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8‐Hydroxyquinolines are bactericidal against Mycobacterium tuberculosis

Joshua O. Odingo, Julie V. Early, Jake Smith, James Johnson, Mai A. Bailey, Megan Files, Junitta Guzman, Juliane Ollinger, Aaron Korkegian, Anuradha Kumar, Yulia Ovechkina, Tanya Parish

Drug Dev Res. 2019 Aug; 80(5): 566–572. Published online 2019 Mar 20. doi: 10.1002/ddr.21531

PMCID:: PMC6767403

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8-Hydroxyquinolines: a review of their metal chelating properties and medicinal applications

Veda Prachayasittikul, Supaluk Prachayasittikul, Somsak Ruchirawat, Virapong Prachayasittikul

Drug Des Devel Ther. 2013; 7: 1157–1178. Published online 2013 Oct 4. doi: 10.2147/DDDT.S49763

PMCID:: PMC3793592

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Enantioselective Synthesis of 8-Hydroxyquinoline Derivative, Q134 as a Hypoxic Adaptation Inducing Agent

László Hackler, Jr., Márió Gyuris, Orsolya Huzián, Róbert Alföldi, Gábor J. Szebeni, Ramóna Madácsi, Levente Knapp, Iván Kanizsai, László G. Puskás

Molecules. 2019 Dec; 24(23): 4269. Published online 2019 Nov 23. doi: 10.3390/molecules24234269

PMCID:: PMC6930632

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Recent Advances in the Synthesis and Biological Activity of 8-Hydroxyquinolines

Haythem A. Saadeh, Kamal A. Sweidan, Mohammad S. Mubarak

Molecules. 2020 Sep; 25(18): 4321. Published online 2020 Sep 21. doi: 10.3390/molecules25184321

Correction in:: Molecules. 2022 Jul; 27(13): 4306.

PMCID:: PMC7571046

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Activity of Three 8-Hydroxyquinoline Derivatives Against In Vitro Dental Plaque

J. M. Tanzer, A. M. Slee, B. Kamay, E. Scheer

Antimicrob Agents Chemother. 1978 Jun; 13(6): 1044–1045. doi: 10.1128/aac.13.6.1044

PMCID:: PMC352387

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Fragment-Based Discovery of 8-Hydroxyquinoline Inhibitors of the HIV-1 Integrase-LEDGF/p75 Interaction

Erik Serrao, Bikash Debnath, Hiroyuki Otake, Yuting Kuang, Frauke Christ, Zeger Debyser, Nouri Neamati

J Med Chem. Author manuscript; available in PMC 2018 Oct 15.

Published in final edited form as: J Med Chem. 2013 Mar 28; 56(6): 2311–2322. Published online 2013 Mar 18. doi: 10.1021/jm301632e

PMCID:: PMC6188675

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8-Hydroxyquinolines Are Boosting Agents of Copper-Related Toxicity in Mycobacterium tuberculosis

Santosh Shah, Alex G. Dalecki, Aruni P. Malalasekera, Cameron L. Crawford, Suzanne M. Michalek, Olaf Kutsch, Jim Sun, Stefan H. Bossmann, Frank Wolschendorf

Antimicrob Agents Chemother. 2016 Oct; 60(10): 5765–5776. Prepublished online 2016 Jul 18. Published online 2016 Sep 23. doi: 10.1128/AAC.00325-16

PMCID:: PMC5038248

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Solid Phase Extraction of Inorganic Mercury Using 5-Phenylazo-8-hydroxyquinoline and Determination by Cold Vapor Atomic Fluorescence Spectroscopy in Natural Water Samples

Mirna Daye, Baghdad Ouddane, Jalal Halwani, Mariam Hamzeh

ScientificWorldJournal. 2013; 2013: 134565. Published online 2013 Dec 26. doi: 10.1155/2013/134565

PMCID:: PMC3888762

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The mechanism of inhibition of ribonucleic acid synthesis by 8-hydroxyquinoline and the antibiotic lomofungin.

R S Fraser, J Creanor

Biochem J. 1975 Jun; 147(3): 401–410. doi: 10.1042/bj1470401

PMCID:: PMC1165465

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Different 8-Hydroxyquinolines Protect Models of TDP-43 Protein, α-Synuclein, and Polyglutamine Proteotoxicity through Distinct Mechanisms

Daniel F. Tardiff, Michelle L. Tucci, Kim A. Caldwell, Guy A. Caldwell, Susan Lindquist

J Biol Chem. 2012 Feb 3; 287(6): 4107–4120. Published online 2011 Dec 6. doi: 10.1074/jbc.M111.308668

PMCID:: PMC3281691

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Use of 8-hydroxyquinoline to enrich for temperature-sensitive mutants of Tetrahymena.

D W Martindale, E C Gardonio, R E Pearlman

J Bacteriol. 1979 Jun; 138(3): 903–908. doi: 10.1128/jb.138.3.903-908.1979

PMCID:: PMC218120

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8-Hydroxyquinoline-Amino Acid Hybrids and Their Half-Sandwich Rh and Ru Complexes: Synthesis, Anticancer Activities, Solution Chemistry and Interaction with Biomolecules

Tamás Pivarcsik, Orsolya Dömötör, János P. Mészáros, Nóra V. May, Gabriella Spengler, Oszkár Csuvik, István Szatmári, Éva A. Enyedy

Int J Mol Sci. 2021 Oct; 22(20): 11281. Published online 2021 Oct 19. doi: 10.3390/ijms222011281

PMCID:: PMC8570331

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Synthesis, DFT Calculations, Antiproliferative, Bactericidal Activity and Molecular Docking of Novel Mixed-Ligand Salen/8-Hydroxyquinoline Metal Complexes

Badriah Saad Al-Farhan, Maram T. Basha, Laila H. Abdel Rahman, Ahmed M. M. El-Saghier, Doaa Abou El-Ezz, Adel A. Marzouk, Mohamed R. Shehata, Ehab M. Abdalla

Molecules. 2021 Aug; 26(16): 4725. Published online 2021 Aug 4. doi: 10.3390/molecules26164725

PMCID:: PMC8401699

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Select item 156926614.

Liposomes in silicosis investigations.

G Erdogdu, V N Hasirci

Environ Health Perspect. 1983 Sep; 51: 325–329. doi: 10.1289/ehp.8351325

PMCID:: PMC1569266

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Vanadium(IV) Complexes with Methyl-Substituted 8-Hydroxyquinolines: Catalytic Potential in the Oxidation of Hydrocarbons and Alcohols with Peroxides and Biological Activity

Joanna Palion-Gazda, André Luz, Luis R. Raposo, Katarzyna Choroba, Jacek E. Nycz, Alina Bieńko, Agnieszka Lewińska, Karol Erfurt, Pedro V. Baptista, Barbara Machura, Alexandra R. Fernandes, Lidia S. Shul’pina, Nikolay S. Ikonnikov, Georgiy B. Shul’pin

Molecules. 2021 Nov; 26(21): 6364. Published online 2021 Oct 21. doi: 10.3390/molecules26216364

PMCID:: PMC8588223

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Structure–Activity Relationships of 8-Hydroxyquinoline-Derived Mannich Bases with Tertiary Amines Targeting Multidrug-Resistant Cancer

Veronika F. S. Pape, Roberta Palkó, Szilárd Tóth, Miklós J. Szabó, Judit Sessler, György Dormán, Éva A. Enyedy, Tibor Soós, István Szatmári, Gergely Szakács

J Med Chem. 2022 Jun 9; 65(11): 7729–7745. Published online 2022 May 25. doi: 10.1021/acs.jmedchem.2c00076

PMCID:: PMC9189845

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Stabilization of Nontoxic Aβ-Oligomers: Insights into the Mechanism of Action of Hydroxyquinolines in Alzheimer's Disease

Timothy M. Ryan, Blaine R. Roberts, Gawain McColl, Dominic J. Hare, Philip A. Doble, Qiao-Xin Li, Monica Lind, Anne M. Roberts, Haydyn D. T. Mertens, Nigel Kirby, Chi L. L. Pham, Mark G. Hinds, Paul A. Adlard, Kevin J. Barnham, Cyril C. Curtain, Colin L. Masters

J Neurosci. 2015 Feb 18; 35(7): 2871–2884. doi: 10.1523/JNEUROSCI.2912-14.2015

PMCID:: PMC6605585

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Select item 622263718.

Synthesis and Cytoprotective Characterization of 8-Hydroxyquinoline Betti Products

Iván Kanizsai, Ramóna Madácsi, László Hackler Jr., Márió Gyuris, Gábor J. Szebeni, Orsolya Huzián, László G. Puskás

Molecules. 2018 Aug; 23(8): 1934. Published online 2018 Aug 2. doi: 10.3390/molecules23081934

PMCID:: PMC6222637

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Select item 945628919.

Synthesis of 4-Hydroxyquinolines as Potential Cytotoxic Agents

Oszkár Csuvik, Nikoletta Szemerédi, Gabriella Spengler, István Szatmári

Int J Mol Sci. 2022 Sep; 23(17): 9688. Published online 2022 Aug 26. doi: 10.3390/ijms23179688

PMCID:: PMC9456289

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Microbial transformation of quinoline by a Pseudomonas sp.

O P Shukla

Appl Environ Microbiol. 1986 Jun; 51(6): 1332–1342. doi: 10.1128/aem.51.6.1332-1342.1986

PMCID:: PMC239067

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Figure 3Effect of 8-OH Quinoline Analogs on Pre-formed bio42 Oligomers

Oligomers preformed at 6.6 nM bio42 peptide were incubated in the presence of 0.1% v/v Tween 20 to prevent re-association of monomers and 100 μM of the 8-OH quinoline analogs for 4 hours (open bars) or 28 hours (hatched bars) as described in METHODS. The remaining oligomers were determined by single-site assay. The solid line is the oligomer content of the DMSO vehicle control at 4 hours. The dashed line is the oligomer content of the DMSO control at 28 hours. #1 = clioquinol; #2 = 5, 7-dibromo-8-hydroxyquinoline; #3 = 5, 7-diiodo-8-hydroxyquinoline; #4 = 8-hydroxyquinoline; #5 = 5, 7-dichloro-8-hydroxyquinoline; #6 = 5-chloro-8-hydroxyquinoline; #7 = 5, 7-dimethyl-8-hydroxyquinoline; #8 = 2- hydroxyquinoline; #9 = 4- hydroxyquinoline; #10 = 6- hydroxyquinoline.

Clioquinol and other Hydroxyquinoline Derivatives Inhibit Aβ(1-42) Oligomer Assembly

Neurosci Lett. ;465(1):99-103.
Scheme 3.

Synthesis of Transition-Metal Hydroxyquinoline Precursors

Systematic Evaluation of the Electronic Effect of Aluminum-Containing Ligands in Iridium-Aluminum and Rhodium-Aluminum Bimetallic Complexes

Dalton Trans. ;49(37):13029-13043.
Figure 19

8HQ derivatives with different substitutions.
Abbreviations: CQ, clioquinol; HQ, hydroxyquinoline.

8-Hydroxyquinolines: a review of their metal chelating properties and medicinal applications

Drug Des Devel Ther. 2013;7:1157-1178.
Figure 13

Chemical structures of hydroxyquinoline-polyamine conjugates using hydroxyquinoline conjugation with polyamine backbone or polyazamacrocycles.

8-Hydroxyquinolines: a review of their metal chelating properties and medicinal applications

Drug Des Devel Ther. 2013;7:1157-1178.