Investigating the anticancer potential of 4-phenylthiazole derived Ru(ii) and Os(ii) metalacycles

Paul Getreuer; Laura Marretta; Emine Toyoglu; Orsolya Dömötör; Michaela Hejl; Alexander Prado-Roller; Klaudia Cseh; Anton A. Legin; Michael A. Jakupec; Giampaolo Barone; Alessio Terenzi; Bernhard K. Keppler; Wolfgang Kandioller

doi:10.1039/d4dt00245h

Investigating the anticancer potential of 4-phenylthiazole derived Ru(ii) and Os(ii) metalacycles

Paul Getreuer, Laura Marretta, Emine Toyoglu, Orsolya Dömötör, Michaela Hejl, Alexander Prado-Roller, Klaudia Cseh, Anton A. Legin, Michael A. Jakupec, Giampaolo Barone, Alessio Terenzi, Bernhard K. Keppler, Wolfgang Kandioller (Corresponding author)

Publications: Contribution to journal › Article › Peer Reviewed

Abstract

In this contribution we report the synthesis, characterization and in vitro anticancer activity of novel cyclometalated 4-phenylthiazole-derived ruthenium(ii) (2a-e) and osmium(ii) (3a-e) complexes. Formation and sufficient purity of the complexes were unambigiously confirmed by ¹H-, ¹³C- and 2D-NMR techniques, X-ray diffractometry, HRMS and elemental analysis. The binding preferences of these cyclometalates to selected amino acids and to DNA models including G-quadruplex structures were analyzed. Additionally, their stability and behaviour in aqueous solutions was determined by UV-Vis spectroscopy. Their cellular accumulation, their ability of inducing apoptosis, as well as their interference in the cell cycle were studied in SW480 colon cancer cells. The anticancer potencies were investigated in three human cancer cell lines and revealed IC₅₀ values in the low micromolar range, in contrast to the biologically inactive ligands.

Original language	English
Pages (from-to)	5567-5579
Number of pages	13
Journal	Dalton Transactions
Volume	53
Issue number	12
DOIs	https://doi.org/10.1039/d4dt00245h
Publication status	Published - 1 Mar 2024

Austrian Fields of Science 2012

104003 Inorganic chemistry
301904 Cancer research

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title = "Investigating the anticancer potential of 4-phenylthiazole derived Ru(ii) and Os(ii) metalacycles",

abstract = "In this contribution we report the synthesis, characterization and in vitro anticancer activity of novel cyclometalated 4-phenylthiazole-derived ruthenium(ii) (2a-e) and osmium(ii) (3a-e) complexes. Formation and sufficient purity of the complexes were unambigiously confirmed by 1H-, 13C- and 2D-NMR techniques, X-ray diffractometry, HRMS and elemental analysis. The binding preferences of these cyclometalates to selected amino acids and to DNA models including G-quadruplex structures were analyzed. Additionally, their stability and behaviour in aqueous solutions was determined by UV-Vis spectroscopy. Their cellular accumulation, their ability of inducing apoptosis, as well as their interference in the cell cycle were studied in SW480 colon cancer cells. The anticancer potencies were investigated in three human cancer cell lines and revealed IC50 values in the low micromolar range, in contrast to the biologically inactive ligands.",

author = "Paul Getreuer and Laura Marretta and Emine Toyoglu and Orsolya D{\"o}m{\"o}t{\"o}r and Michaela Hejl and Alexander Prado-Roller and Klaudia Cseh and Legin, {Anton A.} and Jakupec, {Michael A.} and Giampaolo Barone and Alessio Terenzi and Keppler, {Bernhard K.} and Wolfgang Kandioller",

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T1 - Investigating the anticancer potential of 4-phenylthiazole derived Ru(ii) and Os(ii) metalacycles

AU - Getreuer, Paul

AU - Marretta, Laura

AU - Toyoglu, Emine

AU - Dömötör, Orsolya

AU - Hejl, Michaela

AU - Prado-Roller, Alexander

AU - Cseh, Klaudia

AU - Legin, Anton A.

AU - Jakupec, Michael A.

AU - Barone, Giampaolo

AU - Terenzi, Alessio

AU - Keppler, Bernhard K.

AU - Kandioller, Wolfgang

PY - 2024/3/1

Y1 - 2024/3/1

N2 - In this contribution we report the synthesis, characterization and in vitro anticancer activity of novel cyclometalated 4-phenylthiazole-derived ruthenium(ii) (2a-e) and osmium(ii) (3a-e) complexes. Formation and sufficient purity of the complexes were unambigiously confirmed by 1H-, 13C- and 2D-NMR techniques, X-ray diffractometry, HRMS and elemental analysis. The binding preferences of these cyclometalates to selected amino acids and to DNA models including G-quadruplex structures were analyzed. Additionally, their stability and behaviour in aqueous solutions was determined by UV-Vis spectroscopy. Their cellular accumulation, their ability of inducing apoptosis, as well as their interference in the cell cycle were studied in SW480 colon cancer cells. The anticancer potencies were investigated in three human cancer cell lines and revealed IC50 values in the low micromolar range, in contrast to the biologically inactive ligands.

AB - In this contribution we report the synthesis, characterization and in vitro anticancer activity of novel cyclometalated 4-phenylthiazole-derived ruthenium(ii) (2a-e) and osmium(ii) (3a-e) complexes. Formation and sufficient purity of the complexes were unambigiously confirmed by 1H-, 13C- and 2D-NMR techniques, X-ray diffractometry, HRMS and elemental analysis. The binding preferences of these cyclometalates to selected amino acids and to DNA models including G-quadruplex structures were analyzed. Additionally, their stability and behaviour in aqueous solutions was determined by UV-Vis spectroscopy. Their cellular accumulation, their ability of inducing apoptosis, as well as their interference in the cell cycle were studied in SW480 colon cancer cells. The anticancer potencies were investigated in three human cancer cell lines and revealed IC50 values in the low micromolar range, in contrast to the biologically inactive ligands.

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JO - Dalton Transactions

JF - Dalton Transactions

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ER -

Investigating the anticancer potential of 4-phenylthiazole derived Ru(ii) and Os(ii) metalacycles

Abstract

Austrian Fields of Science 2012

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