Literature DB >> 22313179

Copper(II) complexes of salicylic acid combining superoxide dismutase mimetic properties with DNA binding and cleaving capabilities display promising chemotherapeutic potential with fast acting in vitro cytotoxicity against cisplatin sensitive and resistant cancer cell lines.

Mark O'Connor1, Andrew Kellett, Malachy McCann, Georgina Rosair, Mary McNamara, Orla Howe, Bernadette S Creaven, Siobhán McClean, Agnieszka Foltyn-Arfa Kia, Denis O'Shea, Michael Devereux.   

Abstract

The complexes [Cu(salH)(2)(H(2)O)] (1), [Cu(dipsH)(2)(H(2)O)] (2), {Cu(3-MeOsal)(H(2)O)(0.75)}(n) (3), [Cu(dipsH)(2)(BZDH)(2)] (4), [Cu(dipsH)(2)(2-MeOHBZDH)(2)]·EtOH (5), [Cu(sal)(phen)] (6), [Cu(dips)(phen)]·H(2)O (7), and [Cu(3-MeOsal)(phen)]·H(2)O (8) (salH(2) = salicylic acid; dipsH(2) = 3,5-diisopropylsalicylic acid; 3-MeOsalH(2) = 3-methoxysalicylic acid; BZDH = benzimidazole; 2-MeOHBZDH = 2 methanolbenzimidazole and phen =1,10-phenanthroline) were prepared and characterized. Structures of 4, 5, and 8 were determined by X-ray crystallography. Compounds 1-8 are potent superoxide dismutase mimetics, and they are inactive as inhibitors of COX-2 activity. Compounds 1, 4, and 5 exhibit moderate inhibition of COX-1. Complexes 6-8 display rapid micromolar cytotoxicity against cisplatin sensitive (breast (MCF-7), prostate (DU145), and colon (HT29)) and cisplatin resistant (ovarian (SK-OV-3)) cell lines compared to 1-5, and they exhibit potent in vitro DNA binding and cleavage capabilities.

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Year:  2012        PMID: 22313179     DOI: 10.1021/jm201041d

Source DB:  PubMed          Journal:  J Med Chem        ISSN: 0022-2623            Impact factor:   7.446


  13 in total

1.  Efficient hydrolytic cleavage of DNA and antiproliferative effect on human cancer cells by two dinuclear Cu(II) complexes containing a carbohydrazone ligand and 1,10-phenanthroline as a coligand.

Authors:  Sidhali U Parsekar; Manohar Singh; Durga P Mishra; P K Sudhadevi Antharjanam; Aditya P Koley; Manjuri Kumar
Journal:  J Biol Inorg Chem       Date:  2019-03-18       Impact factor: 3.358

2.  DNA binding, antitumor activities, and hydroxyl radical scavenging properties of novel oxovanadium (IV) complexes with substituted isoniazid.

Authors:  Xiangwen Liao; Jiazheng Lu; Peng Ying; Ping Zhao; Yinliang Bai; Wengjie Li; Mingpei Liu
Journal:  J Biol Inorg Chem       Date:  2013-12       Impact factor: 3.358

3.  SOD mimetic activity and antiproliferative properties of a novel tetra nuclear copper (II) complex.

Authors:  Sagiv Weintraub; Yoni Moskovitz; Ohad Fleker; Ariel R Levy; Aviv Meir; Sharon Ruthstein; Laurent Benisvy; Arie Gruzman
Journal:  J Biol Inorg Chem       Date:  2015-11-07       Impact factor: 3.358

4.  DNA binding, cleavage and cytotoxicity studies of three mononuclear Cu(II) chloro-complexes containing N-S donor Schiff base ligands.

Authors:  Sidhali U Parsekar; Joseph Fernandes; Arnab Banerjee; Om Prakash Chouhan; Sumit Biswas; Manohar Singh; Durga P Mishra; Manjuri Kumar
Journal:  J Biol Inorg Chem       Date:  2018-10-09       Impact factor: 3.358

5.  Salicylate •Phenanthroline copper (II) complex induces apoptosis in triple-negative breast cancer cells.

Authors:  Limei Fan; Muyou Tian; Yunyi Liu; Ying Deng; Zhengkai Liao; Jinhua Xu
Journal:  Oncotarget       Date:  2017-05-02

6.  Synthesis, crystal structure, spectroscopic properties and potential biological activities of salicylate‒neocuproine ternary copper(II) complexes.

Authors:  Lenka Kucková; Klaudia Jomová; Andrea Švorcová; Marián Valko; Peter Segľa; Ján Moncoľ; Jozef Kožíšek
Journal:  Molecules       Date:  2015-01-27       Impact factor: 4.411

7.  Solvent and Copper Ion-Induced Synthesis of Pyridyl-Pyrazole-3-One Derivatives: Crystal Structure, Cytotoxicity.

Authors:  Qiu Ping Huang; Shao Nan Zhang; Shu Hua Zhang; Kai Wang; Yu Xiao
Journal:  Molecules       Date:  2017-10-25       Impact factor: 4.411

8.  Copper bis-Dipyridoquinoxaline Is a Potent DNA Intercalator that Induces Superoxide-Mediated Cleavage via the Minor Groove.

Authors:  Zara Molphy; Vickie McKee; Andrew Kellett
Journal:  Molecules       Date:  2019-11-26       Impact factor: 4.411

9.  Synthesis and In Vitro Antitumor Activity of Two Mixed-Ligand Oxovanadium(IV) Complexes of Schiff Base and Phenanthroline.

Authors:  Yongli Zhang; Xiangsheng Wang; Wei Fang; Xiaoyan Cai; Fujiang Chu; Xiangwen Liao; Jiazheng Lu
Journal:  Bioinorg Chem Appl       Date:  2013-01-29       Impact factor: 7.778

10.  A New Mixed-Valence Mn(II)Mn(III) Compound With Catalase and Superoxide Dismutase Activities.

Authors:  Rafael O Costa; Sarah S Ferreira; Crystiane A Pereira; Jeffrey R Harmer; Christopher J Noble; Gerhard Schenk; Roberto W A Franco; Jackson A L C Resende; Peter Comba; Asha E Roberts; Christiane Fernandes; Adolfo Horn
Journal:  Front Chem       Date:  2018-11-05       Impact factor: 5.221

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