73568-25-9Relevant articles and documents
C-(2-chloroquinoline-3-yl)-N-phenyl nitrone: New synthetic antioxidant inhibits proliferation and induces apoptosis of breast carcinoma MCF-7 cells
Ramadan, Mohamed,Gamal-Eldeen, Amira M.,Abdel-Aziz, Mohamed,Abuo-Rahma, Gamal El-Din,Abdel-Nabi, Hisham,Nagib, Abdel-Hamid
, p. 242 - 249 (2006)
In this work, a new quinoline nitrone derivative, C-(2-chloroquinoline-3- yl)-N-phenyl nitrone (CQPN) was successfully prepared and proved by spectral analysis. The antioxidant activity of CQPN against various radicals was investigated and its anti-cancer
A novel fluorescent chemosensor for Zn(II) based on 1,2-(2′-oxoquinoline-3′-yl-methylideneimino)ethane
Liu, Zeng-chen,Wang, Bao-dui,Yang, Zheng-yin,Li, Tian-rong,Li, Yong
, p. 606 - 608 (2010)
A new bis Schiff-base ligand (1,2-(2′-oxoquinoline-3′-yl-methylideneimino)ethane, QSB) derived from 2-oxo-quinoline-3-carbaldehyde and ethylene diamine was synthesized and characterized by 1H-NMR. Spectroscopic investigation revealed that the compound exhibited a high selectivity toward Zn(II) ion over other metal ions in acetonitrile solution. In addition, the crystal structure showed that the coordination form of QSB and Zn(II) was 1:1.
Efficient synthesis of quinolo-oxepanes through [3+2] cycloaddition reaction of α,β-unsaturated ester with unstabilized azomethine ylides
Saravanan, Nagarajan,Arthanareeswari, Maruthapillai,Kamaraj, Palanisamy,Sivakumar, Bitragunta
, p. 3667 - 3670 (2015)
New functionalized quinolo-oxepane were achieved by intramolecular 1,3-dipolar cycloaddition reaction of α,β-unsaturated ester with unstabilized azomethine ylides derived from various α-amino acids with high stereo selectivity and good yields. These deriv
Visible light induced nano copper catalyzed one pot synthesis of novel quinoline bejeweled thiobarbiturates as potential hypoglycemic agents
Angajala, Gangadhara,Aruna, Valmiki,Subashini, Radhakrishnan
, p. 1446 - 1460 (2021)
An efficient visible light induced one pot three component approach for the synthesis of new quinoline bejeweled thiobarbiturates via Knoevenagel condensation and N-alkylation using copper nanoparticles (CuNPs) have been reported. These copper nanoparticles due to their diverse properties, smaller size (50–100 nm), and high surface area to volume ratio exhibit promising features for the reaction response such as the shorter reaction time, simple work-up procedure, clean reaction profiles, and excellent product yields through reusability of the catalyst upto five cycles. The recovered catalyst was successfully characterized by EDAX and AFM analysis. In silico molecular docking studies were carried out to find out the effective binding affinity of the synthesized quinoline derivatives toward PPARγ protein. The results obtained showed that compounds 4d, 4e, and 4f possess good binding interaction toward PPARγ with binding energy of ?7.4, ?7.2 and, ?7.6 k.cal/mol which was greater than standard rosiglitazone (?6.4 k.cal/mol) and comparable to that of standard pioglitazone (?7.9 k.cal/mol). In vitro α-amylase and α-glucosidase assays were performed for hypoglycemic activity evaluation. The compounds 4e and 4f at a concentration of 100 μg/ml showed 82.13% and 83.26% inhibition toward α-glucosidase, 78.30% and 84.18% inhibition toward α-amylase which was higher than standard pioglitazone and on par to that of rosiglitazone and acarbose.
Hydrolysis of phosphoryl trichloride (POCl3): Characterization, in situ detection, and safe quenching of energetic metastable intermediates
Achmatowicz, Micha M.,Thiel, Oliver R.,Colyer, John T.,Tomaskevitch, Joe,Tedrow, Jason S.,Larsen, Robert D.,Hu, Jack,Elipe, Maria Victoria Silva
, p. 1490 - 1500 (2010)
The accumulation of metastable intermediates resulting from the incomplete hydrolysis of phosphoryl trichloride-containing mixtures carries the risk of latent exothermic events. Significant accumulation of two P-Cl species containing reactive phosphorus-c
Design, synthesis, anticancer, antimicrobial activities and molecular docking studies of novel quinoline bearing dihydropyridines
Nkosi, S'busiso Mfan'vele,Anand, Krishnan,Anandakumar,Singh, Sanil,Chuturgoon, Anil Amichund,Gengan, Robert Moonsamy
, p. 266 - 276 (2016)
A new series of eight quinoline bearing dihydropyridine derivatives (A1–A8) were synthesized in high yield and in short reaction time by a four component reaction of 2-chloro-3-fomyl quinoline, malononitrile, arylamines and dimethyl acetylenedicarboxylate in the presence of a catalytic amount of triethylamine. The compounds were fully characterized by IR, NMR and GC–MS. These compounds were screened for potential biological activity in an A549 lung cancer cell line and were also evaluated for their antibacterial activities against Pseudomonas aeruginosa ATCC 27853, Escherichia coli ATCC 25922 and Staphylococcus aureus ATCC 29213 whilst their molecular docking properties in an enzymatic system were also determined. Compounds A2, A3, A4 and A8 showed anti-proliferative activity; with A4 having the highest toxicity at 250 μg/mL and A8 has high toxicity at 125, 250 and 500 μg/mL, respectively. Antibacterial results indicated that A4 have significant activity against tested microorganisms at the minimum inhibitory concentration (MIC) values of 32 μg/mL against Pseudomonas aeruginosa and Escherichia coli, and 16 μg/mL against Staphylococcus aureus. Docking of A1 with human mdm2 indicated the lowest binding energy (? 6.111 Kcal/mol) thereby showing strong affinity of the ligand molecule with the receptor which has been stabilized by strong hydrogen bond interactions in the binding pocket. This confirms that A1 is a better inhibitor for E3 ubiquitin-protein ligase mdm2.
An effective Cu(ii) quenching fluorescence sensor in aqueous solution and 1D chain coordination polymer framework
Liu, Zeng-Chen,Yang, Zheng-Yin,Li, Tian-Rong,Wang, Bao-Dui,Li, Yong,Qin, Dong-Dong,Wang, Ming-Fang,Yan, Mi-Hui
, p. 9370 - 9373 (2011)
In the article, a novel fluorescent probe for the copper cation based on fluorescence quenching mechanism was designed. It exhibited high selectivity for Cu(ii) over other common metal ions in aqueous media. Furthermore the coordination between Cu(ii) and the organic molecule sensor fabricated an interesting 1D chain coordination polymer framework.
Synthesis of new quinoline derivatives
Toth, Judit,Blasko, Gabor,Dancso, Andras,Toke, Laszlo,Nyerges, Miklos
, p. 3581 - 3589 (2006)
The synthesis of some new functionalized quinolyl derivatives has been described, based on the 1,3-dipolar cycloaddition of an azomethine ylide, generated from sarcosine or N-benzylglycine and paraformaldehyde, to 2-chloro-3-quinolinecarbaldehydes. Copyright Taylor & Francis Group, LLC.
Synthesis and biological evaluation of novel 2-arylquinoline-3-fused thiazolo[2,3-c]1,2,4-triazole heterocycles as potential antiproliferative and antimicrobial agents
Atcha, Krishnam Raju,Birdaraju, Saritha,Bitla, Sampath,Dhanavath, Ramulu,Dharavath, Ravinder,Kothula, Devender,Puchakayala, Muralidhar Reddy,Yaku, Gugulothu
, (2022/02/21)
A series of novel 2-arylquinoline-3-fused thiazolo[2,3-c]1,2,4-triazole heterocycles 9a-t were efficiently synthesized using simple conventional methods in good yields. The structure of newly synthesized molecules was characterized on the basis of their IR, 1H NMR, 13C NMR and mass spectral data. Among 9a-t, compounds 9h, 9n, 9b and 9d exhibited highly significant antiproliferative activity against two cancer cell lines C6 (nerve cells) and MCF-7 (human breast adenocarcinoma cells) when compared with standard reference Doxorubicin. In vitro antimicrobial activities of target compounds 9h, 9b, 9d, 9m and 9n were effectuated on Gram-positive Staphylococcus aurus (ATCC 25923), Bacillus subtilis (ATCC 6633) and Gram-negative strains Klebsiella Pneumonia (ATCC 31488) and Escherichia coli (ATCC 25966) strains and found to exhibit promising activity against standard Ciprofloxacin drug. Further, when in vitro antifungal activity was conducted on Aspergillus flavus and Aspergillus niger strains 9h, 9b, 9d and 9n were exhibited potent activity when compared with standard Fluconazole drug moiety.
Arylquinolinecarboxamides: Synthesis, in vitro and in silico studies against Mycobacterium tuberculosis
Bokosi, Fostino R. B.,Beteck, Richard M.,Jordaan, Audrey,Seldon, Ronnet,Warner, Digby F.,Tshiwawa, Tendamudzimu,Lobb, Kevin,Khanye, Setshaba D.
supporting information, p. 2140 - 2151 (2021/07/21)
A series of fourteen 6-substituted-2-(methoxyquinolin-3-yl) methyl)-N-(pyridin-3-ylmethyl) benzamides was prepared from commercially available anilines in five simple and convenient synthetic steps. The structures of all new products were confirmed by routine spectroscopic methods: IR, 1H and 13C NMR, and HRMS (electrospray ionization). The resulting arylquinolinecarboxamides were subjected to biological screening assay for in vitro inhibitory activity against Mycobacterium tuberculosis (Mtb) H37Rv strain. Several compounds exhibited modest antitubercular activity with compounds 8–11, 15 and 19 exhibiting MIC90 values in the range of 32–85 μM. The antitubercular data suggested that inhibition of Mtb can be imparted by the introduction of a non-polar substituent on C-6 of the quinoline scaffold. Further, to understand the possible mode of action of the series, the reported compounds and bedaquiline were subjected to in silico docking studies against MtbATPase to determine their potential to interfere with the mycobacterial adenosine triphosphate (ATP) synthase. The results showed that these compounds have the potential to serve as antimycobacterial agents. In silico ADME pharmacokinetic prediction results showed the ability of these arylquinolinecarcboxamides to be absorbed, distributed, metabolized and excreted efficiently.
Design, synthesis and evaluation of novel β-carboline ester analogues as potential anti-leishmanial agents
Adinarayana, Nandikolla,Balana Fouce, Rafael,Chandra Sekhar, K. V. G.,Faheem,Karan Kumar, Banoth,Melcon-Fernandez, Estela,Murugesan, Sankaranarayan,Perez-Pertejo Yolanda, Yolanda,Reguera, Rosa M.,Vanaparthi, Satheeshvarma
, (2021/09/03)
Leishmaniasis is one of today's most neglected diseases. The emergence of new anti-leishmanial therapies emphasizes several study groups funded by the World Health Organization. The present investigation will focus on the research to determine a few new potential derivatives of β-carboline ester derivatives against leishmaniasis. The in-silico predicted ADMET properties of most of the titled compounds are in an acceptable range and having drug like properties. Among all the tested analogs, compound ES-3 (EC50 3.36 μM; SI > 29.80) showed comparable and equipotent anti-leishmanial activity as that of standard drug miltefosine (EC50 4.80 μM; SI > 20.80) against amastigote forms of the tested L. infantum strain. Two compounds ES-6 and ES-10 exhibited significant activity with EC50 10.16, 13.56 μM; SI > 4.90, 7.37, respectively. In-silico based molecular docking and dynamics study of the significantly active analog also performed to study the putative binding mode, interaction pattern at the active site of the target leishmanial trypanothione reductase enzyme as well as stability of the target-ligand complex. The changes in the conformation of molecules during MD (frame wise trajectory analysis) provided new insights for the development of novel potent molecules. These findings will further give insight that will help modify the compound ES-3 for better potency and the design of novel inhibitors for leishmaniasis. Communicated by Ramaswamy H. Sarma.
