TY - JOUR
T1 - Influence of hydrogen-bonding substituents on the cytotoxicity of RAPTA compounds
AU - Scolaro, Claudine
AU - Geldbach, Tilmann J.
AU - Rochat, Sébastien
AU - Dorcier, Antoine
AU - Gossens, Christian
AU - Bergamo, Alberta
AU - Cocchietto, Moreno
AU - Tavernelli, Ivano
AU - Sava, Gianni
AU - Rothlisberger, Ursula
AU - Dyson, Paul J.
PY - 2006/1/30
Y1 - 2006/1/30
N2 - A new series of organometallic ruthenium(II)-arene compounds of the type RuCl2(η6-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.
AB - A new series of organometallic ruthenium(II)-arene compounds of the type RuCl2(η6-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.
UR - http://www.scopus.com/inward/record.url?scp=33644547393&partnerID=8YFLogxK
UR - http://dx.doi.org/10.1021/om0508841
U2 - 10.1021/om0508841
DO - 10.1021/om0508841
M3 - Article
AN - SCOPUS:33644547393
SN - 0276-7333
VL - 25
SP - 756
EP - 765
JO - Organometallics
JF - Organometallics
IS - 3
ER -
