Syntheses, Structures and Cytotoxicity of Cu(II) Complexes with α‐Amino acid derived Benzamidines

• Published in: Zeitschrift für anorganische und allgemeine Chemie (1950) 2022-02, Vol.648 (4), p.n/a
• Main Authors: Dinh Le, Canh, Thang Pham, Chien, Huy Nguyen, Hung
• Format: Article
• Language: English
• Subjects: Alanine; Amino acids; Anions; benzamidines; Composition; Coordination compounds; copper; Cytotoxicity; Esterification; Esters; Glycine; Ligands; Toxicity; Valine; X-ray structure
• ISSN: 0044-2313; 1521-3749
• DOI: 10.1002/zaac.202100351

N‐(diethylthiocarbamoyl)benzimidoyl chloride reacts with methyl esters of glycine, L‐alanine, L‐valine under formation of pro‐ligands 1 which undergo de‐esterification in reactions with Cu(CH3COO)2 and finally form complexes 2 with the compositions of [{Cu(L‐gly)}4] (2 a), [{Cu(L‐ala)}∞] (2 b) and [{Cu(L‐val)}∞] (2 c). In all complexes, Cu(II) ion is coordinated by a dianion {L2−} via its (O,N,S) donor set and a bridging carboxylate O atom, and thus, adopts a distorted square‐planar coordination sphere. Treatment of complexes 2 with equimolar amounts of o‐phenanthroline results in the formation of square pyramidal ternary complexes with the compositions of [Cu(L)phen] (L=L‐gly, L‐ala, L‐val) (3). Antiproliferative effects of the compounds on MCF‐7 and Hep‐G2 cancer cells were studied. Generally, the ternary complexes 3 are more active than the complexes 2 and the pro‐ligands 1. In each series of compounds, the derivatives of L‐valine show higher cytotoxicity than those of L‐alanine and glycine.