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Antitumor activity of copper(II) complexes with Schiff bases derived from N'-tosylbenzene-1,2-diamine
Ist Teil von
Journal of inorganic biochemistry, 2022-11, Vol.236, p.111975-111975, Article 111975
Ort / Verlag
United States
Erscheinungsjahr
2022
Quelle
MEDLINE
Beschreibungen/Notizen
The electrochemical oxidation of anodic metal copper in a solution of the ligands N-[(5-tert-butyl-2-hydroxyphenyl)methylidine]-N'-tosylbenzene-1,2-diamine [H
L
] and N-[(3,5-di-tert-butyl-2-hydroxyphenyl)methylidine]-N'-tosylbenzene-1,2-diamine, [H
L
] afforded homoleptic [CuL] compounds or solvate [CuLS] complexes. The addition to the electrochemical cell of coligands (L') such as 2,2'-bipyridine (2-bpy), 4,4'-bipyridine(4-bpy) or 1,10-phenanthroline (phen) allowed the synthesis, in one step, of heteroleptic [CuLL'] compounds, namely [CuL
(H
O)] (1), [CuL
(2,2'-bpy)]⋅CH
CN (2), [CuL
(phen)]·H
O (3), [Cu
L
(4,4'-bpy)] (4), [CuL
(CH
OH)] (5), [CuL
(2,2'-bpy)] (6), [CuL
(phen)] (7) and [Cu
L
(4,4'-bpy)] (8). The crystal structures of both ligands, H
L
, H
L
, and those of the complexes (2), (4), (5), (6) and (7) have been determined by X-ray diffraction techniques. Coordination polyhedron around metal atom is square planar for [CuL
(CH
OH)] (5) and [Cu
L
(4,4'-bpy)] (4) and square pyramid for the other complexes with additional chelating ligands. The cytotoxic activity of this new series of copper(II) complexes against the SH-SY5Y neuroblastoma cell line and U87-MG and U373-MG glioblastoma cell lines has been investigated. Most of the test compounds showed higher activity than cisplatin in the three cell lines. Among this series, compound [CuL
(phen)] (3) displayed the highest activity with IC
equal to 1.77 μM on SH-SY5Y whereas compound [Cu
L
(4.4'-bpy)] (4) resulted the most potent compounds on U87 MG and U373 MG glioblastoma cell lines. Studies on the cytotoxic activity of these derivatives suggest that these compounds induce cell death by a mechanism other than apoptosis.