Synthesis, characterization, nucleic acid interactions and photoluminescent properties of methaniminium hydrazone Schiff base and its Mn(II), Co(II), Ni(II), Cu(II), Zn(II) and Cd(II) complexes

Sennappan, M.; Krishna, P. Murali; Hosamani, Amar A.; Krishna, R. Hari

doi:10.1016/j.molstruc.2018.03.054

Cited by 30 publications

(10 citation statements)

References 28 publications

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“…The characteristic CN band occured at 1611 cm −1 in HL 1 , while the CN bands were observed at 1621 cm −1 for 1 and 1617 cm −1 for 2 , demonstrating the participation of an oxime nitrogen coordinated to metal ions. [ 43 ] Another important observation for the N–H stretching vibration at 3070 cm −1 in the ligand disappears in both complexes because of N‐metal coordination. The absent N–H band in complexes 1 and 2 leaded to the final result of the formation of the –NC– vibration.…”

Section: Resultsmentioning

confidence: 99%

Two dinuclear copper (II) and nickel (II) complexes based on 4‐(diethylamino)salicylaldehyde: X‐ray structures, spectroscopic, electrochemical, antibacterial, Hirshfeld surfaces analyses, and time‐dependent density functional theory calculations

Chai

Zhang

et al. 2020

Applied Organom Chemis

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The quinazoline-type ligand 2-(4-diethylamino-2-hydroxyphenyl)-4-methyl-1,-2-dihydroquinazoline 3-oxide (HL 1 ; H is the deprotonatable hydrogen) was prepared. Two 2-D supramolecular complexes [Cu 2 (L 2) 2 (NO 3) 2 ] (1) and [Ni 2 (L 2) 2 (CH 3 COO) 2 ] (2) (L 2 = 1-(2-{[(E)-(4-diethylamino-2-hydroxybenzylidene] amino} phenyl)ethanone oxime) were synthesized using HL 1 and characterized by elemental analysis, spectroscopic methods, and single-crystal X-ray diffraction studies. It revealed that 1 had coordinated two nitrate ions whereas 2 had acetate ions. In the crystal structures, six-coordinated Cu (II) complex 1 formed an infinite 2-D and X-shaped 3-D supramolecular frameworks. Simultaneously, Ni (II) complex 2 assembled into wavy 2-D networks. Furthermore, electrochemical properties and antimicrobial activities of all compounds were as well investigated. Afterwards, the electrophilic and nucleophilic attack sites identified by electrostatic potential (ESP) calculations confirmed that hydrogen bonds were observed in the optimized structure of the crystal, and the closest contact between the active atoms of both complexes was confirmed through Hirshfeld surface analysis and time-dependent density functional theory (TD-DFT) calculations.

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Section: Resultsmentioning

confidence: 99%

Two dinuclear copper (II) and nickel (II) complexes based on 4‐(diethylamino)salicylaldehyde: X‐ray structures, spectroscopic, electrochemical, antibacterial, Hirshfeld surfaces analyses, and time‐dependent density functional theory calculations

Chai

Zhang

et al. 2020

Applied Organom Chemis

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“…So far, hydrazone-based metal complexes have received considerable attention from chemists in many applications such as chromogenic reagents in the spectrophotometric determination of transition-metal ions, metal extracts and biologically active compounds [ 9 ]. They have also been demonstrated to possess diverse pharmacological properties [ 10 , 11 , 12 , 13 , 14 , 15 , 16 , 17 ], catalytic properties [ 18 , 19 ], adsorption properties [ 20 , 21 ], electrochemical properties [ 22 ], luminescent properties [ 23 , 24 ], etc.…”

Section: Introductionmentioning

confidence: 99%

Self-Assembly by Tridentate or Bidentate Ligand: Synthesis and Vapor Adsorption Properties of Cu(II), Zn(II), Hg(II) and Cd(II) Complexes Derived from a Bis(pyridylhydrazone) Compound

Liu

Chen

et al. 2020

Molecules

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Four complexes, [Cu4L2(OCH3)2(CH3OH)2]·2H2O (1), [Zn2L2Cl4]·2H2O·2CH3OH (2), [Hg2L2Br4]·4CH3OH (3), and {[CdL2Cl2]·4H2O·4CH3OH}n (4), have been synthesized and characterized from a bis(pyridylhydrazone) ligand (L) with copper(II), zinc(II), mercury(II) or cadmium(II), respectively. Complex 1 exists as a centrosymmetric tetranuclear dimer with L as deprotonated tridentate ligand. Complexes 2 and 3 exist as centrosymmetric metallamacrocycles with L as bidentate ligand. Complex 4 exists as a 1D looped-chain coordination polymer. The thermal stabilities and vapor adsorption properties of the four complexes were investigated as well.

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“…DNA binding ability of organic molecules 1 and 2 in DMSO are examined in 50 mM Tris–HCl/NaCl buffer solution at pH 7.0. Molar absorbance coefficient of CT-DNA (6600 dm 3 mol −1 cm −1 ) at 260 nm was used to calculate the concentration of nucleic acid 55 . The CT-DNA in buffer solution gave a ratio of absorbance at 260 and 280 nm (A260/A280) is 1.83, divulged that protein free nature of DNA 55 .…”

Section: Methodsmentioning

confidence: 99%

“…Molar absorbance coefficient of CT-DNA (6600 dm 3 mol −1 cm −1 ) at 260 nm was used to calculate the concentration of nucleic acid 55 . The CT-DNA in buffer solution gave a ratio of absorbance at 260 and 280 nm (A260/A280) is 1.83, divulged that protein free nature of DNA 55 . Electronic absorption spectroscopic titrations were performed varying the concentration of nucleic acid from 0 to 2.5 × 10 −5 M, while molecules remained constant (0.01 M).…”

Section: Methodsmentioning

confidence: 99%

C-demethylation and 1, 2-amino shift in (E)-2-(1-(3-aminophenyl) ethylidene)hydrazinecarboxamide to (E)-2-(2-aminobenzylidene)hydrazinecarboxamide and their applications

Sennappan

Skariyachan

Managutti

et al. 2020

Sci Rep

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A Novel (E)-2-(1-(3-aminophenyl)ethylidene)hydrazinecarboxamide 1 was synthesized by traditional method and converted to (E)-2-(2-aminobenzylidene)hydrazinecarboxamide 2 by single step in DMSO at room temperature. Synthesized compound 1 was analysed by spectroscopy (NMR and LC–MS) techniques and molecule 2 was characterized using single crystal X-ray diffraction and spectroscopy (NMR and GC–MS) techniques. These analytical technique results revealed that, C-demethylation and 1, 2 amino shift in phenyl ring of compound 1 gives molecule 2. DNA binding studies of compounds 1 and 2 was carried out by electronic absorption spectroscopy. This result revealed that, compounds 1 and 2 showed hyperchromism with bathochromic shift. Anticancer activity of compounds 1 and 2 is carried out by molecular docking with five receptors.Computer aided virtual screening demonstrated that the synthesized molecules possess ideal drug likeliness, pharmacokinetics features, toxicity profile for structure based drug discovery. The molecular docking studies revealed that the synthesized molecules are significant binding with the five selected cancer receptors with minimum binding energy (kcal/mol), number of hydrogen bonds, weak interaction, docking score and cluster RMS. The docking studies also suggested that the molecules showed interactions with DNA and the theoretical values of the binding are comparable with that of the experimental values. Hirshfeld surface analysis was used to analyze and quantify the intermolecular interactions in the crystal structure of compound 2.

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Synthesis, characterization, nucleic acid interactions and photoluminescent properties of methaniminium hydrazone Schiff base and its Mn(II), Co(II), Ni(II), Cu(II), Zn(II) and Cd(II) complexes

Cited by 30 publications

References 28 publications

Two dinuclear copper (II) and nickel (II) complexes based on 4‐(diethylamino)salicylaldehyde: X‐ray structures, spectroscopic, electrochemical, antibacterial, Hirshfeld surfaces analyses, and time‐dependent density functional theory calculations

Two dinuclear copper (II) and nickel (II) complexes based on 4‐(diethylamino)salicylaldehyde: X‐ray structures, spectroscopic, electrochemical, antibacterial, Hirshfeld surfaces analyses, and time‐dependent density functional theory calculations

Self-Assembly by Tridentate or Bidentate Ligand: Synthesis and Vapor Adsorption Properties of Cu(II), Zn(II), Hg(II) and Cd(II) Complexes Derived from a Bis(pyridylhydrazone) Compound

C-demethylation and 1, 2-amino shift in (E)-2-(1-(3-aminophenyl) ethylidene)hydrazinecarboxamide to (E)-2-(2-aminobenzylidene)hydrazinecarboxamide and their applications

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