{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Gukathasan S"],"funding":["Division of Chemistry","National Cancer Institute","NCI NIH HHS","NIGMS NIH HHS"],"pagination":["13118-13129"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC11268950"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["62(32)"],"pubmed_abstract":["Diamine ligands are effective structural scaffolds for tuning the reactivity of transition-metal complexes for catalytic, materials, and phosphorescent applications and have been leveraged for biological use. In this work, we report the synthesis and characterization of a novel class of cyclometalated [C^N] Au(III) complexes bearing secondary diamines including a norbornane backbone, (2<i>R</i>,3<i>S</i>)-<i>N</i><sup>2</sup>,<i>N</i><sup>3</sup>-dibenzylbicyclo[2.2.1]heptane-2,3-diamine, or a cyclohexane backbone, (1<i>R</i>,2<i>R</i>)-<i>N</i><sup>1</sup>,<i>N</i><sup>2</sup>-dibenzylcyclohexane-1,2-diamine. X-ray crystallography confirms the square-planar geometry and chirality at nitrogen. The electronic character of the conformationally restricted norbornane backbone influences the electrochemical behavior with redox potentials of -0.8 to -1.1 V, atypical for Au(III) complexes. These compounds demonstrate promising anticancer activity, particularly, complex <b>1</b>, which bears a benzylpyridine organogold framework, and supported by the bicyclic conformationally restricted diaminonorbornane, shows good potency in A2780 cells. We further show that a cellular response to <b>1</b> evokes reactive oxygen species (ROS) production and does not induce mitochondrial dysfunction. This class of complexes provides significant stability and reactivity for different applications in protein modification, catalysis, and therapeutics."],"journal":["Inorganic chemistry"],"pubmed_title":["A Conformationally Restricted Gold(III) Complex Elicits Antiproliferative Activity in Cancer Cells."],"pmcid":["PMC11268950"],"funding_grant_id":["P30 CA177558","CHE-2203559","R01CA258421- 01","P20 GM130456","R01 CA258421"],"pubmed_authors":["Grossman RB","Awuah SG","Saryazdi S","Gukathasan S","Parkin S","Ratliff L","Obisesan OA"],"additional_accession":[]},"is_claimable":false,"name":"A Conformationally Restricted Gold(III) Complex Elicits Antiproliferative Activity in Cancer Cells.","description":"Diamine ligands are effective structural scaffolds for tuning the reactivity of transition-metal complexes for catalytic, materials, and phosphorescent applications and have been leveraged for biological use. In this work, we report the synthesis and characterization of a novel class of cyclometalated [C^N] Au(III) complexes bearing secondary diamines including a norbornane backbone, (2<i>R</i>,3<i>S</i>)-<i>N</i><sup>2</sup>,<i>N</i><sup>3</sup>-dibenzylbicyclo[2.2.1]heptane-2,3-diamine, or a cyclohexane backbone, (1<i>R</i>,2<i>R</i>)-<i>N</i><sup>1</sup>,<i>N</i><sup>2</sup>-dibenzylcyclohexane-1,2-diamine. X-ray crystallography confirms the square-planar geometry and chirality at nitrogen. The electronic character of the conformationally restricted norbornane backbone influences the electrochemical behavior with redox potentials of -0.8 to -1.1 V, atypical for Au(III) complexes. These compounds demonstrate promising anticancer activity, particularly, complex <b>1</b>, which bears a benzylpyridine organogold framework, and supported by the bicyclic conformationally restricted diaminonorbornane, shows good potency in A2780 cells. We further show that a cellular response to <b>1</b> evokes reactive oxygen species (ROS) production and does not induce mitochondrial dysfunction. This class of complexes provides significant stability and reactivity for different applications in protein modification, catalysis, and therapeutics.","dates":{"release":"2023-01-01T00:00:00Z","publication":"2023 Aug","modification":"2025-04-19T11:14:27.517Z","creation":"2025-04-19T11:14:27.517Z"},"accession":"S-EPMC11268950","cross_references":{"pubmed":["37530672"],"doi":["10.1021/acs.inorgchem.3c02066"]}}