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.

引用

页数：9

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