2024-03-28T17:40:16Zhttps://riubu.ubu.es/oai/requestoai:riubu.ubu.es:10259/51942022-02-28T23:42:08Zcom_10259_4365com_10259_5086com_10259_2604col_10259_4366
Biological activity and photocatalytic properties of a naphthyl-imidazo phenanthroline (HNAIP) ligand and its [Ir(ppy)2(HNAIP)]Cl and [Rh(ppy)2(HNAIP)]Cl complexes
Rubio Antolin, Ana Rosa
Fidalgo Zorrilla, Jairo
Martin Vargas, Judit
Pérez Arnáiz, Cristina
Alonso de la Torre, Sara
Biver, Tarita
Espino Ordóñez, Gustavo
Busto Vázquez, Natalia
García Ruiz, Begoña
2-(hydroxy-1-naphtyl)imidazo-[4,5-f]
[1,10]phenanthroline
Iridium
Rhodium
Cellular test
DNA
Photo-catalysis
The synthesized 2-(hydroxy-1-naphtyl)imidazo-[4,5-f][1,10]phenanthroline (HNAIP) ligand and its new iridium ([Ir(ppy)2(HNAIP)]Cl) and rhodium ([Rh(ppy)2(HNAIP)]Cl) complexes, being ppy = 2-phenylpiridinate, show cytotoxic effects in SW480 (colon adenocarcinoma) and A549 (epithelial lung adenocarcinoma) cells. They all are cytotoxic in the tested cell lines. HNAIP and [Rh(ppy)2(HNAIP)]+ are the most cytotoxic, whereas [Ir(ppy)2(HNAIP)]+ displays negligible cytotoxicity towards A549 cells and moderate activity towards SW480. The interaction of all three compounds with Bovine Serum Albumin (BSA), l-glutathione reduced (GSH), nicotinamide adenine dinucleotide (NADH) and DNA was studied to explain the differences found in terms of cytotoxicity. None of them are able to interact with BSA, thus excluding bioavailability due to plasma protein interaction as the possible differentiating factor in their biological activity. By contrast, small differences have been observed regarding DNA interaction. In addition, taking advantage of the emission properties of these molecules, they have been visualized in the cytoplasmic region of A549 cells. Inductively coupled plasma mass spectrometry (ICP-MS) experiments show, in turn, that the internalization ability follow the sequence [Rh(ppy)2(HNAIP)]+ > [Ir(ppy)2(HNAIP)]+ > cisplatin. Therefore, it seems clear that the cellular uptake by tumour cells is the key factor affecting the different cytotoxicity of the metal complexes and that this cellular uptake is influenced by the hydrophobicity of the studied complexes. On the other hand, preliminary catalytic experiments performed on the photo-oxidation of GSH and some amino acids such as l-methionine (Met), l-cysteine (Cys) and l-tryptophan (Trp) provide evidence for the photocatalytic activity of the Ir(III) complex in this type of reactions.
2019-12-16
2019-12-16
2020-02
info:eu-repo/semantics/article
0162-0134
http://hdl.handle.net/10259/5194
10.1016/j.jinorgbio.2019.110885
eng
Journal of Inorganic Biochemistry. 2019, V. 203, 110885
https://doi.org/10.1016/j.jinorgbio.2019.110885
info:eu-repo/grantAgreement/MICINN/RTI2018-102040-B-100
info:eu-repo/grantAgreement/MICINN/RTI2018-100709-B-C21
info:eu-repo/grantAgreement/JCyL/BU305P18
info:eu-repo/grantAgreement/FundaciónLaCaixa/LCF/PR/PR12/11070003
http://creativecommons.org/licenses/by-nc-nd/4.0/
Attribution-NonCommercial-NoDerivatives 4.0 Internacional
info:eu-repo/semantics/openAccess
Elsevier