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

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...

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Main Authors: Ravoof, Thahira B. S. A., Crouse, Karen A., Tahir, M. Ibrahim M., How, Fiona Ni Foong, Rosli, Rozita, Watkins, David J.
Format: Article
Language:English
Published: Springer 2010
Subjects:
QD Chemistry
Online Access:http://irep.iium.edu.my/306/1/TMC_3-methylbenzyl_2-%286-methyl_pyridin-2-ylmethylene%29hydrazine.pdf
http://irep.iium.edu.my/306/
http://www.springer.com/chemistry/journal/11243
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spelling my.iium.irep.3062012-02-23T15:17:18Z http://irep.iium.edu.my/306/ Synthesis, characterization and biological activities of 3-methylbenzyl 2-(6-methyl pyridin-2-ylmethylene)hydrazine carbodithioate and its transition metal complexes Ravoof, Thahira B. S. A. Crouse, Karen A. Tahir, M. Ibrahim M. How, Fiona Ni Foong Rosli, Rozita Watkins, David J. QD Chemistry 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 a-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. Springer 2010 Article REM application/pdf en http://irep.iium.edu.my/306/1/TMC_3-methylbenzyl_2-%286-methyl_pyridin-2-ylmethylene%29hydrazine.pdf Ravoof, Thahira B. S. A. and Crouse, Karen A. and Tahir, M. Ibrahim M. and How, Fiona Ni Foong and Rosli, Rozita and Watkins, David J. (2010) Synthesis, characterization and biological activities of 3-methylbenzyl 2-(6-methyl pyridin-2-ylmethylene)hydrazine carbodithioate and its transition metal complexes. Transition Metal Chemistry, 35 (7). pp. 871-876. ISSN 0340-4285 http://www.springer.com/chemistry/journal/11243 10.1007/s11243-010-9406-6
institution Universiti Islam Antarabangsa Malaysia
building IIUM Library
collection Institutional Repository
continent Asia
country Malaysia
content_provider International Islamic University Malaysia
content_source IIUM Repository (IREP)
url_provider http://irep.iium.edu.my/
language English
topic QD Chemistry
spellingShingle QD Chemistry
Ravoof, Thahira B. S. A.
Crouse, Karen A.
Tahir, M. Ibrahim M.
How, Fiona Ni Foong
Rosli, Rozita
Watkins, David J.
Synthesis, characterization and biological activities of 3-methylbenzyl 2-(6-methyl pyridin-2-ylmethylene)hydrazine carbodithioate and its transition metal complexes
description 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 a-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.
format Article
author Ravoof, Thahira B. S. A.
Crouse, Karen A.
Tahir, M. Ibrahim M.
How, Fiona Ni Foong
Rosli, Rozita
Watkins, David J.
author_facet Ravoof, Thahira B. S. A.
Crouse, Karen A.
Tahir, M. Ibrahim M.
How, Fiona Ni Foong
Rosli, Rozita
Watkins, David J.
author_sort Ravoof, Thahira B. S. A.
title Synthesis, characterization and biological activities of 3-methylbenzyl 2-(6-methyl pyridin-2-ylmethylene)hydrazine carbodithioate and its transition metal complexes
title_short Synthesis, characterization and biological activities of 3-methylbenzyl 2-(6-methyl pyridin-2-ylmethylene)hydrazine carbodithioate and its transition metal complexes
title_full Synthesis, characterization and biological activities of 3-methylbenzyl 2-(6-methyl pyridin-2-ylmethylene)hydrazine carbodithioate and its transition metal complexes
title_fullStr Synthesis, characterization and biological activities of 3-methylbenzyl 2-(6-methyl pyridin-2-ylmethylene)hydrazine carbodithioate and its transition metal complexes
title_full_unstemmed Synthesis, characterization and biological activities of 3-methylbenzyl 2-(6-methyl pyridin-2-ylmethylene)hydrazine carbodithioate and its transition metal complexes
title_sort synthesis, characterization and biological activities of 3-methylbenzyl 2-(6-methyl pyridin-2-ylmethylene)hydrazine carbodithioate and its transition metal complexes
publisher Springer
publishDate 2010
url http://irep.iium.edu.my/306/1/TMC_3-methylbenzyl_2-%286-methyl_pyridin-2-ylmethylene%29hydrazine.pdf
http://irep.iium.edu.my/306/
http://www.springer.com/chemistry/journal/11243
_version_ 1643604594603851776
score 13.211869

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