Synthesis and cytotoxicity of dithiocarbazate and thiosemicarbazide Schiff bases derived from chalcone and phenylbutanone analogues and their Cd(II) and Zn(II) complexes

Bidentate nitrogen-sulfur (NS) Schiff bases derived from the condensation of S-benzyl- (SBDTC) and S-methyldithiocarbazate (SMDTC) as well as N-phenyl- (PT) and Nmethylthiosemicarbazide (MT) with 4-substituted chalcone (H, Cl, OCH3 and NO2), phenylbutanone (H, OH, OCH3 and CH3-C(=O)) analogues and z...

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Main Author:	Tan, Ming Yueh
Format:	Thesis
Language:	English
Published:	2015
Subjects:	Schiff bases Breast - Cancer - Treatment Drug development
Online Access:	http://psasir.upm.edu.my/id/eprint/65422/1/FS%202015%2046IR.pdf
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id	my-upm-ir.65422
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spelling	my-upm-ir.654222018-09-14T07:32:32Z Synthesis and cytotoxicity of dithiocarbazate and thiosemicarbazide Schiff bases derived from chalcone and phenylbutanone analogues and their Cd(II) and Zn(II) complexes 2015-09 Tan, Ming Yueh Bidentate nitrogen-sulfur (NS) Schiff bases derived from the condensation of S-benzyl- (SBDTC) and S-methyldithiocarbazate (SMDTC) as well as N-phenyl- (PT) and Nmethylthiosemicarbazide (MT) with 4-substituted chalcone (H, Cl, OCH3 and NO2), phenylbutanone (H, OH, OCH3 and CH3-C(=O)) analogues and zingerone have been prepared. The Schiff bases were characterized using various physico-chemical and spectroscopic methods. The characterized Schiff bases were complexed with cadmium(II) and zinc(II) ions. A total of 50 metal complexes and 35 Schiff base ligands were synthesized and characterized. A total of 30 crystal structures were elucidated throughout this work. The metal complexes adopted either distorted tetrahedral or square planar geometries and coordinated with ligand in 1:2 mol ratios viaazomethine nitrogen and thiolo sulphur atoms in four-coordinated geometries. The cytotoxicities of synthesized and characterized Schiff bases and their complexes were evaluated against breast cancer estrogen receptor positive, MCF-7 and breast cancer estrogen receptor negative, MDA-MB-231 cell lines. It was found that Schiff bases which showed the most active cytotoxicity against MCF-7 and MDA-MB-231 were SM4ClTC and SB4ClTC, respectively. The IC50 values for SM4ClTC and SB4ClTC against MCF-7 and MDAMB-231 were 2.4 μM and 2.8 μM, respectively. Dithiocarbazate Schiff bases condensed with chalcone analogues were generally more active than the phenylbutanone derived thiosemicarbazones. Schiff bases Breast - Cancer - Treatment Drug development 2015-09 Thesis http://psasir.upm.edu.my/id/eprint/65422/ http://psasir.upm.edu.my/id/eprint/65422/1/FS%202015%2046IR.pdf text en public doctoral Universiti Putra Malaysia Schiff bases Breast - Cancer - Treatment Drug development
institution	Universiti Putra Malaysia
collection	PSAS Institutional Repository
language	English
topic	Schiff bases Breast - Cancer - Treatment Drug development
spellingShingle	Schiff bases Breast - Cancer - Treatment Drug development Tan, Ming Yueh Synthesis and cytotoxicity of dithiocarbazate and thiosemicarbazide Schiff bases derived from chalcone and phenylbutanone analogues and their Cd(II) and Zn(II) complexes
description	Bidentate nitrogen-sulfur (NS) Schiff bases derived from the condensation of S-benzyl- (SBDTC) and S-methyldithiocarbazate (SMDTC) as well as N-phenyl- (PT) and Nmethylthiosemicarbazide (MT) with 4-substituted chalcone (H, Cl, OCH3 and NO2), phenylbutanone (H, OH, OCH3 and CH3-C(=O)) analogues and zingerone have been prepared. The Schiff bases were characterized using various physico-chemical and spectroscopic methods. The characterized Schiff bases were complexed with cadmium(II) and zinc(II) ions. A total of 50 metal complexes and 35 Schiff base ligands were synthesized and characterized. A total of 30 crystal structures were elucidated throughout this work. The metal complexes adopted either distorted tetrahedral or square planar geometries and coordinated with ligand in 1:2 mol ratios viaazomethine nitrogen and thiolo sulphur atoms in four-coordinated geometries. The cytotoxicities of synthesized and characterized Schiff bases and their complexes were evaluated against breast cancer estrogen receptor positive, MCF-7 and breast cancer estrogen receptor negative, MDA-MB-231 cell lines. It was found that Schiff bases which showed the most active cytotoxicity against MCF-7 and MDA-MB-231 were SM4ClTC and SB4ClTC, respectively. The IC50 values for SM4ClTC and SB4ClTC against MCF-7 and MDAMB-231 were 2.4 μM and 2.8 μM, respectively. Dithiocarbazate Schiff bases condensed with chalcone analogues were generally more active than the phenylbutanone derived thiosemicarbazones.
format	Thesis
qualification_level	Doctorate
author	Tan, Ming Yueh
author_facet	Tan, Ming Yueh
author_sort	Tan, Ming Yueh
title	Synthesis and cytotoxicity of dithiocarbazate and thiosemicarbazide Schiff bases derived from chalcone and phenylbutanone analogues and their Cd(II) and Zn(II) complexes
title_short	Synthesis and cytotoxicity of dithiocarbazate and thiosemicarbazide Schiff bases derived from chalcone and phenylbutanone analogues and their Cd(II) and Zn(II) complexes
title_full	Synthesis and cytotoxicity of dithiocarbazate and thiosemicarbazide Schiff bases derived from chalcone and phenylbutanone analogues and their Cd(II) and Zn(II) complexes
title_fullStr	Synthesis and cytotoxicity of dithiocarbazate and thiosemicarbazide Schiff bases derived from chalcone and phenylbutanone analogues and their Cd(II) and Zn(II) complexes
title_full_unstemmed	Synthesis and cytotoxicity of dithiocarbazate and thiosemicarbazide Schiff bases derived from chalcone and phenylbutanone analogues and their Cd(II) and Zn(II) complexes
title_sort	synthesis and cytotoxicity of dithiocarbazate and thiosemicarbazide schiff bases derived from chalcone and phenylbutanone analogues and their cd(ii) and zn(ii) complexes
granting_institution	Universiti Putra Malaysia
publishDate	2015
url	http://psasir.upm.edu.my/id/eprint/65422/1/FS%202015%2046IR.pdf
_version_	1747812335832006656

Synthesis and cytotoxicity of dithiocarbazate and thiosemicarbazide Schiff bases derived from chalcone and phenylbutanone analogues and their Cd(II) and Zn(II) complexes

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