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–HN hyd...

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Main Authors: Begum, Thahira, Crouse, Karen Anne, Mohamed Tahir, Mohamed Ibrahim, How, Fiona Ni Foong, Rosli, Rozita, Watkin, David J.
Format: Article
Language:English
English
Published: Springer Verlag 2010
Subjects:
Online Access:http://psasir.upm.edu.my/id/eprint/16954/
http://psasir.upm.edu.my/id/eprint/16954/1/Synthesis2.pdf
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author Begum, Thahira
Crouse, Karen Anne
Mohamed Tahir, Mohamed Ibrahim
How, Fiona Ni Foong
Rosli, Rozita
Watkin, David J.
author_facet Begum, Thahira
Crouse, Karen Anne
Mohamed Tahir, Mohamed Ibrahim
How, Fiona Ni Foong
Rosli, Rozita
Watkin, David J.
author_sort Begum, Thahira
building UPM Institutional Repository
collection Online Access
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–HN 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.
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spelling upm-169542015-09-02T01:16:43Z http://psasir.upm.edu.my/id/eprint/16954/ Synthesis, characterization and biological activities of 3-methylbenzyl 2-(6-methyl pyridin-2-ylmethylene)hydrazine carbodithioate and its transition metal complexes Begum, Thahira Crouse, Karen Anne Mohamed Tahir, Mohamed Ibrahim How, Fiona Ni Foong Rosli, Rozita Watkin, David J. 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–HN 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 Verlag 2010 Article PeerReviewed application/pdf en http://psasir.upm.edu.my/id/eprint/16954/1/Synthesis2.pdf Begum, Thahira and Crouse, Karen Anne and Mohamed Tahir, Mohamed Ibrahim and How, Fiona Ni Foong and Rosli, Rozita and Watkin, 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 (August). pp. 871-876. ISSN 0340-4285 Esters - Analysis Metal complexes - Synthesis Microbiological chemistry 10.1007/s11243-010-9406-6 English
spellingShingle Esters - Analysis
Metal complexes - Synthesis
Microbiological chemistry
Begum, Thahira
Crouse, Karen Anne
Mohamed Tahir, Mohamed Ibrahim
How, Fiona Ni Foong
Rosli, Rozita
Watkin, David J.
Synthesis, characterization and biological activities of 3-methylbenzyl 2-(6-methyl pyridin-2-ylmethylene)hydrazine carbodithioate and its transition metal complexes
title 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_short 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
topic Esters - Analysis
Metal complexes - Synthesis
Microbiological chemistry
url http://psasir.upm.edu.my/id/eprint/16954/
http://psasir.upm.edu.my/id/eprint/16954/
http://psasir.upm.edu.my/id/eprint/16954/1/Synthesis2.pdf