New insight into the structural, electrochemical and biological aspects of macrocylic 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 Tahir, Mohamed Ibrahim, Tiekink, Edward R.T., Dorlet, Pierre, Guillot, Régis, Ravoof, Thahira Begum, Rosli, Rozita, Pagès, Jean-Marie, Policar, Clotilde
Format: Article
Language:English
Published: Elsevier Masson 2016
Online Access:http://psasir.upm.edu.my/id/eprint/53374/1/New%20insight%20into%20the%20structural%2C%20electrochemical%20and%20biological%20aspects%20of%20macrocylic%20Cu.pdf
http://psasir.upm.edu.my/id/eprint/53374/
http://www.sciencedirect.com/science/article/pii/S0223523416303208
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spelling my.upm.eprints.533742017-10-25T03:02:17Z http://psasir.upm.edu.my/id/eprint/53374/ New insight into the structural, electrochemical and biological aspects of macrocylic Cu(II) complexes derived from S-substituted dithiocarbazate Schiff bases Low, May Lee Maigre, Laure Mohamed Tahir, Mohamed Ibrahim Tiekink, Edward R.T. Dorlet, Pierre Guillot, Régis Ravoof, Thahira Begum Rosli, Rozita Pagès, Jean-Marie Policar, Clotilde 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 Masson 2016-09 Article PeerReviewed application/pdf en http://psasir.upm.edu.my/id/eprint/53374/1/New%20insight%20into%20the%20structural%2C%20electrochemical%20and%20biological%20aspects%20of%20macrocylic%20Cu.pdf Low, May Lee and Maigre, Laure and Mohamed Tahir, Mohamed Ibrahim and Tiekink, Edward R.T. and Dorlet, Pierre and Guillot, Régis and Ravoof, Thahira Begum and Rosli, Rozita and Pagès, Jean-Marie and Policar, Clotilde (2016) New insight into the structural, electrochemical and biological aspects of macrocylic Cu(II) complexes derived from S-substituted dithiocarbazate Schiff bases. European Journal of Medicinal Chemistry, 120. pp. 1-12. ISSN 0223-5234; ESSN: 1768-3254 http://www.sciencedirect.com/science/article/pii/S0223523416303208 10.1016/j.ejmech.2016.04.027
institution Universiti Putra Malaysia
building UPM Library
collection Institutional Repository
continent Asia
country Malaysia
content_provider Universiti Putra Malaysia
content_source UPM Institutional Repository
url_provider http://psasir.upm.edu.my/
language English
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.
format Article
author Low, May Lee
Maigre, Laure
Mohamed Tahir, Mohamed Ibrahim
Tiekink, Edward R.T.
Dorlet, Pierre
Guillot, Régis
Ravoof, Thahira Begum
Rosli, Rozita
Pagès, Jean-Marie
Policar, Clotilde
spellingShingle Low, May Lee
Maigre, Laure
Mohamed Tahir, Mohamed Ibrahim
Tiekink, Edward R.T.
Dorlet, Pierre
Guillot, Régis
Ravoof, Thahira Begum
Rosli, Rozita
Pagès, Jean-Marie
Policar, Clotilde
New insight into the structural, electrochemical and biological aspects of macrocylic Cu(II) complexes derived from S-substituted dithiocarbazate Schiff bases
author_facet Low, May Lee
Maigre, Laure
Mohamed Tahir, Mohamed Ibrahim
Tiekink, Edward R.T.
Dorlet, Pierre
Guillot, Régis
Ravoof, Thahira Begum
Rosli, Rozita
Pagès, Jean-Marie
Policar, Clotilde
author_sort Low, May Lee
title New insight into the structural, electrochemical and biological aspects of macrocylic Cu(II) complexes derived from S-substituted dithiocarbazate Schiff bases
title_short New insight into the structural, electrochemical and biological aspects of macrocylic Cu(II) complexes derived from S-substituted dithiocarbazate Schiff bases
title_full New insight into the structural, electrochemical and biological aspects of macrocylic Cu(II) complexes derived from S-substituted dithiocarbazate Schiff bases
title_fullStr New insight into the structural, electrochemical and biological aspects of macrocylic Cu(II) complexes derived from S-substituted dithiocarbazate Schiff bases
title_full_unstemmed New insight into the structural, electrochemical and biological aspects of macrocylic Cu(II) complexes derived from S-substituted dithiocarbazate Schiff bases
title_sort new insight into the structural, electrochemical and biological aspects of macrocylic cu(ii) complexes derived from s-substituted dithiocarbazate schiff bases
publisher Elsevier Masson
publishDate 2016
url http://psasir.upm.edu.my/id/eprint/53374/1/New%20insight%20into%20the%20structural%2C%20electrochemical%20and%20biological%20aspects%20of%20macrocylic%20Cu.pdf
http://psasir.upm.edu.my/id/eprint/53374/
http://www.sciencedirect.com/science/article/pii/S0223523416303208
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