Synthesis, characterization and cytotoxic study of Cu(II) and Ni(II) containing amino acid derived schiff bases

Thirty new metal complexes were synthesized from the reaction of Cu(II) acetate and Ni(II) nitrate with Schiff bases derived from the condensation of amino acids (Lphenylalanine, L-valine and glycine) and different heterocyclic aldehydes and ketones. The complexes were characterized by elemental...

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Main Author: Abdul Aziz, Nur Fadhilah
Format: Thesis
Language:English
Published: 2016
Subjects:
Online Access:http://psasir.upm.edu.my/id/eprint/69275/1/FS%202016%2068%20IR.pdf
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author Abdul Aziz, Nur Fadhilah
author_facet Abdul Aziz, Nur Fadhilah
author_sort Abdul Aziz, Nur Fadhilah
collection UPM
description Thirty new metal complexes were synthesized from the reaction of Cu(II) acetate and Ni(II) nitrate with Schiff bases derived from the condensation of amino acids (Lphenylalanine, L-valine and glycine) and different heterocyclic aldehydes and ketones. The complexes were characterized by elemental analysis and conductance, magnetic, IR and electronic spectroscopic measurements. The data obtained indicated that the amino acid derived Schiff bases behaved as uninegatively charged bidentate ligands and coordinated with the Cu(II) and Ni(II) ions through their azomethine nitrogen and the deprotonated carboxylate oxygen yielding stable metal complexes as evidenced in their IR spectra. In most of the Cu(II) complexes, only one amino acid derived Schiff base coordinated to the metal centre, while the third and fourth position were occupied by a bidentate -OO- acetate anion. Whereas in two other Cu(II) complexes ([Cu(ph3t)2].H2O (Cu(II) complex of 2-[(3-methylthiophene- 2-ylmethylene)-amino]-3-phenyl-propionic acid) and [Cu(glypy)2].5H2O (Cu(II) complex of [1-(1H-Pyrrol-2-yl)-ethylideneamino]-acetic acid)) and all the Ni(II) complexes, two bidentate -ON- amino acid derived Schiff bases were bonded to the metal centre. Magnetic and spectral evidence supported a four-coordinate geometry for all complexes synthesized. The thermal analysis studies proved the presence of water molecules and methanol outside the inner coordination sphere of some of the complexes synthesized. In turn, the cytotoxic activities of the metal complexes were evaluated against two bladder cancer cell lines which are EJ-28 (invasive human bladder cancer cell line) and RT-112 (minimally-invasive human bladder cancer cell line) and ten of the Ni(II) complexes showed remarkable cytotoxicity against EJ-28 cells while six of the Cu(II) complexes were found to be cytotoxic against RT-112 cells. In conclusion, it appeared that the complexes derived from glycine and 2- acetylpyrrole as their ligands had the best cytotoxic activity in both cancer cell lines.
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spelling upm.eprints-692752019-06-27T01:44:21Z http://psasir.upm.edu.my/id/eprint/69275/ Synthesis, characterization and cytotoxic study of Cu(II) and Ni(II) containing amino acid derived schiff bases Abdul Aziz, Nur Fadhilah Thirty new metal complexes were synthesized from the reaction of Cu(II) acetate and Ni(II) nitrate with Schiff bases derived from the condensation of amino acids (Lphenylalanine, L-valine and glycine) and different heterocyclic aldehydes and ketones. The complexes were characterized by elemental analysis and conductance, magnetic, IR and electronic spectroscopic measurements. The data obtained indicated that the amino acid derived Schiff bases behaved as uninegatively charged bidentate ligands and coordinated with the Cu(II) and Ni(II) ions through their azomethine nitrogen and the deprotonated carboxylate oxygen yielding stable metal complexes as evidenced in their IR spectra. In most of the Cu(II) complexes, only one amino acid derived Schiff base coordinated to the metal centre, while the third and fourth position were occupied by a bidentate -OO- acetate anion. Whereas in two other Cu(II) complexes ([Cu(ph3t)2].H2O (Cu(II) complex of 2-[(3-methylthiophene- 2-ylmethylene)-amino]-3-phenyl-propionic acid) and [Cu(glypy)2].5H2O (Cu(II) complex of [1-(1H-Pyrrol-2-yl)-ethylideneamino]-acetic acid)) and all the Ni(II) complexes, two bidentate -ON- amino acid derived Schiff bases were bonded to the metal centre. Magnetic and spectral evidence supported a four-coordinate geometry for all complexes synthesized. The thermal analysis studies proved the presence of water molecules and methanol outside the inner coordination sphere of some of the complexes synthesized. In turn, the cytotoxic activities of the metal complexes were evaluated against two bladder cancer cell lines which are EJ-28 (invasive human bladder cancer cell line) and RT-112 (minimally-invasive human bladder cancer cell line) and ten of the Ni(II) complexes showed remarkable cytotoxicity against EJ-28 cells while six of the Cu(II) complexes were found to be cytotoxic against RT-112 cells. In conclusion, it appeared that the complexes derived from glycine and 2- acetylpyrrole as their ligands had the best cytotoxic activity in both cancer cell lines. 2016-11 Thesis NonPeerReviewed text en http://psasir.upm.edu.my/id/eprint/69275/1/FS%202016%2068%20IR.pdf Abdul Aziz, Nur Fadhilah (2016) Synthesis, characterization and cytotoxic study of Cu(II) and Ni(II) containing amino acid derived schiff bases. Masters thesis, Universiti Putra Malaysia. Antibody-dependent cell cytotoxicity Amino acids
spellingShingle Antibody-dependent cell cytotoxicity
Amino acids
Abdul Aziz, Nur Fadhilah
Synthesis, characterization and cytotoxic study of Cu(II) and Ni(II) containing amino acid derived schiff bases
title Synthesis, characterization and cytotoxic study of Cu(II) and Ni(II) containing amino acid derived schiff bases
title_full Synthesis, characterization and cytotoxic study of Cu(II) and Ni(II) containing amino acid derived schiff bases
title_fullStr Synthesis, characterization and cytotoxic study of Cu(II) and Ni(II) containing amino acid derived schiff bases
title_full_unstemmed Synthesis, characterization and cytotoxic study of Cu(II) and Ni(II) containing amino acid derived schiff bases
title_short Synthesis, characterization and cytotoxic study of Cu(II) and Ni(II) containing amino acid derived schiff bases
title_sort synthesis characterization and cytotoxic study of cu ii and ni ii containing amino acid derived schiff bases
topic Antibody-dependent cell cytotoxicity
Amino acids
url http://psasir.upm.edu.my/id/eprint/69275/1/FS%202016%2068%20IR.pdf
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