Structural Properties, Cytotoxicity, and Anti-Inflammatory Activity of Silver(I) Complexes with tris(p-tolyl)Phosphine and 5-Chloro-2-Mercaptobenzothiazole
The synthesis and characterization of the silver(I) chloride complex of formula {[AgCI(CMBZT)(TPTP)2]⋅(MeOH)} (1) (CMBZT = 5-chloro-2-mercaptobenzothiazole, TPTP = tris(p-tolyl)phosphine) is described. Also the structure of the hydrate derivative {[AgCI(TPTP)3]⋅(0.5⋅H2O)} (2) of the corresponding k...
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Wiley
2010-01-01
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| Series: | Bioinorganic Chemistry and Applications |
| Online Access: | http://dx.doi.org/10.1155/2010/386860 |
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| author | L. Kyros N. Kourkoumelis M. Kubicki L. Male M. B. Hursthouse I. I. Verginadis E. Gouma S. Karkabounas K. Charalabopoulos S. K. Hadjikakou |
| author_facet | L. Kyros N. Kourkoumelis M. Kubicki L. Male M. B. Hursthouse I. I. Verginadis E. Gouma S. Karkabounas K. Charalabopoulos S. K. Hadjikakou |
| author_sort | L. Kyros |
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| description | The synthesis and characterization of the silver(I) chloride complex of formula {[AgCI(CMBZT)(TPTP)2]⋅(MeOH)} (1) (CMBZT = 5-chloro-2-mercaptobenzothiazole, TPTP = tris(p-tolyl)phosphine) is described. Also the structure of the hydrate derivative {[AgCI(TPTP)3]⋅(0.5⋅H2O)} (2) of the corresponding known anhydrous silver complex (Zartilas et al., 2009), and the polymorph 3 of the known [AgI(TPTP)3] complex (Zartilas et al., 2009) were determined and compared with the known ones. In addition, the structure of the known one silver(I) cluster {[AgI(TPTP)]4} (4) (Meijboom et al., 2009) was re-determined at 120(2) K and possible Ag-Ag interactions were analyzed. The compounds 1–4 were characterized by X-ray crystallography at r.t (1) and 120 K (2–4). All these complexes and {[(Et3NH)+]2⋅[Ag6(μ3-Hmna)4(μ3-mna)2]2−⋅(DMSO)2⋅(H2O)} (5) (Hmna = 2-mercaptonicotinic acid) were evaluated for cytotoxic and anti-inflammatory activity. The in vitro testing of cytotoxic activity of 1–5 against leiomyosarcoma cancer cells (LMS), were evaluated with Trypan Blue and Thiazolyl Blue Tetrazolium Bromide or 3-(4.5-dimethylthiazol-2-yl)-2.5-diphenyltetrazolium bromide (MTT) assays. The flow cytometry assay for complex 1 and showed that at 15 μM of 1, 62.38% of LMS cells undergo apoptosis, while 7% of LMS cells undergo cell necrosis. The antitumor activity of 3 is comparable with that of its reported polymorph (Zartilas et al., 2009). The anti-inflammatory, activity of complexes 1–3 and 5 was also studied. The activity towards cell viability was 2>3>5>1>4, while the order of the inhibitory activity in cell growth proliferation follows the order, 2>3>1>4>5. The anti-inflammatory activity on the other hand is 1>2>5>⋯>3. |
| format | Article |
| id | doaj-art-9508bcf746794a86b36a73e62de2f936 |
| institution | Kabale University |
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| publishDate | 2010-01-01 |
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| spelling | doaj-art-9508bcf746794a86b36a73e62de2f9362025-02-03T01:25:20ZengWileyBioinorganic Chemistry and Applications1565-36331687-479X2010-01-01201010.1155/2010/386860386860Structural Properties, Cytotoxicity, and Anti-Inflammatory Activity of Silver(I) Complexes with tris(p-tolyl)Phosphine and 5-Chloro-2-MercaptobenzothiazoleL. Kyros0N. Kourkoumelis1M. Kubicki2L. Male3M. B. Hursthouse4I. I. Verginadis5E. Gouma6S. Karkabounas7K. Charalabopoulos8S. K. Hadjikakou9Section of Inorganic and Analytical Chemistry, Department of Chemistry, University of Ioannina, 45110 Ioannina, GreeceMedical Physics Laboratory, Medical School, University of Ioannina, 45110 Ioannina, GreeceDepartment of Chemistry, A. Mickiewicz University, ul. Grunwaldzka 6, 60-780 Poznań, PolandDepartment of Chemistry, University of Southampton, Highfield, Southampton SO17 1BJ, UKDepartment of Chemistry, University of Southampton, Highfield, Southampton SO17 1BJ, UKDepartment of Experimental Physiology, Medical School, University of Ioannina, 45110 Ioannina, GreeceDepartment of Experimental Physiology, Medical School, University of Ioannina, 45110 Ioannina, GreeceDepartment of Experimental Physiology, Medical School, University of Ioannina, 45110 Ioannina, GreeceDepartment of Experimental Physiology, Medical School, University of Ioannina, 45110 Ioannina, GreeceSection of Inorganic and Analytical Chemistry, Department of Chemistry, University of Ioannina, 45110 Ioannina, GreeceThe synthesis and characterization of the silver(I) chloride complex of formula {[AgCI(CMBZT)(TPTP)2]⋅(MeOH)} (1) (CMBZT = 5-chloro-2-mercaptobenzothiazole, TPTP = tris(p-tolyl)phosphine) is described. Also the structure of the hydrate derivative {[AgCI(TPTP)3]⋅(0.5⋅H2O)} (2) of the corresponding known anhydrous silver complex (Zartilas et al., 2009), and the polymorph 3 of the known [AgI(TPTP)3] complex (Zartilas et al., 2009) were determined and compared with the known ones. In addition, the structure of the known one silver(I) cluster {[AgI(TPTP)]4} (4) (Meijboom et al., 2009) was re-determined at 120(2) K and possible Ag-Ag interactions were analyzed. The compounds 1–4 were characterized by X-ray crystallography at r.t (1) and 120 K (2–4). All these complexes and {[(Et3NH)+]2⋅[Ag6(μ3-Hmna)4(μ3-mna)2]2−⋅(DMSO)2⋅(H2O)} (5) (Hmna = 2-mercaptonicotinic acid) were evaluated for cytotoxic and anti-inflammatory activity. The in vitro testing of cytotoxic activity of 1–5 against leiomyosarcoma cancer cells (LMS), were evaluated with Trypan Blue and Thiazolyl Blue Tetrazolium Bromide or 3-(4.5-dimethylthiazol-2-yl)-2.5-diphenyltetrazolium bromide (MTT) assays. The flow cytometry assay for complex 1 and showed that at 15 μM of 1, 62.38% of LMS cells undergo apoptosis, while 7% of LMS cells undergo cell necrosis. The antitumor activity of 3 is comparable with that of its reported polymorph (Zartilas et al., 2009). The anti-inflammatory, activity of complexes 1–3 and 5 was also studied. The activity towards cell viability was 2>3>5>1>4, while the order of the inhibitory activity in cell growth proliferation follows the order, 2>3>1>4>5. The anti-inflammatory activity on the other hand is 1>2>5>⋯>3.http://dx.doi.org/10.1155/2010/386860 |
| spellingShingle | L. Kyros N. Kourkoumelis M. Kubicki L. Male M. B. Hursthouse I. I. Verginadis E. Gouma S. Karkabounas K. Charalabopoulos S. K. Hadjikakou Structural Properties, Cytotoxicity, and Anti-Inflammatory Activity of Silver(I) Complexes with tris(p-tolyl)Phosphine and 5-Chloro-2-Mercaptobenzothiazole Bioinorganic Chemistry and Applications |
| title | Structural Properties, Cytotoxicity, and Anti-Inflammatory Activity of Silver(I) Complexes with tris(p-tolyl)Phosphine and 5-Chloro-2-Mercaptobenzothiazole |
| title_full | Structural Properties, Cytotoxicity, and Anti-Inflammatory Activity of Silver(I) Complexes with tris(p-tolyl)Phosphine and 5-Chloro-2-Mercaptobenzothiazole |
| title_fullStr | Structural Properties, Cytotoxicity, and Anti-Inflammatory Activity of Silver(I) Complexes with tris(p-tolyl)Phosphine and 5-Chloro-2-Mercaptobenzothiazole |
| title_full_unstemmed | Structural Properties, Cytotoxicity, and Anti-Inflammatory Activity of Silver(I) Complexes with tris(p-tolyl)Phosphine and 5-Chloro-2-Mercaptobenzothiazole |
| title_short | Structural Properties, Cytotoxicity, and Anti-Inflammatory Activity of Silver(I) Complexes with tris(p-tolyl)Phosphine and 5-Chloro-2-Mercaptobenzothiazole |
| title_sort | structural properties cytotoxicity and anti inflammatory activity of silver i complexes with tris p tolyl phosphine and 5 chloro 2 mercaptobenzothiazole |
| url | http://dx.doi.org/10.1155/2010/386860 |
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