SYNTHESIS, SPECTROSCOPIC CHARACTERIZATION, REDOX, AND BIOLOGICAL SCREENING STUDIES OF SOME SCHIFF BASE TRANSITION METAL(II) COMPLEXES DERIVED FROM SALICYLIDENE-4-AMINOANTIPYRINE AND 2-AMINOPHENOL/ 2-AMINOTHIOPHENOL

Синтез, спектроскопическая характеристика, редокс- и биологические скрининговые исследования некоторых комплексов переходных металлов(II) с Schiff‑основаниями, полученными из салицилальдегида‑4‑аминоантипирина и 2‑аминофенола/2‑аминотиофенола
K. Jeyasubramanian, Natarajan Raman, A. Kulandaisamy
2001-08-31

2-aminophenol / 2-aminothiophenol ligandsSchiff base transition metal(II) complexeselectrochemical behavior (cyclic voltammetry of Cu, Mn, VO complexes)salicylidene-4-aminoantipyrinespectroscopic characterization (IR, UV-Vis, 1H NMR, ESR)
Neutral complexes of Cu(II), Ni(II), Co(II), Mn(II), VO(IV) and Zn(II) have been synthesised from the Schiff bases derived from salicylidene-4-aminoantipyrine and 2-aminophenol/2-aminothiophenol. The structural features have been arrived at from their microanalytical, IR, UV-Vis., 1H NMR and ESR spectral data. All of the complexes exhibit square-planar geometry except the Mn(II) and VO(IV) complexes. The Mn(II) chelates show an octahedral environment and the VO(IV) chelates exist in a square-pyramidal geometry. The non-electrolytic and monomeric nature of the complexes are evidenced by their magnetic susceptibility and low conductance data. The electrochemical behaviour of the Cu(II), Mn(II) and VO(IV) complexes in DMSO at 300 °K were studied. [CuL1] complex shows an irreversible peak for the copper(II)/copper(I) couple at Epc1 = 0.16 V and Epa = 0.53V referenced to Ag/AgCl. The cyclic voltammogram of the [CuL2] complex in MeCN at 300°K shows a quasi-reversible peak for the couples copper(II)/copper(III) at Epc = 0.47 V and Epa = 0.61 V versus Ag/AgCl and two irreversible peaks for the copper(II) → copper(I) and copper(I) → copper(0) reduction at Epc = -0.63 V and -0.89 V, respectively. The [ MnL1] complex shows two irreversible couples, manganese(II)/manganese(I) and manganese(I)/manganese(0) at Epc = -0.10 V and -0.84 V with the direct oxidation at Epa = -0.70 V and -0.04 V, respectively. X-band ESR spectra of the Cu(II) and VO(IV) complexes in DMSO at 300 and 77°K were recorded and their salient features are reported. The biological activities of the metal chelates against the bacteria Staphylococcus aureus, Bacillus subtilis, Klebsiella pneumoniae, Salmonella typhi, Pseudomonas aeruginosa and Shigella flexneri and the fungi Aspergillus nigerand Rhizoctonia bataicolaare also reported. Most of the complexes have higher activities than those of the free Schiff bases and the control.
1
Electrochemical studies: [CuL1] shows an irreversible Cu(II)/Cu(I) redox at Epc1 = 0.16 V and Epa = 0.53 V (Ag/AgCl); [CuL2] shows quasi-reversible Cu(II)/Cu(III) at Epc = 0.47 V and Epa = 0.61 V and irreversible reductions at -0.63 V and -0.89 V; [MnL1] shows irreversible Mn(II)/Mn(I) and Mn(I)/Mn(0) reductions at Epc = -0.10 V and -0.84 V with oxidations at Epa = -0.70 V and -0.04 V.
2
Magnetic susceptibility and low conductance measurements show complexes are non-electrolytic and monomeric.
3
Most metal chelates display higher antibacterial and antifungal activities against tested strains than the corresponding free Schiff bases and the control.
4
Spectroscopic (IR, UV-Vis, 1H NMR, ESR) and microanalytical data indicate square-planar geometry for all complexes except Mn(II) (octahedral) and VO(IV) (square-pyramidal).
5
Synthesized neutral Schiff base complexes of Cu(II), Ni(II), Co(II), Mn(II), VO(IV), and Zn(II) from salicylidene-4-aminoantipyrine with 2-aminophenol/2-aminothiophenol.

Neutral transition metal(II)/VO(IV) complexes of Schiff bases derived from salicylidene-4-aminoantipyrine and 2-aminophenol or 2-aminothiophenol

Their synthesis, spectroscopic and microanalytical structural characterization (IR, UV-Vis, 1H NMR, ESR), redox/electrochemical behavior (cyclic voltammetry in DMSO/MeCN), magnetic/conductance properties, geometries, and antibacterial/antifungal biological activity compared to free Schiff bases

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2001-08-31
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K. Jeyasubramanian
Natarajan Raman
A. Kulandaisamy
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