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Au‐NHC complexes with thiocarboxylate ligands: Synthesis, structure, stability, thiol exchange and in vitro anticancer activity
Author(s) -
AlButhabhak Hawraa S.,
Falasca Valerio,
Yu Yu,
Sobolev Alexandre N.,
Skelton Brian W.,
Moggach Stephen A.,
Ferro Vito,
AlSalami Hani,
Baker Murray V.
Publication year - 2024
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.6645
Subject(s) - chemistry , carbene , ligand (biochemistry) , disproportionation , cationic polymerization , thiol , cisplatin , stereochemistry , combinatorial chemistry , medicinal chemistry , polymer chemistry , organic chemistry , catalysis , biochemistry , receptor , medicine , surgery , chemotherapy
Novel complexes of form (NHC)Au(SCOR) (NHC = N ‐heterocyclic carbene, SCOR − = thiocarboxylate ligand) were synthesised and characterised by spectroscopic techniques and X‐ray diffraction studies. The results of NMR and X‐ray studies indicated that thiocarboxylate ligands are comparable with NHCs in their electron donor ability. The complexes were stable at room temperature in the solid state but in solution underwent disproportionation reactions to form equilibria with [Au(NHC) 2 ] + and [Au(SCOR) 2 ] − . In solution, the thiocarboxylate ligand in (NHC)Au(SCOR) underwent rapid exchange with other thiocarboxylate or thiolate ligands. The (NHC)Au(SCOR) complexes showed toxicity against cisplatin‐resistant ovarian cancer cells (OVCAR‐8), with IC 50 < 10 μM, in the range exhibited by cationic [Au(NHC) 2 ] + complexes well‐known for their promising anticancer activity.
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