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A series of iminopyridine complexes of platinum(II), bearing a flexible diethereal, aryl terminated residue, where the size of aryl group is varied from phenyl to 9-anthracenyl, was synthesized. The new complexes are soluble and stable in DMSO/H 2 O mixtures. Besides the metal center, aryl groups are available for further interactions with DNA, due to the good side chain flexibility. The new aryl functionalized iminopyridine dichlorido platinum(II) complexes show a significant antiproliferative activity on ovarian carcinoma cells and notably, complex 13 is able to overcome cisplatin resistance. The study of the interaction mode of 13 with DNA highlighted the ability to form a molecular complex characterized by a dual (intercalative and groove binding) geometry. The complex is also able to covalently add to DNA even though interstrand cross-links appear significantly hampered with respect to cisplatin. The interactions with the macromolecule are discussed in view of the observed cell effect., (Copyright © 2020 Elsevier Inc. All rights reserved.)

New pyridinimino complexes of platinum(II) [PtCl 2 (N^N-R)] (N^N = 2-pyridylmethanimino, R = -(CH 2 ) 2 O(CH 2 ) 2 OH, -(CH) 2 O(CH 2 ) 2 OCH 2 Pyr), Pyr = pyren-1-yl) have been prepared. They are characterized by a dioxygenated alkyl side chain and, in one case, by a fluorescent terminal 1-pyrenyl residue. The complexes were characterized by elemental analysis, IR, 1 H-, 13 C-and 195 Pt NMR spectroscopies. For [PtCl 2 (N^N-(CH 2 ) 2 O(CH 2 ) 2 OH] the molecular structure was determined by single crystal X-ray diffraction. The complexes are soluble and stable in DMSO/H 2 O (80/20, v/v). The pyrenyl terminated compound was tested as antiproliferative agent against selected human cancer cell lines. Comparable cytotoxic effect was obtained on human ovarian carcinoma A-2780 and A-2780cis cells, thus suggesting a certain ability to circumvent cisplatin resistance. The interaction of this complex with DNA was investigated by linear flow dichroism and by spectrophotometric (absorbance and fluorescence) titrations. Both techniques enlightened the presence of a complex mode of interaction with DNA, involving both groove binding and intercalation., (Copyright © 2019 Elsevier Inc. All rights reserved.)