Cytotoxicity and Antibacterial Activity of Silver Complexes Bearing Semicarbazones and Triphenylphosphine

Abstract

The present work aimed to evaluate the biological activities of the silver (I) complexes, with the formulae [Ag(L)(PPh3)2]+ and [Ag(L)2]+ (L=(E)‐2‐((E)‐3‐phenylallylidene) hydrazine‐1‐carboxamide – CSC and (2E)‐2‐[(3E)‐4‐phenylbut‐3‐en‐2‐ylidene]‐hydrazinecarboxamide – BSC). Four new silver(I) compounds were synthesized and characterized by NMR 1H, 13C‐{1H}, 31P, IR, and UV‐Vis spectroscopies, molar conductivity, and elemental analysis (CNH). High cytotoxicity was found for all complexes being more active than cisplatin in the tested cell lines. The antibacterial assay demonstrated that the compounds without phosphine groups presented high levels of inhibition (80 %) at 70.4 uM against the Gram‐positive and Gram‐negative bacteria strains. The DNA interactions were investigated by UV‐Vis DNA titration, electrophoresis, and circular dichroism experiments. Data showed that the compounds did not interact with DNA in the tested conditions. However, the compounds have provided important information about the structural features that are needed in order to design new silver (I) complexes with biological activities.

Silver(I) Bromide Phosphines Induce Mitochondrial-Mediated Apoptosis in Malignant Human Colorectal Cells

“…A Bruker Ultrashield Avance III 400 MHz spectro-meter was used to measure and record nuclear magnetic resonance (NMR) spectra. Spectra for 1 H-NMR, 13 C{H}-NMR and 31 P{H}-NMR were obtained in DMSO-d6 at 400 MHz for 1 H nuclei, 75 MHz for 13 C{H} nuclei and 161 MHz for 31 P{H} nuclei. All chemical shifts were reported in parts per million (ppm), with residual H or C serving as internal references.…”

“…To exclude possible variations during treatments, all experiments were conducted with the same batch. Melting point: 183-186 31 P{H} NMR (161 MHz, CDCl 3 ) δ ppm: 3.63 (s). The Supplementary Information File S1 has the inclusion of both IR and NMR spectra.…”

“…This solution was left to crystallize for 24 h at room temperature, from which small white needle crystals were isolated. Melting point: 209-211 31 P{H} NMR (161 MHz, CDCl 3 ) δ ppm: 1.53 (s). The Supplementary Information File S2 has the inclusion of both IR and NMR spectra.…”

“…It has been noted that transition metals carrying various ligands result in structures with catalytic abilities. The lipophilic effect of phosphine ligands assists complexes across the cytoplasmic membrane [31]. In general, the interaction of the ligands with the functional Ag(I) complex appears to be the reason for their anti-cancer properties.…”

De novo unified robust antidiabetic pharmacophores based on biopotent hybrid material: DFT‐assisted design, optimized molecular structure, and understanding mechanism of antidiabetic bioassay

“…18 The diverse pharmacological activities of semicarbazones 19,20 make them extremely suitable ligands for the synthesis of biopotent hybrid organotin(IV) formulations. Semicarbazones and their derivatives have been reported to possess various biological activities such as anticancer, 21,22 antibacterial, 23 antifungal, 24 anti-inflammatory, 25 antipyretic, 26 antioxidant, 27 and antidiabetic. 28 The semicarbazones used during the present work were synthesized by both conventional heating and microwave-assisted methods, and their results have been compared.…”