Tuning the coordination properties of phenothiazine by regioselective introduction of diphenylphosphanyl groups.
The palladium and platinum complexes of the newly synthesized 1-(diphenylphosphino)-10-methyl-10H-phenothiazine (1) and the previously reported 3-(diphenylphosphino)-10-alkyl-10H-phenothiazine [alkyl = Me (2), Et (3)] and 4-(diphenylphosphino)-10-ethyl-10H-phenothiazine (4) were prepared. Density functional calculations were carried out to explain the electronic properties of compounds 1, 3 and 4. Compounds 1, 3 and 4 can interact with DNA, as was observed in agarose gel electrophoresis experiments. In addition, the cytotoxicity of the platinum complexes of ligands 2 and 4 towards breast, colorectal and hepatocarcinoma cell lines was studied.
Babeş-Bolyai University, Faculty of Chemistry and Chemical Engineering, RO-400028 Cluj-Napoca, Romania. lusi@chem.ubbcluj.ro.
I H
IH
Filip
E
E
Gál
I
I
Lupan
M
M
Perde-Schrepler
P
P
Lönnecke
M
M
Surducan
L I
LI
Găină
E
E
Hey-Hawkins
L
L
Silaghi-Dumitrescu
D004247:DNA / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D010640:Phenothiazines / Q000737:chemistry*; D013237:Stereoisomerism
D010640:Phenothiazines; D004247:DNA; C031637:phenothiazine