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Time‐Dependent Cytotoxic Properties of Terpyridine‐Based Copper Complexes
Author(s) -
Grau Jordi,
Caubet Amparo,
Roubeau Olivier,
Montpeyó David,
Lorenzo Julia,
Gamez Patrick
Publication year - 2020
Publication title -
chembiochem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.05
H-Index - 126
eISSN - 1439-7633
pISSN - 1439-4227
DOI - 10.1002/cbic.202000154
Subject(s) - terpyridine , hela , cisplatin , chemistry , cytotoxic t cell , copper , stereochemistry , medicinal chemistry , in vitro , metal , biochemistry , organic chemistry , biology , chemotherapy , genetics
Five copper complexes supported by terpyridine ligands were prepared and characterized, viz . [Cu 3 Cl 4 (naphtpy) 2 ][CuCl 2 ] ( 1 ), [Cu 2 Cl 2 (naphtpy) 2 ](ClO 4 ) 2 ( 2 ), [CuCl 2 (naphtpy)] 2 (MeOH) 3 (H 2 O) ( 3 ), [CuCl 2 (Cltpy)] ( 4 ) and [Cu(Cltpy) 2 ](ClO 4 ) 2 ( 5 ); (where naphtpy stands for 4’‐((naphthalen‐2‐yl)methoxy)‐2,2′:6′,2′′‐terpyridine and Cltpy for 4′‐chloro‐2,2′:6′,2′′‐terpyridine). Their ability to interact with DNA was investigated, and their cytotoxic behaviour was examined with three cells lines, namely human ovarian carcinoma cells (A2780), their derived cisplatin‐resistant line (A2780cis), and human cervix adenocarcinoma cells (HeLa). All compounds show good cytotoxic properties (especially after 72 h of incubation). Remarkably, two compounds, 4 and 5 , are still almost inactive after 24 h (particularly 4 ), but are highly active after 72 h, with IC 50 values in the low‐micromolar to sub‐micromolar range. Compounds 1 and 2 induce necrosis, whereas late apoptosis is observed with 3 – 5 , 4 exhibiting a behaviour close to that of cisplatin.