Spectral and structural studies of copper(II) complexes of thiosemicarbazones derived from salicylaldehyde and containing ring incorporated at N(4)-position

Latheef, Leji; Kurup, M.R. Prathapachandra

doi:10.1016/j.saa.2007.07.015

Cited by 56 publications

(22 citation statements)

References 37 publications

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“…Also, in the spectrum of ligand HL two bands appear at 1276, 815 cm´1 assigned to the υ(C=S) + υ(C=N) frequencies, respectively, and the υ(C=S) (tioamide IV) frequency. In the complexes' spectra these bands are shifted towards lower frequencies indicating the coordination of the thione/thiol sulphur [35,36]. On the other hand, in the spectra of all complexes (except 2) the emergence of a new band in the 581-628 cm´1 range, due to υ(C-S) vibration is also a sign of sulphur coordination in the thiol form.…”

Section: Infrared Spectra and Coordination Modementioning

confidence: 91%

Synthesis and Characterization of Novel Cu(II), Pd(II) and Pt(II) Complexes with 8-Ethyl-2-hydroxytricyclo(7.3.1.02,7)tridecan-13-one-thiosemicarbazone: Antimicrobial and in Vitro Antiproliferative Activity

et al. 2016

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New Cu(II), Pd(II) and Pt(II) complexes, (Cu(L)(H 2 O) 2 (OAc)) ( 1 ), (Cu(HL)(H 2 O) 2 (SO 4 )) ( 2 ), (Cu(L)(H 2 O) 2 (NO 3 )) ( 3 ), (Cu(L)(H 2 O) 2 (ClO 4 )) ( 4 ), (Cu(L) 2 (H 2 O) 2 ) ( 5 ), (Pd(L)(OAc))H 2 O ( 6 ), and (Pt(L) 2 ) ( 7 ) were synthesized from 8-ethyl-2-hydroxytricyclo(7.3.1.0 2,7 )tridecan-13-one thiosemicarbazone ( HL ). The ligand and its metal complexes were characterized by IR, 1 H-NMR, 13 C-NMR, UV-Vis, FAB, EPR, mass spectroscopy, elemental and thermal analysis, magnetic susceptibility measurements and molar electric conductivity. The free ligand and the metal complexes have been tested for their antimicrobial activity against E. coli , S. enteritidis , S. aureus , E. faecalis, C. albicans and cytotoxicity against the NCI-H1573 lung adenocarcinoma, SKBR-3 human breast, MCF-7 human breast, A375 human melanoma and HL-60 human promyelocytic leukemia cell lines. Copper complex 2 exhibited the best antiproliferative activities against MCF-7 human breast cancer cells. A significant inhibition of malignant HL-60 cell growth was observed for copper complex 2 , palladium complex 6 and platinum complex 7 , with IC 50 values of 1.6 µM, 6.5 µM and 6.4 µM, respectively.

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Section: Infrared Spectra and Coordination Modementioning

confidence: 91%

Synthesis and Characterization of Novel Cu(II), Pd(II) and Pt(II) Complexes with 8-Ethyl-2-hydroxytricyclo(7.3.1.02,7)tridecan-13-one-thiosemicarbazone: Antimicrobial and in Vitro Antiproliferative Activity

et al. 2016

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“…The empirical factor f = g || /A || (cm −1 ) is an index of tetragonal distortion and depends on the nature of the coordinated atom. In all the compounds, f falls in the range 114-150 cm −1 corresponding to a Cu(II) center with medium to extreme distortion [43].…”

Section: Electron Paramagnetic Resonance Spectramentioning

confidence: 99%

Copper(II) complexes derived from di-2-pyridyl ketone-N4-phenyl-3-semicarbazone: Synthesis and spectral studies

Reena

Kurup

2010

Spectrochimica Acta Part A: Molecular and Biomolecular Spectros

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(5) of di-2-pyridyl ketone-N 4 -phenyl-3-semicarbazone (HL) were synthesized and characterized by elemental analyses and electronic, infrared and EPR spectral techniques. In all these complexes the semicarbazone undergoes deprotonation and coordinates through enolate oxygen, azomethine and pyridyl nitrogen atoms. All the complexes are EPR active due to the presence of an unpaired electron. EPR spectra of all the complexes in DMF at 77 K suggest axial symmetry and the presence of half field signals for the complexes 1 and 3 indicates dimeric structures.

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“…As a result, the heterocyclic base adopts axial‐equatorial coordination. This is as opposed to the binding of monoanionic ONS‐donor ligand [2‐(3‐bromo‐5‐chloro‐2‐hydroxy benzylidene)‐N‐phenylhydrazinecarbothioamide] and indicates axial sulfur binding to copper (II) in a ternary structure within the sight of a NN‐donor heterocyclic base …”

Section: Resultsmentioning

confidence: 99%

Ternary Copper (II) complex based chemical probes for DNA targeting: Cytotoxic activity under visible light

Shanmugaiah¹,

Palsamy²,

Ravi

et al. 2018

Applied Organom Chemis

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Among the bio‐metals, copper derivatives of O, N, S donor salicylaldehyde thiosemicarbazones have been obtained large interest due to their potential biological applications. Multisubstituted thiosemicarbazone ligand HL derived, new ternary Cu (II) complexes of [Cu(L)(bpy)] (1) and [Cu(L)(phen)] (2) (where, bpy is 2,2′‐bipyridine and phen is 1,10‐phenanthroline) have been synthesized and characterized using different physico‐chemical techniques. Complexes 1 and 2 are structurally characterized by single crystal X‐ray diffraction analysis, which reveals the trigonal bipyramidal distorted square based pyramid geometry of both the complexes 1 and 2 with ONS‐donor thiosemicarbazone bonded at the upper plane. The ground state electronic structures of complexes 1 and 2 have been investigated by using DFT/B3LYP theoretical evaluation with 6‐31G (d,p) and LANL2DZ basis set. The affinity towards DNA and human serum albumin has been evaluated using computational docking analysis and complex 2 exposes significant binding ability towards DNA and human serum albumin, because of its immense hydrophobicity. Consequently, complex 2 have higher antimicrobial in addition to the cytotoxic activity than complex 1 and free ligand HL under visible light. Along with, their apoptosis pathway of cytotoxicity has been evaluated by fluorescent microscopic analysis using acridine orange/ethidium bromide (AO/EB) stains. From these preliminary investigations, we believe that complex 2 can play a role as a more robust pharmacological agent.

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Spectral and structural studies of copper(II) complexes of thiosemicarbazones derived from salicylaldehyde and containing ring incorporated at N(4)-position

Cited by 56 publications

References 37 publications

Synthesis and Characterization of Novel Cu(II), Pd(II) and Pt(II) Complexes with 8-Ethyl-2-hydroxytricyclo(7.3.1.02,7)tridecan-13-one-thiosemicarbazone: Antimicrobial and in Vitro Antiproliferative Activity

Synthesis and Characterization of Novel Cu(II), Pd(II) and Pt(II) Complexes with 8-Ethyl-2-hydroxytricyclo(7.3.1.02,7)tridecan-13-one-thiosemicarbazone: Antimicrobial and in Vitro Antiproliferative Activity

Copper(II) complexes derived from di-2-pyridyl ketone-N4-phenyl-3-semicarbazone: Synthesis and spectral studies

Ternary Copper (II) complex based chemical probes for DNA targeting: Cytotoxic activity under visible light

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