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

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, indicatin...

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Main Authors: Rodrigues, Mafalda, Russo, Lorenzo, Aguilo, E., Rodriguez, L., Ott, I., Pérez-García, Lluïsa
Format: Article
Published: Royal Society of Chemistry 2015
Online Access:https://eprints.nottingham.ac.uk/52915/
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author Rodrigues, Mafalda
Russo, Lorenzo
Aguilo, E.
Rodriguez, L.
Ott, I.
Pérez-García, Lluïsa
author_facet Rodrigues, Mafalda
Russo, Lorenzo
Aguilo, E.
Rodriguez, L.
Ott, I.
Pérez-García, Lluïsa
author_sort Rodrigues, Mafalda
building Nottingham Research Data Repository
collection Online Access
description 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.
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spelling nottingham-529152020-05-04T17:26:04Z https://eprints.nottingham.ac.uk/52915/ 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. Pérez-García, Lluïsa 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. Royal Society of Chemistry 2015-12-22 Article PeerReviewed Rodrigues, Mafalda, Russo, Lorenzo, Aguilo, E., Rodriguez, L., Ott, I. and Pérez-García, Lluïsa (2015) Au(I) N-heterocyclic carbenes from bisimidazolium amphiphiles: synthesis, cytotoxicity and incorporation onto gold nanoparticles. RSC Advances, 6 . pp. 2202-2209. ISSN 2046-2069 http://pubs.rsc.org/en/Content/ArticleLanding/2016/RA/C5RA21621D#!divAbstract doi:10.1039/C5RA21621D doi:10.1039/C5RA21621D
spellingShingle Rodrigues, Mafalda
Russo, Lorenzo
Aguilo, E.
Rodriguez, L.
Ott, I.
Pérez-García, Lluïsa
Au(I) N-heterocyclic carbenes from bisimidazolium amphiphiles: synthesis, cytotoxicity and incorporation onto gold nanoparticles
title Au(I) N-heterocyclic carbenes from bisimidazolium amphiphiles: synthesis, cytotoxicity and incorporation onto gold nanoparticles
title_full Au(I) N-heterocyclic carbenes from bisimidazolium amphiphiles: synthesis, cytotoxicity and incorporation onto gold nanoparticles
title_fullStr Au(I) N-heterocyclic carbenes from bisimidazolium amphiphiles: synthesis, cytotoxicity and incorporation onto gold nanoparticles
title_full_unstemmed Au(I) N-heterocyclic carbenes from bisimidazolium amphiphiles: synthesis, cytotoxicity and incorporation onto gold nanoparticles
title_short Au(I) N-heterocyclic carbenes from bisimidazolium amphiphiles: synthesis, cytotoxicity and incorporation onto gold nanoparticles
title_sort au(i) n-heterocyclic carbenes from bisimidazolium amphiphiles: synthesis, cytotoxicity and incorporation onto gold nanoparticles
url https://eprints.nottingham.ac.uk/52915/
https://eprints.nottingham.ac.uk/52915/
https://eprints.nottingham.ac.uk/52915/