Organotin complexes containing carboxylate ligands with maleimide and naphthalimide derived partial structures: TrxR inhibition, cytotoxicity and activity in resistant cancer cells

被引:38
作者
de Oliveira, Kely Navakoski [1 ]
Andermark, Vincent [1 ]
Onambele, Liliane A. [2 ]
Dahl, Gregor [2 ]
Prokop, Aram [2 ]
Ott, Ingo [1 ]
机构
[1] Tech Univ Carolo Wilhelmina Braunschweig, Inst Med & Pharmaceut Chem, D-38106 Braunschweig, Germany
[2] Cologne Childrens Hosp, Dept Pediat Oncol, D-50735 Cologne, Germany
关键词
Anticancer drugs; Drug resistance; Organotin complexes; Thioredoxin reductase; ALBUMIN-BINDING PRODRUGS; THIOREDOXIN REDUCTASE; BIOLOGICAL-ACTIVITY; DNA-BINDING; IN-VITRO; ANTICANCER; ACID; DERIVATIVES; DI;
D O I
10.1016/j.ejmech.2014.09.075
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Di-n-butyltin(IV) carboxylate and tri-n-butyltin(IV) carboxylate derivatives have demonstrated strong cytotoxic effects in different types of tumor cells. Complexes with carboxylate ligands that contain maleimide and naphthalimide derived partial structures were synthesized, characterized and investigated for inhibition of the tumor-relevant enzyme thioredoxin reductase and antiproliferative effects in cancer cells. The complexes were moderate inhibitors of thioredoxin reductase with activities in the micromolar range and triggered strong cytotoxic effects in MCF-7 breast cancer and HT-29 colon carcinoma cells. Interestingly, selected complexes were highly active in vincristine and daunorubicin resistant Nalm-6 cells. (c) 2014 Elsevier Masson SAS. All rights reserved.
引用
收藏
页码:794 / 800
页数:7
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