Preparation and in vitro cytotoxicity of oxaliplatin derivatives with chiral amino acid as the carrier group

Abstract

Eight oxaliplatin derivatives with chiral amino acid, 2-{[(1R,2R)-2-aminocyclohexyl]amino}propanoic acid, as the carrier group, were designed, synthesized, and spectrally characterized by IR, ¹H NMR, MS spectra, and microanalyses. In vitro cytotoxicities against human HepG-2, MCF-7, A549, and HCT-116 cell lines were evaluated by 3-(4,5-Dimethylthiazol-2-yl)-2,5-diphenyltetrazo-liumbromide assay. Results indicated that all compounds exhibited sensitivity to HepG-2 cell line, and among them, compounds P3 and P4 which have CH₃(CH₂)₆COO^– and CH₃(CH₂)₈COO^– as the leaving groups, respectively, gave better antitumor activity than carboplatin against HepG-2 and A549 cell lines.

Graphical Abstract

Novel platinum(II) compounds with a new chiral ligand were designed, prepared and biologically evaluated. Results indicated that compounds P3 and P4 showed better antitumor activity than carboplatin against two selected human cell lines.

Keywords:

• Chiral amino acid
• Platinum(II) complexes
• In vitro cytotoxicity

Additional information

Funding

Funding. This work is supported by the National Natural Science Foundation of China Project [grant number 21361014], [grant number 21302074] to C.Z. Gao; the National Natural Science Foundation of China Project [grant number 21362016] to B. Yang; the National Natural Science Foundation of China Project [grant number 21272041] to S.H. Gou; Doctoral Program of the Ministry of Education of PR China [grant number 20125314120007] to C.Z. Gao.