DNA interaction and cleavage studies of ancillary chiral ligand and N,N-donor ligands coordinated platinum(II) complexes

Four new platinum(II) complexes [Pt(dpen)(bpy)](ClO4)2 (1), [Pt(dpen)(phen)](ClO4)2 (2), [Pt(dpen)(dpq)](ClO4)2 (3) and [Pt(dpen)(dppz)](ClO4)2 (4) comprising of different N,N-donor ligands, viz., 2,2′-bipyridine (bpy), 1,l0-phenanthroline (phen), dipyridoquinoxaline (dpq), dipyrido-[3,2-d:2¢,3¢-f–phenazine] (dppz), and chiral ancillary ligand 1R,2R-1,2-diphenylethylenediamine (dpen) have been synthesized and characterized. The interaction of these complexes 1–4 with calf-thymus DNA (CT-DNA) has been explored using absorption, circular dichroism spectral and cyclic voltammetric studies. The absorption spectrum of complex 4 with dppz ligand exhibits a major red shift with an overall hypochromic as well as a hyperchromic effect in the presence of DNA, other complexes (1–3) show only hypochromism. From these absorption spectral studies, the intercalative ability of the complexes follows the order as, 4 > 3 > 2 > 1, which is further confirmed by CD and cyclic voltammetry measurements. CD spectral studies show that DNA becomes more A-like upon interaction with the complexes 1 & 2 but the complexes 3 & 4 bring about B-form to Z- form DNA conformational transition. The DNA cleavage study of these Pt(II) complexes 1–4 carried out by gel electrophoresis revealed that complexes 1–4 can cleave super coiled (SC) pUC18 DNA efficiently into open circular form (form II) under hydrolytic and oxidative conditions.

[1]  Youngmee Kim,et al.  Synthesis, DNA binding profile and DNA cleavage pathway of divalent metal complexes , 2015 .

[2]  A. Riyasdeen,et al.  Mixed ligand copper(II) complexes of 1,10-phenanthroline with tridentate phenolate/pyridyl/(benz)imidazolyl Schiff base ligands: covalent vs non-covalent DNA binding, DNA cleavage and cytotoxicity. , 2014, Journal of inorganic biochemistry.

[3]  K. Anitha,et al.  Synthesis, characterization, DNA-binding and cleavage studies of polypyridyl copper(II) complexes , 2014 .

[4]  S. Chandra,et al.  Spectroscopic and biological approach in the characterization of a novel 14-membered [N4] macrocyclic ligand and its palladium(II), platinum(II), ruthenium(III) and iridium(III) complexes. , 2014, Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy.

[5]  K. B. Garbutcheon-Singh,et al.  Cytotoxic platinum(II) intercalators that incorporate 1R,2R-diaminocyclopentane. , 2013, Dalton transactions.

[6]  M. A. Akbarsha,et al.  Efficient DNA cleavage mediated by mononuclear mixed ligand copper(II) phenolate complexes: the role of co-ligand planarity on DNA binding and cleavage and anticancer activity. , 2012, Journal of inorganic biochemistry.

[7]  S. Bernhard,et al.  Cyclometalated platinum(II) diimine complexes: synthetically tuning the photophysical and electrochemical properties. , 2012, Dalton transactions.

[8]  R. Jadeja,et al.  Synthesis and crystal structure of a series of pyrazolone based Schiff base ligands and DNA binding studies of their copper complexes , 2012 .

[9]  Zhang Liping,et al.  Tuning the Excited‐state Properties of Cyclometalated Platinum (II) Complexes of 6‐Phenyl‐2,2′‐bipyridine by Ancillary Acetylide Ligand , 2010 .

[10]  V. S. Periasamy,et al.  Induction of cell death by ternary copper(II) complexes of L-tyrosine and diimines: role of coligands on DNA binding and cleavage and anticancer activity. , 2009, Inorganic chemistry.

[11]  B. Nair,et al.  Cobalt complexes of terpyridine ligand: crystal structure and photocleavage of DNA. , 2007, Journal of inorganic biochemistry.

[12]  Li Feng,et al.  Synthesis, crystal structure, magnetic property and nuclease activity of a new binuclear cobat(II) complex , 2007 .

[13]  A. Patra,et al.  Synthesis, crystal structure, DNA binding and photo-induced DNA cleavage activity of (S-methyl-L-cysteine)copper(II) complexes of heterocyclic bases. , 2007, Journal of inorganic biochemistry.

[14]  Mudasir,et al.  Base-specific and enantioselective studies for the DNA binding of iron(II) mixed-ligand complexes containing 1,10-phenanthroline and dipyrido[3,2-a:2',3'-c]phenazine. , 2007, Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy.

[15]  H. Stoeckli-Evans,et al.  Structures, spectra, and DNA-binding properties of mixed ligand copper(II) complexes of iminodiacetic acid: the novel role of diimine co-ligands on DNA conformation and hydrolytic and oxidative double strand DNA cleavage. , 2006, Journal of inorganic biochemistry.

[16]  J. Collins,et al.  Synthesis, Characterisation and Biological Activity of Chiral Platinum(II) Complexes , 2006 .

[17]  M. D. Di Pietro,et al.  DNA interaction of platinum(II) complexes with 1,10-phenanthroline and extended phenanthrolines. , 2006, Inorganic chemistry.

[18]  S. Tabassum,et al.  Novel Bimetallic Complexes of Copper, Nickel and Manganese Derived from the Cobalt(III) Complex and their Interaction Studies with Calf Thymus DNA , 2005 .

[19]  L. Ji,et al.  DNA Interactions with Ruthenium(ll) Polypyridine Complexes Containing Asymmetric Ligands , 2005, Bioinorganic chemistry and applications.

[20]  Beom-Seok Yang,et al.  Novel platinum complexes having chirality and free tertiary amine groups for multiple interactions with DNA , 2004 .

[21]  M. Nethaji,et al.  Different modes of DNA cleavage activity of dihydroxo-bridged dicopper(II) complexes having phenanthroline bases. , 2004, Journal of inorganic biochemistry.

[22]  Xuefeng Wu,et al.  Crystal structure, DNA-binding ability and cytotoxic activity of platinum(II) 2,2′-dipyridylamine complexes , 2004 .

[23]  Jim A. Thomas,et al.  Kinetically inert transition metal complexes that reversibly bind to DNA. , 2003, Chemical Society reviews.

[24]  M. Hur,et al.  Comparative binding of antitumor drugs to DNA containing the telomere repeat sequence , 2002, Experimental & Molecular Medicine.

[25]  M. Palaniandavar,et al.  Spectral, viscometric and electrochemical studies on mixed ligand cobalt(III) complexes of certain diimine ligands bound to calf thymus DNA , 2002 .

[26]  J. M. Pratt,et al.  Cytotoxicity of 2,2':6',2' '-terpyridineplatinum(II) complexes against human ovarian carcinoma. , 1999, Journal of medicinal chemistry.

[27]  Miaomiao Wang,et al.  Spontaneous Assembly of Helical Cyanine Dye Aggregates on DNA Nanotemplates , 1999 .

[28]  J. Collins,et al.  A 1H NMR Study of the DNA Binding of Ruthenium(II) Polypyridyl Complexes , 1998 .

[29]  J. Perez,et al.  Synthesis, characterization, and DNA modification induced by a novel Pt-berenil compound with cytotoxic activity. , 1996, Journal of inorganic biochemistry.

[30]  Scott D. Cummings,et al.  Tuning the Excited-State Properties of Platinum(II) Diimine Dithiolate Complexes , 1996 .

[31]  J. Barton,et al.  DNA recognition by rhodium(III) polyamine intercalators: Considerations of hydrogen bonding and van der Waals interactions , 1993 .

[32]  B. Van Houten,et al.  B----Z DNA conformational changes induced by a family of dinuclear bis(platinum) complexes. , 1992, Nucleic acids research.

[33]  J. Sun,et al.  The cyclic voltammetric study of iron-tallysomycin in the absence and presence of DNA. , 1990, Journal of inorganic biochemistry.

[34]  B. Nordén,et al.  ENANTIOPREFERENTIAL DNA-BINDING OF RU-II(1,10-PHENANTHROLINE)3 2+ STUDIED WITH LINEAR AND CIRCULAR-DICHROISM , 1990 .

[35]  Michael T. Carter,et al.  Voltammetric studies of the interaction of metal chelates with DNA. 2. Tris-chelated complexes of cobalt(III) and iron(II) with 1,10-phenanthroline and 2,2'-bipyridine , 1989 .

[36]  B. Nordén,et al.  Enantioselective interactions of inversion‐labile trigonal iron(II) complexes upon binding to DNA , 1986, Biopolymers.

[37]  L. Minchenkova,et al.  Different conformations of double‐stranded nucleic acid in solution as revealed by circular dichroism , 1973, Biopolymers.