Coordination chemistry and bioactivity of Ni2+, Cu2+, Cd2+ and Zn2+ complexes containing bidentate schiff bases derived from S-benzyldithiocarbazate and the X-ray crystal structure of bis[S-benzyl-β-N-(5-methyl-2-furylmethylene)dithiocarbazato]cadmium(II)

M. T H Tarafder, Khoo Teng Jin, Karen A. Crouse, A. M. Ali, Bohari Mohd. Yamin, H. K. Fun

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122 Citations (Scopus)

Abstract

New bidentate isomeric NS and NS' Schiff bases were derived from the condensation of S-benzyldithiocarbazate (SBDTC) with 5-methyl-2-furyldehyde and 2-furyl-methylketone. Reaction of NS ligand with Ni(II), Cu(II), Cd(II) and Zn(II) salts gave solid complexes. Only the Ni(II) complex of the NS′ ligand was isolated. All complexes were characterized by a variety of physico-chemical techniques, viz. elemental analyses, molar conductivity, i.r. and electronic spectral studies. The Schiff bases behaved as uninegatively charged bidentate ligands. Square-planar structures have been proposed for the Cu(II) complex containing the NS Schiff base ligand and the Ni(II) complexes of the bidentate NS and NS′ Schiff base ligands. Single crystal X-ray diffraction study of [Cd(NS)2] showed that the complex was bis chelated with a distorted tetrahedral structure. The antimicrobial properties of the Schiff bases and their metal complexes indicate that the organic compounds are stronger antifungal agents than their complexes with the metals studied. However, the zinc complex of the Schiff base, S-benzyl-β-N-(5-methyl-2-furyl)methylenedithiocarbazate, (NS), was found to be highly active against CEM-SS (Human cell T-lymphoblastic leukemia) with a CD50 value of 2.0 μg cm-3, while [Cd(NS)2] was moderately active with a CD50 value of 4.95 μg cm-3. None of the compounds were found to be active against HT-29 (Human colon adenocarcinoma cells). The bioactivity of a previously reported tridentate NNS Schiff base (SBD1) and its metal complexes with nickel(II) and copper(II) are also discussed.

Original languageEnglish
Pages (from-to)2547-2554
Number of pages8
JournalPolyhedron
Volume21
Issue number25-26
Publication statusPublished - 1 Dec 2002

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Schiff Bases
Bioactivity
Cadmium
cadmium
imines
Crystal structure
Ligands
X-Rays
chemistry
X rays
crystal structure
Coordination Complexes
ligands
Metal complexes
x rays
Antifungal agents
metals
Organic compounds
Condensation
leukemias

Keywords

  • Bioactivity of metal complexes
  • Bioactivity of Schiff bases
  • Crystal structure of Cd(II) complexes
  • Metal complexes
  • S-Benzyldithiocarbazate

ASJC Scopus subject areas

  • Biochemistry
  • Inorganic Chemistry
  • Physical and Theoretical Chemistry
  • Materials Chemistry

Cite this

@article{5393692600b64197b0893bed7b94653e,
title = "Coordination chemistry and bioactivity of Ni2+, Cu2+, Cd2+ and Zn2+ complexes containing bidentate schiff bases derived from S-benzyldithiocarbazate and the X-ray crystal structure of bis[S-benzyl-β-N-(5-methyl-2-furylmethylene)dithiocarbazato]cadmium(II)",
abstract = "New bidentate isomeric NS and NS' Schiff bases were derived from the condensation of S-benzyldithiocarbazate (SBDTC) with 5-methyl-2-furyldehyde and 2-furyl-methylketone. Reaction of NS ligand with Ni(II), Cu(II), Cd(II) and Zn(II) salts gave solid complexes. Only the Ni(II) complex of the NS′ ligand was isolated. All complexes were characterized by a variety of physico-chemical techniques, viz. elemental analyses, molar conductivity, i.r. and electronic spectral studies. The Schiff bases behaved as uninegatively charged bidentate ligands. Square-planar structures have been proposed for the Cu(II) complex containing the NS Schiff base ligand and the Ni(II) complexes of the bidentate NS and NS′ Schiff base ligands. Single crystal X-ray diffraction study of [Cd(NS)2] showed that the complex was bis chelated with a distorted tetrahedral structure. The antimicrobial properties of the Schiff bases and their metal complexes indicate that the organic compounds are stronger antifungal agents than their complexes with the metals studied. However, the zinc complex of the Schiff base, S-benzyl-β-N-(5-methyl-2-furyl)methylenedithiocarbazate, (NS), was found to be highly active against CEM-SS (Human cell T-lymphoblastic leukemia) with a CD50 value of 2.0 μg cm-3, while [Cd(NS)2] was moderately active with a CD50 value of 4.95 μg cm-3. None of the compounds were found to be active against HT-29 (Human colon adenocarcinoma cells). The bioactivity of a previously reported tridentate NNS Schiff base (SBD1) and its metal complexes with nickel(II) and copper(II) are also discussed.",
keywords = "Bioactivity of metal complexes, Bioactivity of Schiff bases, Crystal structure of Cd(II) complexes, Metal complexes, S-Benzyldithiocarbazate",
author = "Tarafder, {M. T H} and Jin, {Khoo Teng} and Crouse, {Karen A.} and Ali, {A. M.} and {Mohd. Yamin}, Bohari and Fun, {H. K.}",
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T1 - Coordination chemistry and bioactivity of Ni2+, Cu2+, Cd2+ and Zn2+ complexes containing bidentate schiff bases derived from S-benzyldithiocarbazate and the X-ray crystal structure of bis[S-benzyl-β-N-(5-methyl-2-furylmethylene)dithiocarbazato]cadmium(II)

AU - Tarafder, M. T H

AU - Jin, Khoo Teng

AU - Crouse, Karen A.

AU - Ali, A. M.

AU - Mohd. Yamin, Bohari

AU - Fun, H. K.

PY - 2002/12/1

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AB - New bidentate isomeric NS and NS' Schiff bases were derived from the condensation of S-benzyldithiocarbazate (SBDTC) with 5-methyl-2-furyldehyde and 2-furyl-methylketone. Reaction of NS ligand with Ni(II), Cu(II), Cd(II) and Zn(II) salts gave solid complexes. Only the Ni(II) complex of the NS′ ligand was isolated. All complexes were characterized by a variety of physico-chemical techniques, viz. elemental analyses, molar conductivity, i.r. and electronic spectral studies. The Schiff bases behaved as uninegatively charged bidentate ligands. Square-planar structures have been proposed for the Cu(II) complex containing the NS Schiff base ligand and the Ni(II) complexes of the bidentate NS and NS′ Schiff base ligands. Single crystal X-ray diffraction study of [Cd(NS)2] showed that the complex was bis chelated with a distorted tetrahedral structure. The antimicrobial properties of the Schiff bases and their metal complexes indicate that the organic compounds are stronger antifungal agents than their complexes with the metals studied. However, the zinc complex of the Schiff base, S-benzyl-β-N-(5-methyl-2-furyl)methylenedithiocarbazate, (NS), was found to be highly active against CEM-SS (Human cell T-lymphoblastic leukemia) with a CD50 value of 2.0 μg cm-3, while [Cd(NS)2] was moderately active with a CD50 value of 4.95 μg cm-3. None of the compounds were found to be active against HT-29 (Human colon adenocarcinoma cells). The bioactivity of a previously reported tridentate NNS Schiff base (SBD1) and its metal complexes with nickel(II) and copper(II) are also discussed.

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