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• W3007893796 abstract "Platinum(II) complexes containing Ph 3 P/dppe and Ade derived ligands were synthesized, characterized and tested against five different tumor cell lines. [Pt( N 6 -MeAde –H -κ N 9 ) 2 (PPh 3 ) 2 ] was more active than cisplatin against DLD-1 and SW1736 cell lines. • Pt(II) complexes containing adeninato (Ade) derived ligands were prepared. • Neutral bis(Ade)Pt(II) complexes were obtained with ( N 6 -Me)Ade derivatives. • N 3 - or N 9 -metylated Ade ligands afforded formation of cationic Pt(II) complexes. • The complexes were tested against five tumor cell lines. • [Pt( N 6 -MeAde –H -κ N 9 ) 2 (PPh 3 ) 2 ] was more active than cisplatin on DLD-1 and SW1736 cells. Reactions of the carbonato platinum(II) complexes [Pt(CO 3 )(PPh 3 ) 2 ]·CH 2 Cl 2 ( 1 ) and [Pt(CO 3 )(dppe)] (dppe = 1,2-bis(diphenylphosphino)ethane; 2 ) with adenine ( 3a ) and its N 6 -methylated derivatives ( N 6 -MeAde, 3b ; N 6 , N 6 -Me 2 Ade, 3c ) resulted under splitting off carbon dioxide in formation of bis(adeninato)platinum complexes [Pt( N 6 , N 6 -RR’Ade –H -κ N 9 ) 2 (PPh 3 ) 2 ] ( 4a – 4c ) and [Pt( N 6 , N 6 -RR’Ade –H -κ N 9 ) 2 (dppe)] ( 5a – 5c) R/R’ = H, Me, respectively. Analogous reactions with adenines methylated at the N 9 or N 3 position (9-MeAde, 3d ; N 6 ,9-Me 2 Ade, 3e ; 3-MeAde, 3f ) gave cationic complexes which could be isolated as hexafluorophosphate salts: [Pt(9-MeAde –H -κ 2 N 6 , N 7 )(PPh 3 ) 2 ][PF 6 ] ( 6a ), [Pt( N 6 ,9-Me 2 Ade –H -κ 2 N 6 , N 7 )(dppe)][PF 6 ] ( 6b ), and [Pt(3-MeAde –H -κ 2 N 6 , N 7 )(PPh 3 ) 2 ][PF 6 ] ( 7 ). The deprotonation of the less acidic exocyclic N 6 HR (R = H, Me) group and the chelating κ 2 N 6 , N 7 coordination in complexes 6 / 7 could unambiguously clarified by 1 H, 15 N HMBC NMR spectroscopy and additionally by DFT calculations. All complexes were fully characterized especially by NMR ( 1 H, 13 C, 31 P) and single-crystal X-ray structural investigations ( 4b ∙ 2 i -PrOH, 4c , 5a ∙MeOH, and 5c ∙1.5 MeOH). In vitro antitumoral activity was investigated against five tumor cell lines (A549 lung, A2780 ovarian, DLD-1 colon, FaDu head and neck, and SW1736 anaplastic thyroid). The most active compound 4b was found more active than cisplatin against cisplatin resistant DLD-1 (IC 50 = 4.1 ± 0.5 µM) and SW1736 cell lines (IC 50 = 1.5 ± 0.4 µM)." @default.
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• W3007893796 date "2020-07-01" @default.
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• W3007893796 title "Synthesis, characterization, structures and in vitro antitumor activity of platinum(II) complexes bearing adeninato or methylated adeninato ligands" @default.
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• W3007893796 doi "https://doi.org/10.1016/j.ica.2020.119539" @default.
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