TY - JOUR
T1 - Synthesis, structure, DNA binding and photonuclease activity of a nickel(II) complex with a N,N′-Bis(salicylidene)-9-(3,4-diaminophenyl) acridine ligand
AU - Mariappan, Mariappan
AU - Suenaga, Masahiko
AU - Mukhopadhyay, Abhik
AU - Maiya, Bhaskar G.
N1 - Funding Information:
We are grateful to the DST, New Delhi , for their financial support. M.M. and A.M. thank CSIR for research fellowships. M.S. thanks to Dr. Stewart, who is a developer of MOPAC, for his helpful advice on structure optimization of DNA intercalator complexes. The authors are also thankful to the University Grant Commission (UGC), New Delhi for the facilities provided under the Universities with Potential for Excellence (UPE) program. X-ray crystallographic data were obtained from the National Single Crystal Diffractometer Facility (established by the Department of Science and Technology, New Delhi) at the School of Chemistry, University of Hyderabad. We also thank Prof. Samudranil Pal for valuable discussions. M.M. expresses sincere thanks to the valuable suggestions made by Dr. Liu and Dr. Scott for a critical reading of the manuscript.
PY - 2012/7/15
Y1 - 2012/7/15
N2 - A new class of salen functionalized novel ligand N,N′- Bis(salicylidene)-9-(3,4-diaminophenyl)acridine, H2daasal (two potential intercalators, salen and acridine, which are linked together via C-C bond) and its metal complex [Ni(daasal)] have been synthesized and characterized by X-ray diffraction, elemental analysis, UV-Vis, IR, 1H NMR, MALDI-TOF mass spectrometry and cyclic voltammetry methods. From the crystal structure, the salphen moiety is not coplanar with the acridine ring, having a dihedral angle of 68° and 76° in both H2daasal and [Ni(daasal)], respectively. [Ni(daasal)] shows a reversible oxidation cyclic voltammetric response near 1.03 V versus SCE in CH3CN (0.1 M TBAP) assignable to the Ni(II)/Ni(III) couple. The interaction of these compounds with calf-thymus (CT) DNA was examined using spectroscopic and viscosity measurements. These studies reveal that both compounds bind to CT DNA via an intercalative mode. Molecular-modeling studies also support an intercalative mode of binding to the model duplex d(CGCAATTGCG)2 possibly from the major groove with a slight preference for GC rich region. Additionally, [Ni(daasal)] promotes the cleavage of plasmid pBR322 DNA upon irradiation under terminal oxidant Oxone.
AB - A new class of salen functionalized novel ligand N,N′- Bis(salicylidene)-9-(3,4-diaminophenyl)acridine, H2daasal (two potential intercalators, salen and acridine, which are linked together via C-C bond) and its metal complex [Ni(daasal)] have been synthesized and characterized by X-ray diffraction, elemental analysis, UV-Vis, IR, 1H NMR, MALDI-TOF mass spectrometry and cyclic voltammetry methods. From the crystal structure, the salphen moiety is not coplanar with the acridine ring, having a dihedral angle of 68° and 76° in both H2daasal and [Ni(daasal)], respectively. [Ni(daasal)] shows a reversible oxidation cyclic voltammetric response near 1.03 V versus SCE in CH3CN (0.1 M TBAP) assignable to the Ni(II)/Ni(III) couple. The interaction of these compounds with calf-thymus (CT) DNA was examined using spectroscopic and viscosity measurements. These studies reveal that both compounds bind to CT DNA via an intercalative mode. Molecular-modeling studies also support an intercalative mode of binding to the model duplex d(CGCAATTGCG)2 possibly from the major groove with a slight preference for GC rich region. Additionally, [Ni(daasal)] promotes the cleavage of plasmid pBR322 DNA upon irradiation under terminal oxidant Oxone.
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U2 - 10.1016/j.ica.2012.04.016
DO - 10.1016/j.ica.2012.04.016
M3 - Article
AN - SCOPUS:84861164212
SN - 0020-1693
VL - 390
SP - 95
EP - 104
JO - Inorganica Chimica Acta
JF - Inorganica Chimica Acta
ER -