Synthesis and characterization of gold(I) N-heterocyclic carbene complexes bearing biologically compatible moieties

Pierre de Fremont; Edwin D. Stevens; Melanie D. Eelman; Deryn E. Fogg; Steven Patrick Nolan

doi:10.1021/om060733d

Synthesis and characterization of gold(I) N-heterocyclic carbene complexes bearing biologically compatible moieties

Pierre de Fremont, Edwin D. Stevens, Melanie D. Eelman, Deryn E. Fogg, Steven Patrick Nolan

Research output: Contribution to journal › Article › peer-review

Abstract

Two new gold( I) complexes bearing the bulky N-heterocyclic carbene IPr (IPr = bis(2,6-diisopropylphenyl)imidazol- 2-ylidene) and respectively 2,3,4,6-tetra-O-acetyl-1-thio- beta-D-pyranosatothiolato [(IPr)AuTgt (1)] and a saccharin ligand [(IPr) AuSac (2)] have been synthesized in good yield and are fully characterized by NMR spectroscopy and by inertatmosphere MALDI-TOF. These complexes are well-behaved compounds analogous to gold drugs such as Auranofin and Solganol.

Original language	English
Pages (from-to)	5824-5828
Number of pages	5
Journal	Organometallics
Volume	25
Issue number	24
DOIs	https://doi.org/10.1021/om060733d
Publication status	Published - 20 Nov 2006

Keywords

INVIVO ANTITUMOR-ACTIVITY
CROSS-COUPLING REACTIONS
CRYSTAL-STRUCTURE
STRUCTURAL-CHARACTERIZATION
COORDINATION-COMPLEXES
RHEUMATOID-ARTHRITIS
AURANOFIN
LIGANDS
INVITRO
MODELS

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10.1021/om060733d

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title = "Synthesis and characterization of gold(I) N-heterocyclic carbene complexes bearing biologically compatible moieties",

abstract = "Two new gold( I) complexes bearing the bulky N-heterocyclic carbene IPr (IPr = bis(2,6-diisopropylphenyl)imidazol- 2-ylidene) and respectively 2,3,4,6-tetra-O-acetyl-1-thio- beta-D-pyranosatothiolato [(IPr)AuTgt (1)] and a saccharin ligand [(IPr) AuSac (2)] have been synthesized in good yield and are fully characterized by NMR spectroscopy and by inertatmosphere MALDI-TOF. These complexes are well-behaved compounds analogous to gold drugs such as Auranofin and Solganol.",

keywords = "INVIVO ANTITUMOR-ACTIVITY, CROSS-COUPLING REACTIONS, CRYSTAL-STRUCTURE, STRUCTURAL-CHARACTERIZATION, COORDINATION-COMPLEXES, RHEUMATOID-ARTHRITIS, AURANOFIN, LIGANDS, INVITRO, MODELS",

author = "\{de Fremont\}, Pierre and Stevens, \{Edwin D.\} and Eelman, \{Melanie D.\} and Fogg, \{Deryn E.\} and Nolan, \{Steven Patrick\}",

year = "2006",

month = nov,

day = "20",

doi = "10.1021/om060733d",

language = "English",

volume = "25",

pages = "5824--5828",

journal = "Organometallics",

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publisher = "American Chemical Society (ACS)",

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T1 - Synthesis and characterization of gold(I) N-heterocyclic carbene complexes bearing biologically compatible moieties

AU - de Fremont, Pierre

AU - Stevens, Edwin D.

AU - Eelman, Melanie D.

AU - Fogg, Deryn E.

AU - Nolan, Steven Patrick

PY - 2006/11/20

Y1 - 2006/11/20

N2 - Two new gold( I) complexes bearing the bulky N-heterocyclic carbene IPr (IPr = bis(2,6-diisopropylphenyl)imidazol- 2-ylidene) and respectively 2,3,4,6-tetra-O-acetyl-1-thio- beta-D-pyranosatothiolato [(IPr)AuTgt (1)] and a saccharin ligand [(IPr) AuSac (2)] have been synthesized in good yield and are fully characterized by NMR spectroscopy and by inertatmosphere MALDI-TOF. These complexes are well-behaved compounds analogous to gold drugs such as Auranofin and Solganol.

AB - Two new gold( I) complexes bearing the bulky N-heterocyclic carbene IPr (IPr = bis(2,6-diisopropylphenyl)imidazol- 2-ylidene) and respectively 2,3,4,6-tetra-O-acetyl-1-thio- beta-D-pyranosatothiolato [(IPr)AuTgt (1)] and a saccharin ligand [(IPr) AuSac (2)] have been synthesized in good yield and are fully characterized by NMR spectroscopy and by inertatmosphere MALDI-TOF. These complexes are well-behaved compounds analogous to gold drugs such as Auranofin and Solganol.

KW - INVIVO ANTITUMOR-ACTIVITY

KW - CROSS-COUPLING REACTIONS

KW - CRYSTAL-STRUCTURE

KW - STRUCTURAL-CHARACTERIZATION

KW - COORDINATION-COMPLEXES

KW - RHEUMATOID-ARTHRITIS

KW - AURANOFIN

KW - LIGANDS

KW - INVITRO

KW - MODELS

UR - https://www.scopus.com/pages/publications/33845254329

U2 - 10.1021/om060733d

DO - 10.1021/om060733d

M3 - Article

SN - 0276-7333

VL - 25

SP - 5824

EP - 5828

JO - Organometallics

JF - Organometallics

IS - 24

ER -

Synthesis and characterization of gold(I) N-heterocyclic carbene complexes bearing biologically compatible moieties

Abstract

Keywords

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