Trans platinum complexes design: One novel water soluble oxime derivative that contains aliphatic amines in trans configuration

Abstract

In an attempt to design new antitumoral drugs based on transplatin complexes, we determined the experimental conditions for the preparation of trans-[Pt((CH(3))(2)CNOH)((CH(3))(2)CHNH(2))Cl(2)], and solved the crystal structure. The cytotoxicity of the novel complex, the cis counterpart, cisplatin, and a trans complex with aliphatic amines, as well as the capacity of some of these complexes to cause either apoptotic or necrotic cell death, was comparatively examined in NRK-52E rat renal tubular cells and HepG2 human hepatoma cells. The results indicate that the oxime complex with trans geometry, but not the one with cis geometry, causes death by apoptosis, making the complex potentially suitable for therapeutic purposes. However cytotoxicity values are higher in the case of cis geometry than in trans geometry in both tumoral and non-tumoral cell lines.

A DFT study of a novel oxime anticancer trans platinum complex: Monofunctional and bifunctional binding to purine bases

“…Recently, Quiroga et al [23]. synthesized a novel water soluble oxime trans-platinum complex trans-[Pt((CH 3 ) 2 C¼ ¼NOH)((CH 3 ) 2 CHNH 2 )Cl 2 ].…”

Understanding trans platinum complexes as potential antitumor drugs beyond targeting DNA

“…However, while cis-Pt(oxime) 2 Cl 2 rapidly caused necrosis, trans-Pt(oxime)(ipa)Cl 2 induced apoptosis, a less drastic, physiological form of cellular death more suitable for therapeutic purposes. Further studies showed that their cytotoxicity was very dependent on both the cell type and experimental conditions, making very difficult the determination of the real antitumor value of these drugs [41]. On the other hand, pyridine moieties on trans to the aliphatic amines (Fig.…”

Hydroxylamines and Oximes: Biological Properties and Potential Uses as Therapeutic Agents

“…The stability of oxime complexes with various metals has been shown to result in promising metallodrugs with antitumor activity, such as cis and trans platinum complexes 203 and homo-and heteronuclear Cu(II) and Mn(II) oxime complexes 204 . The bidentate oxime-metal complexes exhibit nucleolytic activity and induce DNA cleavage.…”