A Silver Complex with Cycloserine: Synthesis, Spectroscopic Characterization, Crystal Structure and In Vitro Biological Studies

Abstract

Synthesis, characterization and biological activities of a silver(I) complex with cycloserine (AgCIC) are presented. Elemental, thermal and mass spectrometric analyses permitted proposing the minimal formula AgC3H5N2O2. The structure of the AgCIC complex was solved by powder X‐ray diffraction (XRD) studies. Coordination of the ligand to silver was shown to occur by the nitrogen atom of the heterocyclic ring and by the nitrogen and oxygen atoms of the amino and carbonyl groups, leading to a polymeric arrangement. Infrared (IR) and nuclear magnetic resonance (NMR) spectroscopic analyses confirmed the coordination sites. Antibacterial assays revealed the activity of the AgCIC complex against Mycobacterium tuberculosis, with minimal inhibitory concentration (MIC90) of 79.1 μmol⋅L−1, and against Staphylococcus aureus, Escherichia coli and Pseudomonas aeruginosa bacterial strains. Antiproliferative assays over a panel of tumoral and non‐tumoral cells showed that the AgCIC complex is more active and selective than doxorubicin against breast and leukemia cancer cells, considering the total growth inhibition (TGI) values. The interaction of the complex with biomolecules and its mutagenicity were also investigated.

Evaluation of the in vitro cytogenotoxic profile of the silver(I) metal complex with furosemide (Ag-FSE)

“…Furthermore, this study also showed the greater sensitivity of Caco-2 cells (tumor cell line) compared to the nontumor cell line GM 07492A to different treatments, which corroborates other studies in the literature that show a special sensitization of Caco-2 cells by silver nanoparticles and silver ions (Iqbal et al, 2013;Oberemma et al, 2016;Zande et al, 2016;Vila et al, 2017). Ciol et al (2018) described the synthesis, characterization and biological activities of the complex of Ag(I) with cycloserine (AgCIC). Among the results obtained, the authors showed that the complex was able to inhibit the growth of all tumor cells tested, being particularly more active in vitro against breast cancer cells and leukemia cells than doxorubicin, in addition to its remarkable selectivity in relation to cancer cells when compared to the non-tumor cell line, suggesting less toxicity than commercial chemotherapeutics.…”

“…air and water (Möhler et al, 2018). Studies also show that silver has antiparasitic, antifungal and antitumor activity, which compared to cisplatin has less toxicity and more cytotoxicity depending on the ligand (Medici et al, 2015;Ciol et al, 2018;Liang et al, 2018;Rocha et al, 2019;Esteban-Parra et al, 2019;Kizrak et al, 2019;Favarin et al, 2019).…”

Gold(I) and Silver(I) Complexes with 2-Anilinopyridine-Based Heterocycles as Multitarget Drugs against Colon Cancer

“…With this idea, a significant amount of silver complexes with a great variety of ligands has been designed for potential pharmaceutical usage. ,,, Thus, silver N-heterocyclic carbene (NHC) complexes ,,− , constitute the group with the largest number of examples of Ag­(I) compounds with biological properties, mainly due to their strong coordination to the metallic center and their increased stability. Apart from Ag-NHC derivatives, silver coordination compounds with a high number of different ligands (carboxylic acids ligands; phosphines; , amino acids ligands; N-donor ligands; , S-donor ligands; and mixed ligands, such as N,O-, , N,S-, and P,O-donor ligands) have been recently described as potential anticancer silver-based complexes.…”