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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my.upm.eprints.654222018-09-14T07:32:32Z http://psasir.upm.edu.my/id/eprint/65422/ Synthesis and cytotoxicity of dithiocarbazate and thiosemicarbazide Schiff bases derived from chalcone and phenylbutanone analogues and their Cd(II) and Zn(II) complexes 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. 2015-09 Thesis NonPeerReviewed text en http://psasir.upm.edu.my/id/eprint/65422/1/FS%202015%2046IR.pdf Tan, Ming Yueh (2015) Synthesis and cytotoxicity of dithiocarbazate and thiosemicarbazide Schiff bases derived from chalcone and phenylbutanone analogues and their Cd(II) and Zn(II) complexes. PhD thesis, Universiti Putra Malaysia. |
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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 |
author |
Tan, Ming Yueh |
spellingShingle |
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 |
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 |
publishDate |
2015 |
url |
http://psasir.upm.edu.my/id/eprint/65422/1/FS%202015%2046IR.pdf http://psasir.upm.edu.my/id/eprint/65422/ |
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1643838310172327936 |