Influence of hydrogen-bonding substituents on the cytotoxicity of RAPTA compounds

Claudine Scolaro, Tilmann J. Geldbach, Sébastien Rochat, Antoine Dorcier, Christian Gossens, Alberta Bergamo, Moreno Cocchietto, Ivano Tavernelli, Gianni Sava, Ursula Rothlisberger, Paul J. Dyson

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Abstract

A new series of organometallic ruthenium(II)-arene compounds of the type RuCl26-arene)(phosphine) (phosphine = 1,3,5-triaza-7-phosphaadamantane, PTA, and 3,7-diacetly-1,3,7-triaza-5- phosphabicyclo[3.3.1]nonane, DAPTA) with different potential hydrogen-bonding functionalities on the arene ligand have been prepared and studied for their antitumor activity. Cell viability studies using the TS/A mouse adenocarcinoma cancer cell line and the nontumorigenic HBL-100 human mammary cell line, combined with uptake determinations, are compared to the nonfunctionalized analogues, previously shown to be active on solid metastasizing tumors. The reactivity of the functionalized RAPTA compounds with a 14-mer oligonucleotide (established by mass spectrometry) has been rationalized by DFT calculations, which indicate that environmental factors are important.

Original languageEnglish
Pages (from-to)756-765
Number of pages10
JournalOrganometallics
Volume25
Issue number3
DOIs
Publication statusPublished - 30 Jan 2006

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    Scolaro, C., Geldbach, T. J., Rochat, S., Dorcier, A., Gossens, C., Bergamo, A., Cocchietto, M., Tavernelli, I., Sava, G., Rothlisberger, U., & Dyson, P. J. (2006). Influence of hydrogen-bonding substituents on the cytotoxicity of RAPTA compounds. Organometallics, 25(3), 756-765. https://doi.org/10.1021/om0508841