In:
European Journal of Inorganic Chemistry, Wiley, Vol. 2017, No. 40 ( 2017-11-02), p. 4773-4783
Abstract:
A series of five iron(III) complexes, namely [Fe( HL 1 )Cl 2 ] ( 1 ), [Fe( HL 2 )Cl 2 ] · 1.6H 2 O ( 2· 1.6H 2 O), [Fe( HL 3 )(MeOH)Cl 2 ] · 0.5H 2 O ( 3· 0.5H 2 O), [Fe( HL 4 )(MeOH)Cl 2 ] · 0.5H 2 O ( 4· 0.5H 2 O) and [Fe( HL 4 )(DMF)Cl 2 ] · 0.5Et 2 O · H 2 O ( 4′· 0.5Et 2 O · H 2 O), where H 2 L 1 = l ‐proline‐salicylaldehyde–thiosemicarbazone ( l ‐Pro‐STSC), H 2 L 2 = pyrrolidine‐substituted l ‐Pro‐STSC, H 2 L 3 = phenyl‐substituted l ‐Pro‐STSC, and H 2 L 4 = naphthyl‐substituted l ‐Pro‐STSC, have been synthesized. The two ligand precursors ( H 2 L 3 and H 2 L 4 ) and iron complexes were characterized by elemental analysis, spectroscopic methods (UV/Vis, IR, and NMR), ESI mass spectrometry, cyclic voltammetry, and single‐crystal X‐ray crystallography ( 1–3 and 4′ ). Magnetic properties of the five‐coordinate complex 2 and six‐coordinate complex 4 have also been investigated. The antiproliferative activity of the organic hybrids and their iron(III) complexes have been studied in vitro in five human cell lines and one murine cancer cell line, namely HeLa (cervical cancer), FemX (melanoma), A549 (alveolar basal adenocarcinoma), LS‐174 (colon cancer), MDA‐MB‐453 (breast cancer) and MS1 (transformed murine endothelial), as well as in human noncancerous fetal lung fibroblast cell line (MRC‐5). According to the structure–activity relationship, introduction of aromatic groups such as phenyl or naphthyl enhances the cytotoxic potency of the hybrids in the following order H 2 L 1 〈 H 2 L 2 〈 H 2 L 3 〈 H 2 L 4 . Coordination of the hybrids to iron(III) improves their antiproliferative activity in the majority of investigated cell lines with exception of H 2 L 3 in LS‐174, H 2 L 4 in MS1, and both H 2 L 3 and H 2 L 4 in FemX cell lines, where an opposite effect was observed.
Type of Medium:
Online Resource
ISSN:
1434-1948
,
1099-0682
DOI:
10.1002/ejic.v2017.40
DOI:
10.1002/ejic.201700962
Language:
English
Publisher:
Wiley
Publication Date:
2017
detail.hit.zdb_id:
1475009-0
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