Synthesis, characterization and bio-activity of S-2-picolyldithiocarbazate (S2PDTC), some of its Schiff bases and their Ni(II) complexes and X-ray structure of S-2-picolyl-β-N-(2-acetylpyrrole)dithiocarbazate

Karen A. Crouse, Kar Beng Chew, M. T H Tarafder, A. Kasbollah, A. M. Ali, Bohari Mohd. Yamin, H. K. Fun

Research output: Contribution to journalArticle

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Abstract

A new dithiocarbazate ligand, S-2-picolyldithiocarbazate (S2PDTC) was synthesized using 2-picolylchloride hydrochloride. Tridentate Schiff bases were prepared by condensation of S-2-picolyldithiocarbazate (S2PDTC) with pyridine-2-carboxaldehyde (NNS′), 2-acetylpyrrole (NNS″) and 2-acetylthiophene (NSS), while a bidentate Schiff base (NS) was prepared by condensing the S2PDTC with 2-acetylfuran. Complexes of S2PDTC and its Schiff bases with Ni(II) salts were synthesized and characterized by elemental analyses and various physico-chemical techniques. A square-planar structure has been proposed for the diamagnetic [Ni(S2PDTC)2] and [Ni(NNS″)·Cl] complexes while [Ni(NS)·Cl] complex was dimeric. Complexes of [Ni(NNS′)2] and [Ni(NSS)2] were paramagnetic with octahedral stereochemistry. S2PDTC showed activity against bacteria and fungi (inhibitory zones above 15 mm). The NS and NSS Schiff bases showed activity toward a number of the bacteria assayed, while the NS and NSS Schiff bases, and the [Ni(NNS″)·Cl] and [Ni(NS)·Cl] complexes were found to be active only against C. lypolytica (2075). S2PDTC proved moderately active against HT-29 and weakly active toward CEM-SS with CD50 values of 9.5 and 24.0 μg cm-3, respectively, while among its Schiff bases reported herein, only the NNS′ Schiff base showed strong activity toward CEM-SS (Human cell T-lymphoblastic leukemia) and HT-29 (Human colon adenocarcinoma cells) with CD50 values of 2.3 μg cm-3. All of the Ni(II) complexes were inactive against CEM-SS cancer cells.

Original languageEnglish
Pages (from-to)161-168
Number of pages8
JournalPolyhedron
Volume23
Issue number1
DOIs
Publication statusPublished - 1 Jan 2004

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Schiff Bases
Bioactivity
imines
Bacteria
Cells
X-Rays
X rays
Stereochemistry
synthesis
Fungi
Pyridine
Condensation
x rays
Ligands
Salts
bacteria
leukemias
fungi
condensing
planar structures

Keywords

  • Bidentate NS Schiff base
  • Dithiocarbazate derivative
  • Ni(II) complexes
  • S-2-picolyldithiocarbazate (Hydrazine carbodithioic acid pyridinium-2-yl methyl ester chloride)
  • Tridentate NNS and NSS Schiff bases

ASJC Scopus subject areas

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

Cite this

Synthesis, characterization and bio-activity of S-2-picolyldithiocarbazate (S2PDTC), some of its Schiff bases and their Ni(II) complexes and X-ray structure of S-2-picolyl-β-N-(2-acetylpyrrole)dithiocarbazate. / Crouse, Karen A.; Chew, Kar Beng; Tarafder, M. T H; Kasbollah, A.; Ali, A. M.; Mohd. Yamin, Bohari; Fun, H. K.

In: Polyhedron, Vol. 23, No. 1, 01.01.2004, p. 161-168.

Research output: Contribution to journalArticle

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AU - Chew, Kar Beng

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AU - Mohd. Yamin, Bohari

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