Literature DB >> 21899946

Nitroxoline (8-hydroxy-5-nitroquinoline) is more a potent anti-cancer agent than clioquinol (5-chloro-7-iodo-8-quinoline).

Hongchao Jiang1, Jori E Taggart, Xiaoxi Zhang, Doris M Benbrook, Stuart E Lind, Wei-Qun Ding.   

Abstract

Clioquinol has been shown to have anticancer activity both in vitro and in vivo. The present study compared the cytotoxicity of clioquinol with six analogues using human cancer cell lines. Of the analogues tested, 8-hydroxy-5-nitroquinoline (NQ) was the most toxic, with an IC(50) that was five to ten fold lower than that of other congeners. Its activity was enhanced by copper, but not zinc, and the use of a zinc-sensitive fluorophore showed that unlike clioquinol, NQ is not a zinc ionophore. NQ increased intracellular reactive oxygen species generation, an effect that was significantly enhanced by the addition of copper at levels approximately the same as those found in human plasma. NQ has been used in humans for the treatment of urinary infections. NQ is an 8-hydroxyquinoline derivative that is more potent than the halogenated 8-hydroxyquinolines, and it may be less neurotoxic because it lacks zinc ionophore activity. NQ is another clinically used anti-microbial agent whose properties suggest that it may be useful in treating cancer.
Copyright © 2011 Elsevier Ireland Ltd. All rights reserved.

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Year:  2011        PMID: 21899946      PMCID: PMC3395224          DOI: 10.1016/j.canlet.2011.06.032

Source DB:  PubMed          Journal:  Cancer Lett        ISSN: 0304-3835            Impact factor:   8.679


  20 in total

1.  The curious case of clioquinol.

Authors:  Lauren Cahoon
Journal:  Nat Med       Date:  2009-04       Impact factor: 53.440

2.  Clioquinol inhibits the proteasome and displays preclinical activity in leukemia and myeloma.

Authors:  X Mao; X Li; R Sprangers; X Wang; A Venugopal; T Wood; Y Zhang; D A Kuntz; E Coe; S Trudel; D Rose; R A Batey; L E Kay; A D Schimmer
Journal:  Leukemia       Date:  2008-08-28       Impact factor: 11.528

3.  Neurological syndrome associated with clioquinol.

Authors:  T Tsubaki; Y Honma; M Hoshi
Journal:  Lancet       Date:  1971-04-03       Impact factor: 79.321

4.  Treatment of Alzheimer's disease with clioquinol.

Authors:  B Regland; W Lehmann; I Abedini; K Blennow; M Jonsson; I Karlsson; M Sjögren; A Wallin; M Xilinas; C G Gottfries
Journal:  Dement Geriatr Cogn Disord       Date:  2001 Nov-Dec       Impact factor: 2.959

5.  Clioquinol independently targets NF-kappaB and lysosome pathways in human cancer cells.

Authors:  Haijun Yu; Jessica R Lou; Wei-Qun Ding
Journal:  Anticancer Res       Date:  2010-06       Impact factor: 2.480

6.  Effect of nitroxoline on angiogenesis and growth of human bladder cancer.

Authors:  Joong Sup Shim; Yoshiyuki Matsui; Shridhar Bhat; Benjamin A Nacev; Jing Xu; Hyo-eun C Bhang; Surajit Dhara; Kee Chung Han; Curtis R Chong; Martin G Pomper; Alan So; Jun O Liu
Journal:  J Natl Cancer Inst       Date:  2010-11-18       Impact factor: 13.506

Review 7.  Subacute myelo-optic neuropathy and clioquinol. An epidemiological case-history for diagnosis.

Authors:  T W Meade
Journal:  Br J Prev Soc Med       Date:  1975-09

8.  N-Acetylcysteine interacts with copper to generate hydrogen peroxide and selectively induce cancer cell death.

Authors:  Jie Zheng; Jessica R Lou; Xiao-Xi Zhang; Doris M Benbrook; Marie H Hanigan; Stuart E Lind; Wei-Qun Ding
Journal:  Cancer Lett       Date:  2010-07-27       Impact factor: 8.679

9.  Clioquinol targets zinc to lysosomes in human cancer cells.

Authors:  Haijun Yu; Yunfeng Zhou; Stuart E Lind; Wei-Qun Ding
Journal:  Biochem J       Date:  2009-01-01       Impact factor: 3.857

10.  Metal-protein attenuation with iodochlorhydroxyquin (clioquinol) targeting Abeta amyloid deposition and toxicity in Alzheimer disease: a pilot phase 2 clinical trial.

Authors:  Craig W Ritchie; Ashley I Bush; Andrew Mackinnon; Steve Macfarlane; Maree Mastwyk; Lachlan MacGregor; Lyn Kiers; Robert Cherny; Qiao-Xin Li; Amanda Tammer; Darryl Carrington; Christine Mavros; Irene Volitakis; Michel Xilinas; David Ames; Stephen Davis; Konrad Beyreuther; Rudolph E Tanzi; Colin L Masters
Journal:  Arch Neurol       Date:  2003-12
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  28 in total

1.  A small molecule screen identifies selective inhibitors of urea transporter UT-A.

Authors:  Cristina Esteva-Font; Puay-Wah Phuan; Marc O Anderson; A S Verkman
Journal:  Chem Biol       Date:  2013-09-19

2.  Identification of 8-Hydroxyquinoline Derivatives That Decrease Cystathionine Beta Synthase (CBS) Activity.

Authors:  Pierre Conan; Alice Léon; Mathilde Gourdel; Claire Rollet; Loubna Chaïr; Noéline Caroff; Nelig Le Goux; Catherine Le Jossic-Corcos; Maha Sinane; Lucile Gentile; Louise Maillebouis; Nadège Loaëc; Jennifer Martin; Marie Vilaire; Laurent Corcos; Olivier Mignen; Mikael Croyal; Cécile Voisset; Frédéric Bihel; Gaëlle Friocourt
Journal:  Int J Mol Sci       Date:  2022-06-17       Impact factor: 6.208

Review 3.  New anti-cancer explorations based on metal ions.

Authors:  Han Hu; Qi Xu; Zhimin Mo; Xiaoxi Hu; Qianyuan He; Zhanjie Zhang; Zushun Xu
Journal:  J Nanobiotechnology       Date:  2022-10-23       Impact factor: 9.429

4.  Zinc at sub-cytotoxic concentrations induces heme oxygenase-1 expression in human cancer cells.

Authors:  Jing Xue; Shuai Wang; Jinchang Wu; Bethany N Hannafon; Wei-Qun Ding
Journal:  Cell Physiol Biochem       Date:  2013-07-12

5.  Nitroxoline induces apoptosis and slows glioma growth in vivo.

Authors:  Jelena Lazovic; Lea Guo; Jonathan Nakashima; Leili Mirsadraei; William Yong; Hyun J Kim; Benjamin Ellingson; Hong Wu; Whitney B Pope
Journal:  Neuro Oncol       Date:  2014-07-28       Impact factor: 12.300

6.  Synthesis and X-ray study of dispiro 8-nitroquinolone analogues and their cytotoxic properties against human cervical cancer HeLa cells.

Authors:  Selvaraj Shyamsivappan; Raju Vivek; Arjunan Saravanan; Thangaraj Arasakumar; Gopalan Subashini; Thangaraj Suresh; Ramasamy Shankar; Palathurai Subramaniam Mohan
Journal:  Medchemcomm       Date:  2019-01-22       Impact factor: 3.597

7.  Electrocatalytic evaluation of graphene oxide warped tetragonal t-lanthanum vanadate (GO@LaVO4) nanocomposites for the voltammetric detection of antifungal and antiprotozoal drug (clioquinol).

Authors:  Selvarasu Maheshwaran; Muthumariappan Akilarasan; Tse-Wei Chen; Shen-Ming Chen; Elayappan Tamilalagan; Ting-Yu Jiang; Eman A Alabdullkarem; Mustafa Soylak
Journal:  Mikrochim Acta       Date:  2021-02-27       Impact factor: 5.833

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

Authors:  Veda Prachayasittikul; Supaluk Prachayasittikul; Somsak Ruchirawat; Virapong Prachayasittikul
Journal:  Drug Des Devel Ther       Date:  2013-10-04       Impact factor: 4.162

Review 9.  Repurposing old drugs as new inhibitors of the ubiquitin-proteasome pathway for cancer treatment.

Authors:  Huanjie Yang; Xin Chen; Kai Li; Hassan Cheaito; Qianqian Yang; Guojun Wu; Jinbao Liu; Q Ping Dou
Journal:  Semin Cancer Biol       Date:  2019-12-26       Impact factor: 15.707

Review 10.  Recent advances in drug repositioning for the discovery of new anticancer drugs.

Authors:  Joong Sup Shim; Jun O Liu
Journal:  Int J Biol Sci       Date:  2014-06-10       Impact factor: 6.580

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