Platinum complexes of p- and m-aminobenzamidine. Synthesis, characterization, and cytotoxic activity.
Four platinum(II) aminobenzamidine complexes have been prepared and characterized by IR and 1H and 13C NMR spectroscopy, and tested for their ability to interact with the nicked and closed circular forms of the pUC8 plasmid DNA. The results show that the complexes of formula [Pt(LH)2Cl2]2X have a cis- geometry with an amino-Pt bonding, where L is either p- or m-aminobenzamidine and where 2X is 2Cl- or PtCl4(2-). It was observed that these complexes significantly alter the electrophoretic mobility of nicked and closed circular forms of DNA and that the alteration in electrophoretic mobility due to Pt(II)-p-aminobenzamidine binding is higher than that due to Pt(II)-m-aminobenzamidine. No difference in mobility was observed whether the DNA interacted with complexes having as counteranion Cl- or PtCl4(2-). The synthesized compounds were, in addition, assayed for antitumor activity in vitro against colon (CX-1), lung (LX-1), and mammary (MX-1) human tumor cells. The results show that these complexes inhibited the multiplication of the tumor cells and that they show higher specificity for lung cells.
Navarro-Ranninger
C
C
Departamento de Química, Universidad Autónoma de Madrid, Spain.
Ochoa
P A
PA
Pérez
J M
JM
Rodríguez
J H
JH
Masaguer
J R
JR
Alonso
C
C
D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D001550:Benzamidines / Q000737:chemistry*; D002247:Carbon Isotopes; D002455:Cell Division / Q000187:drug effects; D004247:DNA / Q000187:drug effects; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D010984:Platinum / Q000737:chemistry*; D011522:Protons; D013055:Spectrophotometry, Infrared
D000970:Antineoplastic Agents; D001550:Benzamidines; D002247:Carbon Isotopes; D011522:Protons; D010984:Platinum; D004247:DNA