Au(I) N-heterocyclic carbenes from bisimidazolium amphiphiles: synthesis, cytotoxicity and incorporation onto gold nanoparticles

Rodrigues, Mafalda; Russo, Lorenzo; Aguilo, E.; Rodriguez, L.; Ott, I.; P�rez-Garc�a, Llu�sa

Abstract

A gold(I) N-heterocyclic carbene 4 from a bis-imidazolium-amphiphile was synthesized and characterized. The cytotoxicity against HT-29 colon carcinoma and MDA-MB-231 breast adenocarcinoma cells was assessed for the NHC complex 4, the imidazolium salt precursor 2, and its methyl analogue 3, indicating that compounds 2–4 are promising cytotoxic agents. Furthermore, the ability of these compounds to be associated with gold nanoparticles was also explored, in order to develop an anticancer drug delivery system. The free ligands displayed more activity when compared with the ligands immobilized on the gold nanoparticles. The synthesized gold particles incorporating the bis-imidazolium salts either 2 or 3 showed monodisperse spherical shape with sizes of approximately 5 nm.

Citation

Rodrigues, M., Russo, L., Aguilo, E., Rodriguez, L., Ott, I., & Pérez-García, L. (2015). Au(I) N-heterocyclic carbenes from bisimidazolium amphiphiles: synthesis, cytotoxicity and incorporation onto gold nanoparticles. RSC Advances, 6, https://doi.org/10.1039/C5RA21621D

• Journal Article Type: Article
• Acceptance Date: Dec 17, 2015
• Publication Date: Dec 22, 2015
• Deposit Date: Jul 13, 2018
• Publicly Available Date: Jul 13, 2018
• Journal: RSC Advances
• Electronic ISSN: 2046-2069
• Publisher: Royal Society of Chemistry
• Peer Reviewed: Peer Reviewed
• Volume: 6
• DOI: https://doi.org/10.1039/C5RA21621D
• Public URL: https://nottingham-repository.worktribe.com/output/768843
• Publisher URL: http://pubs.rsc.org/en/Content/ArticleLanding/2016/RA/C5RA21621D#!divAbstract
• Contract Date: Jul 13, 2018