New insight into the structural, electrochemical and biological aspects of macroacyclic Cu(II) complexes derived from S-substituted dithiocarbazate schiff bases

Copper (II) complexes synthesized from the products of condensation of S-methyl- and S-benzyldithiocarbazate with 2,5-hexanedione (SMHDH2 and SBHDH2 respectively) have been characterized using various physicochemical (elemental analysis, molar conductivity, magnetic susceptibility) and spectroscopic...

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Main Authors: Low, May Lee, Maigre, Laure, Mohamed, Ibrahim Mohamed Tahir, Tiekink, Edward R. T. *, Dorlet, Pierre, Guillot, Régis, Ravoof, Thahira Begum S. A., Rozita Rosli, Pagès, Jean-Marie, Policar, Clotilde, Delsuc, Nicolas, Crouse, Karen A.
Format: Article
Language:English
Published: Elsevier 2016
Subjects:
Online Access:http://eprints.sunway.edu.my/649/
http://eprints.sunway.edu.my/649/1/EurJMedChem%202016%20120%201.pdf
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author Low, May Lee
Maigre, Laure
Mohamed, Ibrahim Mohamed Tahir
Tiekink, Edward R. T. *
Dorlet, Pierre
Guillot, Régis
Ravoof, Thahira Begum S. A.
Rozita Rosli,
Pagès, Jean-Marie
Policar, Clotilde
Delsuc, Nicolas
Crouse, Karen A.
author_facet Low, May Lee
Maigre, Laure
Mohamed, Ibrahim Mohamed Tahir
Tiekink, Edward R. T. *
Dorlet, Pierre
Guillot, Régis
Ravoof, Thahira Begum S. A.
Rozita Rosli,
Pagès, Jean-Marie
Policar, Clotilde
Delsuc, Nicolas
Crouse, Karen A.
author_sort Low, May Lee
building SU Institutional Repository
collection Online Access
description Copper (II) complexes synthesized from the products of condensation of S-methyl- and S-benzyldithiocarbazate with 2,5-hexanedione (SMHDH2 and SBHDH2 respectively) have been characterized using various physicochemical (elemental analysis, molar conductivity, magnetic susceptibility) and spectroscopic (infrared, electronic) methods. The structures of SMHDH2, its copper (II) complex, CuSMHD, and the related CuSBHD complex as well as a pyrrole byproduct, SBPY, have been determined by single crystal X-ray diffraction. In order to provide more insight into the behaviour of the complexes in solution, electron paramagnetic resonance (EPR) and electrochemical experiments were performed. Antibacterial activity and cytotoxicity were evaluated. The compounds, dissolved in 0.5% and 5% DMSO, showed a wide range of antibacterial activity against 10 strains of Gram-positive and Gram-negative bacteria. Investigations of the effects of efflux pumps and membrane penetration on antibacterial activity are reported herein. Antiproliferation activity was observed to be enhanced by complexation with copper. Preliminary screening showed Cu complexes are strongly active against human breast adenocarcinoma cancer cell lines MDA-MB-231 and MCF-7.
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spelling sunway-6492020-10-07T09:48:52Z http://eprints.sunway.edu.my/649/ New insight into the structural, electrochemical and biological aspects of macroacyclic Cu(II) complexes derived from S-substituted dithiocarbazate schiff bases Low, May Lee Maigre, Laure Mohamed, Ibrahim Mohamed Tahir Tiekink, Edward R. T. * Dorlet, Pierre Guillot, Régis Ravoof, Thahira Begum S. A. Rozita Rosli, Pagès, Jean-Marie Policar, Clotilde Delsuc, Nicolas Crouse, Karen A. QD Chemistry Copper (II) complexes synthesized from the products of condensation of S-methyl- and S-benzyldithiocarbazate with 2,5-hexanedione (SMHDH2 and SBHDH2 respectively) have been characterized using various physicochemical (elemental analysis, molar conductivity, magnetic susceptibility) and spectroscopic (infrared, electronic) methods. The structures of SMHDH2, its copper (II) complex, CuSMHD, and the related CuSBHD complex as well as a pyrrole byproduct, SBPY, have been determined by single crystal X-ray diffraction. In order to provide more insight into the behaviour of the complexes in solution, electron paramagnetic resonance (EPR) and electrochemical experiments were performed. Antibacterial activity and cytotoxicity were evaluated. The compounds, dissolved in 0.5% and 5% DMSO, showed a wide range of antibacterial activity against 10 strains of Gram-positive and Gram-negative bacteria. Investigations of the effects of efflux pumps and membrane penetration on antibacterial activity are reported herein. Antiproliferation activity was observed to be enhanced by complexation with copper. Preliminary screening showed Cu complexes are strongly active against human breast adenocarcinoma cancer cell lines MDA-MB-231 and MCF-7. Elsevier 2016-09-14 Article PeerReviewed text en http://eprints.sunway.edu.my/649/1/EurJMedChem%202016%20120%201.pdf Low, May Lee and Maigre, Laure and Mohamed, Ibrahim Mohamed Tahir and Tiekink, Edward R. T. * and Dorlet, Pierre and Guillot, Régis and Ravoof, Thahira Begum S. A. and Rozita Rosli, and Pagès, Jean-Marie and Policar, Clotilde and Delsuc, Nicolas and Crouse, Karen A. (2016) New insight into the structural, electrochemical and biological aspects of macroacyclic Cu(II) complexes derived from S-substituted dithiocarbazate schiff bases. European Journal of Medicinal Chemistry, 120. pp. 1-12. ISSN 02235234 http://dx.doi.org/10.1016/j.ejmech.2016.04.027 doi:10.1016/j.ejmech.2016.04.027
spellingShingle QD Chemistry
Low, May Lee
Maigre, Laure
Mohamed, Ibrahim Mohamed Tahir
Tiekink, Edward R. T. *
Dorlet, Pierre
Guillot, Régis
Ravoof, Thahira Begum S. A.
Rozita Rosli,
Pagès, Jean-Marie
Policar, Clotilde
Delsuc, Nicolas
Crouse, Karen A.
New insight into the structural, electrochemical and biological aspects of macroacyclic Cu(II) complexes derived from S-substituted dithiocarbazate schiff bases
title New insight into the structural, electrochemical and biological aspects of macroacyclic Cu(II) complexes derived from S-substituted dithiocarbazate schiff bases
title_full New insight into the structural, electrochemical and biological aspects of macroacyclic Cu(II) complexes derived from S-substituted dithiocarbazate schiff bases
title_fullStr New insight into the structural, electrochemical and biological aspects of macroacyclic Cu(II) complexes derived from S-substituted dithiocarbazate schiff bases
title_full_unstemmed New insight into the structural, electrochemical and biological aspects of macroacyclic Cu(II) complexes derived from S-substituted dithiocarbazate schiff bases
title_short New insight into the structural, electrochemical and biological aspects of macroacyclic Cu(II) complexes derived from S-substituted dithiocarbazate schiff bases
title_sort new insight into the structural, electrochemical and biological aspects of macroacyclic cu(ii) complexes derived from s-substituted dithiocarbazate schiff bases
topic QD Chemistry
url http://eprints.sunway.edu.my/649/
http://eprints.sunway.edu.my/649/
http://eprints.sunway.edu.my/649/
http://eprints.sunway.edu.my/649/1/EurJMedChem%202016%20120%201.pdf