensing and BSA interaction study
Chakraborty, Nilanjan,Bhuiya, Sutanwi,Chakraborty, Arijit,Mandal, Deep,Das, Suman
, p. 53 - 63 (2018)
Nowadays compounds showing aggregation-induced emission enhancement (AIEE) are extensively studied due to their huge range of applications in material science. AIEE and the anion recognition ability of 2-hydroxyquinoline-3-carbaldehyde (1) were explored. Unique AIEE phenomenon is observed in CH3CN with water as the cosolvent and the highest emission was noted in the solvent volume ratio 2:8 (CH3CN: H2O). The compound is a selective time dependent turn on fluoride ion sensor in acetonitrile medium with a distinct color change from colorless to yellow, fabricating it as a visible sensor. Ion sensing ability was monitored through UV–vis, steady state emission, life time studies and 1H NMR spectroscopy. The limit of detection of fluoride ion is 4.09 × 10?6 M. Moreover the compound exhibited notable quenching of fluorescence intensity with bovine serum albumin. Thus small molecule like the quinoline motif can be used in extensive applications in the scientific research.
Efficient synthesis of some pyrimidine and thiazolidine derivatives bearing quinoline scaffold under microwave irradiation
El-Naggar, Abeer M.,Ramadan, Sayed K.
, p. 2188 - 2198 (2020)
An efficient and facile approach for the synthesis of new quinoline derivatives was accomplished via reactions of 2-chloroquinoline-3-carbaldehyde with active methylene compounds, for example, 1,3-dimethylbarbituric acid, thiobarbituric acid and 2,4-dioxo
Potential antibacterial and antifungal activities of novel sulfamidophosphonate derivatives bearing the quinoline or quinolone moiety
Bazine, Ismahene,Bendjedid, Samira,Boukhari, Abbes
, (2020/12/09)
A series of new α-sulfamidophosphonate/sulfonamidophosphonate (4a–n) and cyclosulfamidophosphonate (5a–d) derivatives containing the quinoline or quinolone moiety was designed and synthesized via Kabachnik–Fields reaction in the presence of ionic liquid under ultrasound irradiation. This efficient methodology provides new 1,2,5-thiadiazolidine-1,1-dioxide derivatives 5a–d in one step and optimal conditions. The molecular structures of the novel compounds 4a–n and 5a–d were confirmed using various spectroscopic methods. All these compounds were evaluated for their in vitro antibacterial activity against Gram-negative (Escherichia coli ATCC 25922 and Pseudomonas aeruginosa ATCC 27853) and Gram-positive (Staphylococcus aureus ATCC 27923) bacteria, in addition to three clinical strains (E. coli 1, P. aeruginosa 1, and S. aureus 1). Most of the tested compounds showed more potent inhibitory activities against both Gram-positive and -negative bacteria compared with the sulfamethoxazole reference. The following compounds, 4n, 4f, 4g, 4m, 4l, 4d, and 4e, are the most active sulfamidophosphonate derivatives. Furthermore, these molecules gave interesting zones of inhibition varying between 28 and 49 mm, against all tested bacterial strains, with a low minimum inhibitory concentration (MIC) value ranging from 0.125 to 8 μg/ml. All the synthesized derivatives were also evaluated for their in vitro antifungal activity against Fusarium oxyporum f. sp. lycopersici and Alternaria sp. The results revealed that all the synthesized compounds exhibited excellent antifungal inhibition and the compounds 4f, 4g, 4m, and 4i were the most potent derivatives with MIC values ranging from 0.25 to 1 μg/ml against the two tested fungal strains. The strongest inhibition of bacteria and fungi strains was detected by the effect of quinolone and sulfamide moieties.
Carboxamide appended quinoline moieties as potential anti-proliferative agents, apoptotic inducers and Pim-1 kinase inhibitors
Abusaif, Moustafa S.,Ammar, Yousry A.,Elhagali, Gamil A. M.,Fayed, Eman A.,Mehany, Ahmed B. M.,Naser, Tamer,Selim, Mohamed R.,Zahran, Medhat A.
, p. 1649 - 1668 (2021/08/16)
The targeted approach of protein kinases (PKs), as PKs are the main regulators of cell survival and proliferation, has been a promising strategy for cancer treatments. Here we analyse the potential of quinoline-carboxamide derivatives for four cell lines: MCF-7, CACO, HepG-2 and HCT-116 as anticancer agents. 3e, 4b, 11b and 13d derivatives showed good anti-proliferative activities in comparison to the reference standard Doxorubicin, against the four cell lines tested. They have been chosen for further studies. First of all, the IC50 value surveys were carried out to ensure the protection of our hits and demonstrate that the cytotoxic effect (IC50 > 113 μM) is highly selective on normal human cells (WI-38). Secondly, apoptosis was accomplished by down-regulation of Bcl-2 and up-regulation of BAX and Caspase-3 by these active compounds. Also, the Pim-1 inhibitory activity of the active hybrids was done, which indicates that compound 3e was the most active with the percentage of inhibition 82.27% and IC50 equals 0.11 when compared to SGI-1776 as a reference standard. In addition, by in silico assessment of ADME properties, all of the strongest compounds are orally bioavailable without blood–brain barrier penetration. [Figure not available: see fulltext.].
