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Ligand‐Controlled Reactivity and Cytotoxicity of Cyclometalated Rhodium(III) Complexes
Author(s) -
Zhang WenYing,
Bridgewater Hannah E.,
Banerjee Samya,
SoldevilaBarreda Joan J.,
Clarkson Guy J.,
Shi Huayun,
Imberti Cinzia,
Sadler Peter J.
Publication year - 2020
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.201901055
Subject(s) - chemistry , cytotoxicity , pyridine , rhodium , quinoline , reactivity (psychology) , stereochemistry , ligand (biochemistry) , medicinal chemistry , nad+ kinase , catalysis , organic chemistry , biochemistry , in vitro , enzyme , receptor , medicine , alternative medicine , pathology
We report the synthesis, characterization and cytotoxicity of six cyclometalated rhodium(III) complexes [Cp X Rh(C ^ N)Z] 0/+ , in which Cp X = Cp*, Cp ph , or Cp biph , C ^ N = benzo[ h ]quinoline, and Z = chloride or pyridine. Three X‐ray crystal structures showing the expected “piano‐stool” configurations have been determined. The chlorido complexes hydrolyzed faster in aqueous solution, and reacted preferentially with 9‐ethyl guanine or glutathione compared to their pyridine analogues. The 1‐biphenyl‐2,3,4,5‐tetramethylcyclopentadienyl complex [Cp biph Rh(benzo‐[ h ]quinoline)Cl] ( 3a ) was the most efficient catalyst in coenzyme reduced nicotinamide adenine dinucleotide (NADH) oxidation to NAD + and induced an elevated level of reactive oxygen species (ROS) in A549 human lung cancer cells. The pyridine complex [Cp biph Rh(benzo[ h ]quinoline)py] + ( 3b ) was the most potent against A549 lung and A2780 ovarian cancer cell lines, being 5‐fold more active than cisplatin towards A549 cells, and acted as a ROS scavenger. This work highlights a ligand‐controlled strategy to modulate the reactivity and cytotoxicity of cyclometalated rhodium anticancer complexes.