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

Hristo Varbanov; Seied Mojtaba Valiahdi; Anton Legin; Michael Jakupec; Alexander Roller; Mathea Sophia Galanski; Bernhard Keppler

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

Hristo Varbanov, Seied Mojtaba Valiahdi, Anton Legin, Michael Jakupec, Alexander Roller, Mathea Sophia Galanski (Corresponding author), Bernhard Keppler

Department of Inorganic Chemistry

Publications: Contribution to journal › Article › Peer Reviewed

Abstract

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 (1H, 13C, 15N, 195Pt) 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 IC50 values down to the low nanomolar range.

Original language	English
Pages (from-to)	5456-5464
Number of pages	9
Journal	European Journal of Medicinal Chemistry
Volume	46
Issue number	11
Publication status	Published - 2011

Austrian Fields of Science 2012

104003 Inorganic chemistry
301305 Medical chemistry

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

Cite this

@article{2acc398a2523478a817a696b26d297fe,

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

abstract = "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 (1H, 13C, 15N, 195Pt) 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 IC50 values down to the low nanomolar range.",

author = "Hristo Varbanov and Valiahdi, {Seied Mojtaba} and Anton Legin and Michael Jakupec and Alexander Roller and Galanski, {Mathea Sophia} and Bernhard Keppler",

note = "Accession Number: WOS:000298120500021",

year = "2011",

language = "English",

volume = "46",

pages = "5456--5464",

journal = "European Journal of Medicinal Chemistry",

issn = "0223-5234",

publisher = "ELSEVIER MASSON",

number = "11",

}

TY - JOUR

T1 - Synthesis and characterization of novel bis(carboxylato) dichloridobis(ethylamine)platinum(IV) complexes with higher cytotoxicity than cisplatin

AU - Varbanov, Hristo

AU - Valiahdi, Seied Mojtaba

AU - Legin, Anton

AU - Jakupec, Michael

AU - Roller, Alexander

AU - Galanski, Mathea Sophia

AU - Keppler, Bernhard

N1 - Accession Number: WOS:000298120500021

PY - 2011

Y1 - 2011

N2 - 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 (1H, 13C, 15N, 195Pt) 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 IC50 values down to the low nanomolar range.

AB - 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 (1H, 13C, 15N, 195Pt) 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 IC50 values down to the low nanomolar range.

M3 - Article

VL - 46

SP - 5456

EP - 5464

JO - European Journal of Medicinal Chemistry

JF - European Journal of Medicinal Chemistry

SN - 0223-5234

IS - 11

ER -