Synthesis and characterization of novel bis(carboxylato)dichloridobis(ethylamine)platinum(IV) complexes with higher cytotoxicity than cisplatin

A series of six novel bis(carboxylato)dichloridobis(ethylamine)platinum(IV) complexes was synthesized and characterized in detail by elemental analysis, FT-IR, ESI-MS, HPLC, multinuclear ((1)H, (13)C, (15)N, (195)Pt) NMR spectroscopy and in one case by X-ray diffraction. Cytotoxic properties of the...

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Autores principales: Varbanov, Hristo, Valiahdi, Seied M., Legin, Anton A., Jakupec, Michael A., Roller, Alexander, Galanski, Mathea S., Keppler, Bernhard K.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Editions Scientifiques Elsevier 2011
Materias:
Original Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3206992/
https://www.ncbi.nlm.nih.gov/pubmed/21940073
http://dx.doi.org/10.1016/j.ejmech.2011.09.006
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author Varbanov, Hristo
Valiahdi, Seied M.
Legin, Anton A.
Jakupec, Michael A.
Roller, Alexander
Galanski, Mathea S.
Keppler, Bernhard K.
author_facet Varbanov, Hristo
Valiahdi, Seied M.
Legin, Anton A.
Jakupec, Michael A.
Roller, Alexander
Galanski, Mathea S.
Keppler, Bernhard K.
author_sort Varbanov, Hristo
collection PubMed
description A series of six novel bis(carboxylato)dichloridobis(ethylamine)platinum(IV) complexes was synthesized and characterized in detail by elemental analysis, FT-IR, ESI-MS, HPLC, multinuclear ((1)H, (13)C, (15)N, (195)Pt) NMR spectroscopy and in one case by X-ray diffraction. Cytotoxic properties of the complexes were evaluated in four human tumor cell lines originating from ovarian carcinoma (CH1 and SK-OV-3), colon carcinoma (SW480) and non-small cell lung cancer (A549) by means of the MTT colorimetrical assay. In addition, their octanol/water partition coefficients (log P values) were determined. Remarkably the most active (and also most lipophilic) compounds, having 4-propyloxy-4-oxobutanoato and 4-(2-propyloxy)-4-oxobutanoato axial ligands, showed IC(50) values down to the low nanomolar range.
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spelling pubmed-32069922011-12-28 Synthesis and characterization of novel bis(carboxylato)dichloridobis(ethylamine)platinum(IV) complexes with higher cytotoxicity than cisplatin Varbanov, Hristo Valiahdi, Seied M. Legin, Anton A. Jakupec, Michael A. Roller, Alexander Galanski, Mathea S. Keppler, Bernhard K. Eur J Med Chem Original Article A series of six novel bis(carboxylato)dichloridobis(ethylamine)platinum(IV) complexes was synthesized and characterized in detail by elemental analysis, FT-IR, ESI-MS, HPLC, multinuclear ((1)H, (13)C, (15)N, (195)Pt) NMR spectroscopy and in one case by X-ray diffraction. Cytotoxic properties of the complexes were evaluated in four human tumor cell lines originating from ovarian carcinoma (CH1 and SK-OV-3), colon carcinoma (SW480) and non-small cell lung cancer (A549) by means of the MTT colorimetrical assay. In addition, their octanol/water partition coefficients (log P values) were determined. Remarkably the most active (and also most lipophilic) compounds, having 4-propyloxy-4-oxobutanoato and 4-(2-propyloxy)-4-oxobutanoato axial ligands, showed IC(50) values down to the low nanomolar range. Editions Scientifiques Elsevier 2011-11 /pmc/articles/PMC3206992/ /pubmed/21940073 http://dx.doi.org/10.1016/j.ejmech.2011.09.006 Text en . https://creativecommons.org/licenses/by-nc-nd/3.0/This is an open access article under the CC BY-NC-ND license (http://creativecommons.org/licenses/by-nc-nd/3.0/).
spellingShingle Original Article
Varbanov, Hristo
Valiahdi, Seied M.
Legin, Anton A.
Jakupec, Michael A.
Roller, Alexander
Galanski, Mathea S.
Keppler, Bernhard K.
Synthesis and characterization of novel bis(carboxylato)dichloridobis(ethylamine)platinum(IV) complexes with higher cytotoxicity than cisplatin
title Synthesis and characterization of novel bis(carboxylato)dichloridobis(ethylamine)platinum(IV) complexes with higher cytotoxicity than cisplatin
title_full Synthesis and characterization of novel bis(carboxylato)dichloridobis(ethylamine)platinum(IV) complexes with higher cytotoxicity than cisplatin
title_fullStr Synthesis and characterization of novel bis(carboxylato)dichloridobis(ethylamine)platinum(IV) complexes with higher cytotoxicity than cisplatin
title_full_unstemmed Synthesis and characterization of novel bis(carboxylato)dichloridobis(ethylamine)platinum(IV) complexes with higher cytotoxicity than cisplatin
title_short Synthesis and characterization of novel bis(carboxylato)dichloridobis(ethylamine)platinum(IV) complexes with higher cytotoxicity than cisplatin
title_sort synthesis and characterization of novel bis(carboxylato)dichloridobis(ethylamine)platinum(iv) complexes with higher cytotoxicity than cisplatin
topic Original Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3206992/
https://www.ncbi.nlm.nih.gov/pubmed/21940073
http://dx.doi.org/10.1016/j.ejmech.2011.09.006
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