Synthesis, Characterization, DNA Binding and Cytotoxicity of Copper(II) Phenylcarboxylate Complexes

Carlos Y. Fernández, Analu Rocha, Mohammad Azam, Natalia Alvarez, Kim Min, Alzir A. Batista, Antonio J. Costa-Filho, Javier Ellena, Gianella Facchin
{"title":"Synthesis, Characterization, DNA Binding and Cytotoxicity of Copper(II) Phenylcarboxylate Complexes","authors":"Carlos Y. Fernández, Analu Rocha, Mohammad Azam, Natalia Alvarez, Kim Min, Alzir A. Batista, Antonio J. Costa-Filho, Javier Ellena, Gianella Facchin","doi":"10.3390/inorganics11100398","DOIUrl":null,"url":null,"abstract":"Coordination compounds of copper exhibit cytotoxic activity and are suitable for the search for novel drug candidates for cancer treatment. In this work, we synthesized three copper(II) carboxylate complexes, [Cu2(3-(4-hydroxyphenyl)propanoate)4(H2O)2]·2H2O (C1), [Cu2(phenylpropanoate)4(H2O)2] (C2) and [Cu2(phenylacetate)4] (C3), and characterized them by elemental analysis and spectroscopic methods. Single-crystal X-ray diffraction of C1 showed the dinuclear paddle-wheel arrangement typical of Cu–carboxylate complexes in the crystal structure. In an aqueous solution, the complexes remain as dimeric units, as studied by UV-visible spectroscopy. The lipophilicity (partition coefficient) and the DNA binding (UV visible and viscosity) studies evidence that the complexes bind the DNA with low Kb constants. In vitro cytotoxicity studies on human cancer cell lines of metastatic breast adenocarcinoma (MDA-MB-231, MCF-7), lung epithelial carcinoma (A549) and cisplatin-resistant ovarian carcinoma (A2780cis), as well as a nontumoral lung cell line (MRC-5), indicate that the complexes are cytotoxic in cisplatin-resistant cells.","PeriodicalId":13580,"journal":{"name":"Inorganics (Basel)","volume":"2 1","pages":"0"},"PeriodicalIF":0.0000,"publicationDate":"2023-10-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Inorganics (Basel)","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.3390/inorganics11100398","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 0

Abstract

Coordination compounds of copper exhibit cytotoxic activity and are suitable for the search for novel drug candidates for cancer treatment. In this work, we synthesized three copper(II) carboxylate complexes, [Cu2(3-(4-hydroxyphenyl)propanoate)4(H2O)2]·2H2O (C1), [Cu2(phenylpropanoate)4(H2O)2] (C2) and [Cu2(phenylacetate)4] (C3), and characterized them by elemental analysis and spectroscopic methods. Single-crystal X-ray diffraction of C1 showed the dinuclear paddle-wheel arrangement typical of Cu–carboxylate complexes in the crystal structure. In an aqueous solution, the complexes remain as dimeric units, as studied by UV-visible spectroscopy. The lipophilicity (partition coefficient) and the DNA binding (UV visible and viscosity) studies evidence that the complexes bind the DNA with low Kb constants. In vitro cytotoxicity studies on human cancer cell lines of metastatic breast adenocarcinoma (MDA-MB-231, MCF-7), lung epithelial carcinoma (A549) and cisplatin-resistant ovarian carcinoma (A2780cis), as well as a nontumoral lung cell line (MRC-5), indicate that the complexes are cytotoxic in cisplatin-resistant cells.
苯基羧酸铜配合物的合成、表征、DNA结合和细胞毒性
铜的配位化合物表现出细胞毒性活性,适合于寻找新的癌症治疗候选药物。本文合成了三种羧酸铜配合物[Cu2(3-(4-羟基苯基)propanate)4(H2O)2]·2H2O (C1), [Cu2(苯基propanate)4(H2O)2] (C2)和[Cu2(phenylacetate)4] (C3),并通过元素分析和光谱方法对其进行了表征。单晶x射线衍射显示C1的晶体结构为典型的羧酸铜配合物的双核桨轮排列。在水溶液中,配合物保持为二聚体单位,如紫外可见光谱研究。亲脂性(分配系数)和DNA结合性(紫外可见性和黏度)研究表明,配合物与低Kb常数的DNA结合。对转移性乳腺腺癌(MDA-MB-231, MCF-7)、肺上皮癌(A549)和顺铂耐药卵巢癌(A2780cis)以及非肿瘤肺细胞系(MRC-5)的体外细胞毒性研究表明,这些复合物对顺铂耐药细胞具有细胞毒性。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
求助全文
约1分钟内获得全文 求助全文
来源期刊
自引率
0.00%
发文量
0
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
联系我们:info@booksci.cn Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。 Copyright © 2023 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术官方微信