Oxoplatin-Based Pt(IV) Lipoate Complexes and Their Biological Activity

Xiao Liu; Marie-Christin Barth; Klaudia Cseh; Christian R. Kowol; Michael A. Jakupec; Bernhard K. Keppler; Dan Gibson; Wolfgang Weigand

doi:10.1002/cbdv.202200695

Oxoplatin-Based Pt(IV) Lipoate Complexes and Their Biological Activity

Xiao Liu, Marie-Christin Barth, Klaudia Cseh, Christian R. Kowol, Michael A. Jakupec, Bernhard K. Keppler (Corresponding author), Dan Gibson (Corresponding author), Wolfgang Weigand (Corresponding author)

Department of Inorganic Chemistry

Publications: Contribution to journal › Article › Peer Reviewed

Abstract

α-Lipoic acid, known for its anti-inflammatory and antioxidant activity, represents a promising ligand for Pt(IV) prodrugs. Three new Pt(IV) lipoate complexes were synthesized and characterized by NMR spectroscopy ( 1H, 13C, 195Pt), mass spectrometry and elemental analysis. Due to the low solubility of the complex containing two axial lipoate ligands, further experiments to examine the biological activity were performed with two Pt(IV) complexes containing just one axial lipoate ligand. Both complexes exhibit anticancer activity and produce reactive oxygen species (ROS) in the cell lines tested. Especially, the monosubstituted complex can be reduced by ascorbic acid and forms adducts with 9-methylguanine (9MeG), which is favorable for the formation of DNA-crosslinks in the cells.

Original language	English
Article number	e202200695
Number of pages	11
Journal	Chemistry & Biodiversity
Volume	19
Issue number	10
Early online date	26 Aug 2022
DOIs	https://doi.org/10.1002/cbdv.202200695
Publication status	Published - Oct 2022

Austrian Fields of Science 2012

104004 Chemical biology
104003 Inorganic chemistry

Keywords

lipoic acid
Pt(IV) prodrugs
multi-action
cyclovoltammetry
ROS
ALPHA-LIPOIC ACID
RAPID COLORIMETRIC ASSAY
BREAST-CANCER CELLS
ANTICANCER AGENTS
REDOX REGULATION
ANTIOXIDANT
PROLIFERATION
OXALIPLATIN
DERIVATIVES
GENERATION

UN SDGs

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

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10.1002/cbdv.202200695

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title = "Oxoplatin-Based Pt(IV) Lipoate Complexes and Their Biological Activity",

abstract = "α-Lipoic acid, known for its anti-inflammatory and antioxidant activity, represents a promising ligand for Pt(IV) prodrugs. Three new Pt(IV) lipoate complexes were synthesized and characterized by NMR spectroscopy ( 1H, 13C, 195Pt), mass spectrometry and elemental analysis. Due to the low solubility of the complex containing two axial lipoate ligands, further experiments to examine the biological activity were performed with two Pt(IV) complexes containing just one axial lipoate ligand. Both complexes exhibit anticancer activity and produce reactive oxygen species (ROS) in the cell lines tested. Especially, the monosubstituted complex can be reduced by ascorbic acid and forms adducts with 9-methylguanine (9MeG), which is favorable for the formation of DNA-crosslinks in the cells. ",

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author = "Xiao Liu and Marie-Christin Barth and Klaudia Cseh and Kowol, {Christian R.} and Jakupec, {Michael A.} and Keppler, {Bernhard K.} and Dan Gibson and Wolfgang Weigand",

note = "Publisher Copyright: {\textcopyright} 2022 The Authors. Chemistry & Biodiversity published by Wiley-VHCA AG, Zurich, Switzerland.",

year = "2022",

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doi = "10.1002/cbdv.202200695",

language = "English",

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AU - Liu, Xiao

AU - Barth, Marie-Christin

AU - Cseh, Klaudia

AU - Kowol, Christian R.

AU - Jakupec, Michael A.

AU - Keppler, Bernhard K.

AU - Gibson, Dan

AU - Weigand, Wolfgang

PY - 2022/10

Y1 - 2022/10

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AB - α-Lipoic acid, known for its anti-inflammatory and antioxidant activity, represents a promising ligand for Pt(IV) prodrugs. Three new Pt(IV) lipoate complexes were synthesized and characterized by NMR spectroscopy ( 1H, 13C, 195Pt), mass spectrometry and elemental analysis. Due to the low solubility of the complex containing two axial lipoate ligands, further experiments to examine the biological activity were performed with two Pt(IV) complexes containing just one axial lipoate ligand. Both complexes exhibit anticancer activity and produce reactive oxygen species (ROS) in the cell lines tested. Especially, the monosubstituted complex can be reduced by ascorbic acid and forms adducts with 9-methylguanine (9MeG), which is favorable for the formation of DNA-crosslinks in the cells.

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KW - cyclovoltammetry

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KW - RAPID COLORIMETRIC ASSAY

KW - BREAST-CANCER CELLS

KW - ANTICANCER AGENTS

KW - REDOX REGULATION

KW - ANTIOXIDANT

KW - PROLIFERATION

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KW - GENERATION

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ER -

Oxoplatin-Based Pt(IV) Lipoate Complexes and Their Biological Activity

Abstract

Austrian Fields of Science 2012

Keywords

UN SDGs

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