Anticancer Activity of Half-sandwich Ru, Rh and Ir Complexes 2 with Chrysin Derived Ligands: Strong Effect of the Side Chain in the Ligand and Influence of the Metal

An important challenge in the field of anticancer chemotherapy is the search for new species to overcome the resistance of standard drugs. An interesting approach is to link bioactive ligands to metal fragments. In this work, we have synthesized a set of p-cymene-Ru or cyclopentadienyl-M (M = Rh, Ir...

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Detalles Bibliográficos
Autores: Rubio , Ana R, González , Rocío, Busto , Natalia, Vaquero , Monica, Iglesias , Ana L, Espino Ordonez, Gustavo, Garcia , Begoña, Jalón Sotes, Félix Ángel, Rodríguez Fernández-Pacheco, Ana María, Manzano Manrique, Blanca Rosa Lourdes
Tipo de recurso: artículo
Fecha de publicación:2021
País:España
Institución:Fundación Dialnet. Universidad de La Rioja
Repositorio:RUIdeRA. Repositorio Institucional de la UCLM
OAI Identifier:oai:ruidera.uclm.es:10578/46577
Acceso en línea:https://doi.org/10.3390/pharmaceutics13101540
https://hdl.handle.net/10578/46577
Access Level:acceso abierto
Palabra clave:Cancer
Chrysin ligands
Half-sandwich
Iridium
Metallodrugs
Piperidine
Rhodium
Ruthenium
Descripción
Sumario:An important challenge in the field of anticancer chemotherapy is the search for new species to overcome the resistance of standard drugs. An interesting approach is to link bioactive ligands to metal fragments. In this work, we have synthesized a set of p-cymene-Ru or cyclopentadienyl-M (M = Rh, Ir) complexes with four chrysin-derived pro-ligands with different -OR substituents at position 7 of ring A. The introduction of a piperidine ring on chrysin led to the highly cytotoxic pro-ligand HL4 and its metal complexes L4-M (SW480 and A549 cell lines, cytotoxic order: L4-Ir > L4-Ru ˜ L4-Rh). HL4 and its complexes induce apoptosis and can overcome cis-platinum resistance. However, HL4 turns out to be more cytotoxic in healthy than in tumor cells in contrast to its metal complexes which displayed higher selectivity than cisplatin towards cancer cells. All L4-M complexes interact with double stranded DNA. Nonetheless, the influence of the metal is clear because only complex L4-Ir causes DNA cleavage, through the generation of highly reactive oxygen species (1O2 ). This result supports the hypothesis of a potential dual mechanism consisting of two different chemical pathways: DNA binding and ROS generation. This behavior provides this complex with a great effectivity in terms of cytotoxicity