Synthesis, structure and DNA binding studies of mononuclear copper(II) complexes with mixed donor macroacyclic ligands, 2,6-bis({N-[2&amp;3-(phenylselenato)alkyl]}benzimidoyl)-4-methylphenol

Verma, Vinay Kumar; Asatkar, Ashish K.; Jain, Tripti A.; Tripathi, Santosh Kumar; Singh, Rajendra; Hitchcock, Peter B.; Nigam, Siddhi; Gupta, Sushil K.

doi:10.1016/j.poly.2009.05.062

Cited by 15 publications

(3 citation statements)

References 59 publications

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“…The extent of the hypochromism commonly parallels the affinity of a compound binding to DNA and the strength of the intercalative interaction. 42 The binding constants (K b ) were calculated as 3.211 Â 10 5 M À1 (1) and 4.734 Â 10 4 M À1 (2), respectively, which are smaller than that of the classical intercalator EthBr. 43 The higher K b value for 1 compared to 2 shows that the binding ability of 1 to DNA was stronger than 2.…”

Section: Electronic Absorption Spectra Studiesmentioning

confidence: 93%

Two new mixed copper(ii)–dipeptide complexes of N,N-donor heterocycle ligands: studies on their non-covalent DNA binding, chemical nuclease, antioxidant and anticancer activities

et al. 2016

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Section: Electronic Absorption Spectra Studiesmentioning

confidence: 93%

Two new mixed copper(ii)–dipeptide complexes of N,N-donor heterocycle ligands: studies on their non-covalent DNA binding, chemical nuclease, antioxidant and anticancer activities

et al. 2016

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“…1 H-NMR spectra exhibit a significant downfield shift of phenolic OH (signals between 16.01 and 16.26 ppm) in comparison to mdbpH ( 12.2 ppm) due to intramolecular hydrogen bonding between the benzimidoyl nitrogen and the phenolic OH [59,60]. In fact, the downfield in them is more and so the intramolecular hydrogen bonding is greater, than in the corresponding selenium analogs ( 15.9 ppm) [47].…”

Section: Synthesis and Properties Of The Schiff Basesmentioning

confidence: 94%

“…A number of acyclic hybrid ligands with (O, N, Se/Te), (N 2 Se/Te), and (N 3 Se 2 /Te 2 ) have been recently reported [39][40][41][42][43][44][45][46]. We have very recently reported [47] synthesis of phenol-based Schiff bases, [PhSe(CH 2 ) n N¼CPh} 2 C 6 H 2 (4-Me)(OH)] (n ¼ 2, HL 1 ; n ¼ 3, HL 2 ) and their reactions with Cu(II) which yielded [Cu{(PhSe(CH 2 ) n N¼CPh}C 6 H 2 (4-Me)C(O)Ph} 2 )] (n ¼ 2, 1; n ¼ 3, 2). The present investigation deals with the synthesis and characterization of potentially pentadentate Te 2 N 2 O-type acyclic Schiff bases, 2,6-bis({N[2-phenyltellurato)alkyl]}benzimidoyl)-4-methylphenol,…”

Section: Introductionmentioning

confidence: 99%

Synthesis and structure of mononuclear copper(II) complexes with acyclic Schiff-base ligands containing organotellurium substituents: a comparative study with selenium analogs

Nair¹,

Verma²,

Verma³

et al. 2010

Journal of Coordination Chemistry

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2010) Synthesis and structure of mononuclear copper(II) complexes with acyclic Schiff-base ligands containing organotellurium substituents: a comparative study with selenium analogsTellurium-bearing acyclic Schiff bases, 2,6-bis ({N-[2-(phenyltellurato)ethyl]}benzimidoyl)-4-methylphenol (HL 3 ) and 2,6-bis ({N-[3-(phenyltellurato)propyl]}benzimidoyl)-4-methylphenol (HL 4 ) of the Te 2 N 2 O type have been prepared by condensation of 4-methyl-2,6-dibenzoylphenol (mdbpH) with the appropriate phenyltellurato(alkyl)amine. HL 3 and HL 4 have been characterized by mass spectrometry, IR, electronic and 1 H-NMR spectroscopies and cyclic voltammetry. Their reactions with Cu(II) acetate monohydrate in a 2 : 1 molar ratio in methanol yield [(C 6 H 2 (O)(Me){(C 6 H 5 )C¼N(CH 2 ) n Te(C 6 H 5 )}{(C 6 H 5 )C¼O}) 2 Cu] (3 (n ¼ 2), 4 (n ¼ 3)) as suggested by analytical and spectroscopic data and single crystal X-ray crystallography of 3. In both complexes, one arm of the ligand undergoes hydrolysis at the C¼N position and two molecules of the partially hydrolyzed ligand coordinate to Cu(II) through imido nitrogen and the phenolic oxygen. The telluriums do not form part of the copper(II) distorted square planar coordination sphere which has a trans-CuN 2 O 2 core. Electrochemical studies of 3 and 4 indicate quasi-reversible reductions (E 0 ¼ À1.113 V (3) and À1.149 V (4)) corresponding to the reduction of copper(II) to copper(I). The interactions of 3 and 4 with calf thymus DNA, investigated by spectrophotometry and cyclic voltammetry, indicate that 3 and 4 bind to DNA via intercalation, and the binding affinity of 3 is lower than that of its selenium analog.

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NMR of Organoselenium and Organotellurium Compounds

Panda

Singh

2012

Patai's Chemistry of Functional Groups

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This chapter gives a systematic account of and surveys the available data on 77 Se and 125 Te NMR spectra of organochalcogen compounds such as chacogenols, mono and dichalcogenides, chalcogenolates, tetra and hexa substituted chalcogen compounds, chalcogenyl halides, chalcogen‐containing heterocycles and macrocycles, chalcogen‐oxygen/nitrogen compounds, etc. The review is based on the literature from 1985 to 2011 and includes 780 references. The 77 Se/ 125 Te NMR spectra of organochalcogen compounds reveal expansive chemical shifts (δ Se /δ Te ) leading to sharp sensitivity of these nuclei (Se/Te) to their environment such as solvent, temperature, molecular geometry, ligand backbone, oxidation state, chelate ring size, steric strain, etc. This is well illustrated by the advantageous use of this spectroscopy in the successful determination of the solution state structure of several organochalcogen compounds. It is noted that the 125 Te and 77 Se chemical shifts of a large number of structurally similar organotellurium and selenium compounds show linear relationship.

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Synthesis, structure and DNA binding studies of mononuclear copper(II) complexes with mixed donor macroacyclic ligands, 2,6-bis({N-[2&3-(phenylselenato)alkyl]}benzimidoyl)-4-methylphenol

Cited by 15 publications

References 59 publications

Two new mixed copper(ii)–dipeptide complexes of N,N-donor heterocycle ligands: studies on their non-covalent DNA binding, chemical nuclease, antioxidant and anticancer activities

Two new mixed copper(ii)–dipeptide complexes of N,N-donor heterocycle ligands: studies on their non-covalent DNA binding, chemical nuclease, antioxidant and anticancer activities

Synthesis and structure of mononuclear copper(II) complexes with acyclic Schiff-base ligands containing organotellurium substituents: a comparative study with selenium analogs

NMR of Organoselenium and Organotellurium Compounds

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