Transition Metal Chemistry

, Volume 35, Issue 7, pp 871–876

Synthesis, characterization and biological activities of 3-methylbenzyl 2-(6-methyl pyridin-2-ylmethylene)hydrazine carbodithioate and its transition metal complexes

  • Thahira B. S. A. Ravoof
  • Karen A. Crouse
  • M. Ibrahim M. Tahir
  • Fiona N. F. How
  • Rozita Rosli
  • David J. Watkins
Article

DOI: 10.1007/s11243-010-9406-6

Cite this article as:
Ravoof, T.B.S.A., Crouse, K.A., Tahir, M.I.M. et al. Transition Met Chem (2010) 35: 871. doi:10.1007/s11243-010-9406-6

Abstract

A tridentate nitrogen-sulfur Schiff base, 3-methylbenzyl 2-(6-methylpyridin-2-ylmethylene)hydrazine carbodithioate (6mpyS3M), was synthesized by condensation of 6-methylpyridine-2-aldehyde with S-3-methylbenzyldithiocarbazate. It crystallized in space group P 21/n. It displayed intermolecular N–H···N hydrogen bonding between the α-nitrogen and the pyridyl nitrogen. The thione sulfur is in a trans position with respect to the 6-methylpyridine fragment across the C–N bond but adopts a cis position with the 3-methylbenzyl fragment through the C–S bond. Octahedral complexes containing two 6mpyS3M ligands were prepared with Cu(II), Ni(II), Zn(II) and Cd(II). 6mpyS3M and its metal complexes were assayed against selected microbes and two breast cancer cell lines. 6mpyS3M was strongly active against both cancer cell lines. Its metal complexes showed high selectivity with Cu(II), Ni(II) and Zn(II) complexes strongly active against only one of the cancer cell lines, whereas the Cd(II) complex was strongly active only against the other. Only Cu(II) and Cd(II) complexes were active against some of the bacteria.

Copyright information

© Springer Science+Business Media B.V. 2010

Authors and Affiliations

  • Thahira B. S. A. Ravoof
    • 1
  • Karen A. Crouse
    • 1
  • M. Ibrahim M. Tahir
    • 1
  • Fiona N. F. How
    • 1
  • Rozita Rosli
    • 2
  • David J. Watkins
    • 3
  1. 1.Department of Chemistry, Faculty of ScienceUniversiti Putra MalaysiaSerdangMalaysia
  2. 2.Department of Obstetrics and Gynaecology, Faculty of Medicine and Health SciencesUniversiti Putra MalaysiaSerdangMalaysia
  3. 3.Chemistry Research Laboratory, Department of ChemistryUniversity of OxfordOxfordUK

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