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...
| Main Authors: | , , , , , , , , , |
|---|---|
| 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 |
| _version_ | 1825930840646877184 |
|---|---|
| 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 |
| 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 |
| collection | UPM |
| 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. |
| first_indexed | 2024-03-06T09:17:41Z |
| format | Article |
| id | upm.eprints-53374 |
| institution | Universiti Putra Malaysia |
| language | English |
| last_indexed | 2024-03-06T09:17:41Z |
| publishDate | 2016 |
| publisher | Elsevier Masson |
| record_format | dspace |
| spelling | 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 |
| 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 |
| title | 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_short | 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 |
| url | http://psasir.upm.edu.my/id/eprint/53374/1/New%20insight%20into%20the%20structural%2C%20electrochemical%20and%20biological%20aspects%20of%20macrocylic%20Cu.pdf |
| work_keys_str_mv | AT lowmaylee newinsightintothestructuralelectrochemicalandbiologicalaspectsofmacrocyliccuiicomplexesderivedfromssubstituteddithiocarbazateschiffbases AT maigrelaure newinsightintothestructuralelectrochemicalandbiologicalaspectsofmacrocyliccuiicomplexesderivedfromssubstituteddithiocarbazateschiffbases AT mohamedtahirmohamedibrahim newinsightintothestructuralelectrochemicalandbiologicalaspectsofmacrocyliccuiicomplexesderivedfromssubstituteddithiocarbazateschiffbases AT tiekinkedwardrt newinsightintothestructuralelectrochemicalandbiologicalaspectsofmacrocyliccuiicomplexesderivedfromssubstituteddithiocarbazateschiffbases AT dorletpierre newinsightintothestructuralelectrochemicalandbiologicalaspectsofmacrocyliccuiicomplexesderivedfromssubstituteddithiocarbazateschiffbases AT guillotregis newinsightintothestructuralelectrochemicalandbiologicalaspectsofmacrocyliccuiicomplexesderivedfromssubstituteddithiocarbazateschiffbases AT ravoofthahirabegum newinsightintothestructuralelectrochemicalandbiologicalaspectsofmacrocyliccuiicomplexesderivedfromssubstituteddithiocarbazateschiffbases AT roslirozita newinsightintothestructuralelectrochemicalandbiologicalaspectsofmacrocyliccuiicomplexesderivedfromssubstituteddithiocarbazateschiffbases AT pagesjeanmarie newinsightintothestructuralelectrochemicalandbiologicalaspectsofmacrocyliccuiicomplexesderivedfromssubstituteddithiocarbazateschiffbases AT policarclotilde newinsightintothestructuralelectrochemicalandbiologicalaspectsofmacrocyliccuiicomplexesderivedfromssubstituteddithiocarbazateschiffbases |