Synthesis, characterization and effect of the fluorine substitution on the redox reactivity and in vitro anticancer behaviors of N-polyfluorophenyl-3,5-di-tert-butylsalicylaldimines and their Cu(II) complexes
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Tarih
2014
Dergi Başlığı
Dergi ISSN
Cilt Başlığı
Yayıncı
Elsevier Science Sa
Erişim Hakkı
info:eu-repo/semantics/closedAccess
Özet
A series of new polyfluorinated bis(N-C(6)F(n)H(5-n)3,5-(t)Bu2salicylaidiminato)Cu(11) [n = 2; 2,4-F2C6H3-3,5-DTBS (1), 2,5-F2C6H3-3,5-DTBS (2), 2,6-F2C6H3-3,5-DTBS (3); n = 3; 2,3,4-F3C6H2-3,5-DTBS (4), n= 4; 2,3,5,6-F4C6H-3,5-DTBS (5), n = 5; 2,3,4,5,6-F5C6-3,5-DTBS (6); where 3,5-DTBS is 3,5-(t)Bu(2)salicylaldiminatol with N-polyfluoropheny1-3,5-di-tert-butylsalicylaldi-mines (HL1-HL6) have been synthesized. Their structure, chemical and electrochemical redox-reactivity as well as cytotoxic activity of these compounds were characterized by analytical, spectroscopic (UV/vis, FT-IR, F-19 NMR and EPR), magnetic, CV techniques and MIT assay. The in situ UV/Vis study have shown that the redox behavior of 1-6 and their Cu-phenoxyl radicals (1(center dot+)-6(center dot+) and 1(center dot center dot+)-6(center dot center dot+)) depend on the number and positions of F atoms on the aniline ring as well as of the nature of solvent. The in vitro cytotoxic activity studies of HL1-HL6 and 1-6 against K562 cell lines indicate that the HL1, HL4-HL6 and their corresponding complexes (1, 4-6) exhibited higher cytotoxic activity than HL2, HL3 and their complexes. Compounds 1, 4 and 5 are more cytotoxic than their respective ligands. (C) 2014 Elsevier B.V. All rights reserved.
Açıklama
Anahtar Kelimeler
Polyfluorinated, Cu(Ii)-Phenoxyl Radicals, Spectroscopy, Anticancer
Kaynak
Journal of Fluorine Chemistry
WoS Q Değeri
Q2
Scopus Q Değeri
Q2
Cilt
162
