TY - JOUR

T1 - Synthesis, crystal structure and cytotoxic activity of 2,2′-bipyridine / 1,10-Phenanthroline based Copper(II) complexes with diphenylphosphinic acid

AU - Savinykh, Polina E.

AU - Golubeva, Yuliya A.

AU - Smirnova, Ksenia S.

AU - Klyushova, Lyubov’ S.

AU - Berezin, Alexey S.

AU - Lider, Elizaveta V.

N1 - The work was supported by the Russian Science Foundation (Project N◦ 20–73-10207).

PY - 2024/10/1

Y1 - 2024/10/1

N2 - Mixed-ligand 2,2′-bipyridine, 1,10-phenanthroline based copper(II) complexes are often considered as potential antitumor agents. This research was aimed at synthesis and finding the cytotoxic potential of copper(II) complexes with diphenylphosphinic acid (HL) and 2,2′-bipyridine, 1,10-phenanthroline derivatives – [Cu(phen)(H2O)L2]·H2O (1), [Cu(dmphen)(H2O)L2] (2), [Cu(Cl-phen)(H2O)2L]L·EtOH (3), [Cu(bipy)(H2O)L2] (4) and Cu(dmbipy)(H2O)L2 (5) (phen – 1,10-phenanthroline, dmphen – 4,7-dimethyl-1,10-phenanthroline, Cl-phen – 5-chloro-1,10-phenanthroline, bipy – 2,2′-bipyridine, dmbipy – 4,4′-dimethyl-2,2′-bipyridine). Obtained mononuclear compounds have been characterized by EPR and IR-spectroscopy, elemental, thermogravimetric, single-crystal and powder X-ray diffraction analyses. According to single-crystal X-ray diffraction data, complexes possess distorted trigonal bipyramidal or square pyramidal geometry. 2,2′-Bipyridine and 1,10-phenanthroline derivatives have been shown to be chelating agents in these complexes, while anion of diphenylphosphinic acid acts as a monodentate ligand. Complexes 1–5 have been monitored for their solution stability using UV–vis spectroscopy. In the present study, cytotoxic activity of the complexes has been investigated on 2D human cell culture models (larynx carcinoma Hep2, hepatocellular carcinoma HepG2, breast carcinoma MCF-7 and non-tumor lung fibroblasts MRC5) and 3D HepG2 human cell model. 1,10-Phenanthroline based complexes have demonstrated the highest cytotoxicity superior to the reference drug cisplatin. The level of reactive oxygen species generation in Hep2 cells has been shown to increase after incubation with complexes.

AB - Mixed-ligand 2,2′-bipyridine, 1,10-phenanthroline based copper(II) complexes are often considered as potential antitumor agents. This research was aimed at synthesis and finding the cytotoxic potential of copper(II) complexes with diphenylphosphinic acid (HL) and 2,2′-bipyridine, 1,10-phenanthroline derivatives – [Cu(phen)(H2O)L2]·H2O (1), [Cu(dmphen)(H2O)L2] (2), [Cu(Cl-phen)(H2O)2L]L·EtOH (3), [Cu(bipy)(H2O)L2] (4) and Cu(dmbipy)(H2O)L2 (5) (phen – 1,10-phenanthroline, dmphen – 4,7-dimethyl-1,10-phenanthroline, Cl-phen – 5-chloro-1,10-phenanthroline, bipy – 2,2′-bipyridine, dmbipy – 4,4′-dimethyl-2,2′-bipyridine). Obtained mononuclear compounds have been characterized by EPR and IR-spectroscopy, elemental, thermogravimetric, single-crystal and powder X-ray diffraction analyses. According to single-crystal X-ray diffraction data, complexes possess distorted trigonal bipyramidal or square pyramidal geometry. 2,2′-Bipyridine and 1,10-phenanthroline derivatives have been shown to be chelating agents in these complexes, while anion of diphenylphosphinic acid acts as a monodentate ligand. Complexes 1–5 have been monitored for their solution stability using UV–vis spectroscopy. In the present study, cytotoxic activity of the complexes has been investigated on 2D human cell culture models (larynx carcinoma Hep2, hepatocellular carcinoma HepG2, breast carcinoma MCF-7 and non-tumor lung fibroblasts MRC5) and 3D HepG2 human cell model. 1,10-Phenanthroline based complexes have demonstrated the highest cytotoxicity superior to the reference drug cisplatin. The level of reactive oxygen species generation in Hep2 cells has been shown to increase after incubation with complexes.

KW - 1,10-phenanthroline based copper complexes

KW - Crystal structure

KW - Cytotoxicity

KW - Diphenylphosphinic acid

KW - Reactive oxygen species

UR - https://www.scopus.com/record/display.uri?eid=2-s2.0-85199273546&origin=inward&txGid=0dfec1d16aa52c48a0299126bf59b0aa

UR - https://www.mendeley.com/catalogue/f4777e80-ca32-3e4a-bfe0-6ecf6598f7f9/

U2 - 10.1016/j.poly.2024.117141

DO - 10.1016/j.poly.2024.117141

M3 - Article

VL - 261

JO - Polyhedron

JF - Polyhedron

SN - 0277-5387

M1 - 117141

ER -