A simple synthetic entryway into (N-heterocyclic carbene)gold-steroidyl complexes and their anticancer activity

被引：15
|
作者：
Scattolin, Thomas [1 ,2 ]
Lippmann, Petra [3 ]
Belis, Marek [1 ,2 ]
van Hecke, Kristof [1 ,2 ]
Ott, Ingo [3 ]
Nolan, Steven P. [1 ,2 ]
机构：
[1] Univ Ghent, Dept Chem, Krijgslaan 281,S-3, B-9000 Ghent, Belgium
[2] Univ Ghent, Ctr Sustainable Chem, Krijgslaan 281,S-3, B-9000 Ghent, Belgium
[3] Tech Univ Carolo Wilhelmina Braunschweig, Inst Med & Pharmaceut Chem, Beethovenstr 55, D-38106 Braunschweig, Germany
来源：
APPLIED ORGANOMETALLIC CHEMISTRY | 2022年 / 38卷 / 10期
基金：
比利时弗兰德研究基金会;
关键词：
anticancer activity; gold-acetylide complexes; N-heterocyclic carbene ligands; steroids; weak base route; N-HETEROCYCLIC CARBENE; NHC; ROUTES;
D O I：
10.1002/aoc.6624
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
A straightforward synthetic route to new N-heterocyclic carbene (NHC)-gold-steroidyl complexes is reported. The desired complexes were obtained using a weak base (such as K2CO3) through a concerted-metallation-deprotonation (CMD) reaction mechanism occurring between [Au(NHC)Cl] and ethisterone as a model steroid-based alkyne. Most complexes displayed good cytotoxicity against a panel of cancer cell lines with IC50 values in the low micromolar range. Cellular uptake of the most active complex 2a into MCF-7 breast cancer cells was facilitated by the coordinated ethisterone ligand.
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收藏
页数：9
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