Silver(I) and copper(I) complexes with a Schiff base derived from 2-aminofluorene with promising antibacterial activity

Cifuentes-Vaca, Olga L.; Andrades-Lagos, Juan; Campanini-Salinas, Javier; Laguna, Antonio; Vásquez, David; Gimeno, M. Concepción

doi:10.1016/j.ica.2019.02.033

Cited by 16 publications

(4 citation statements)

References 20 publications

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“…The silver center has a somewhat distorted tetrahedral geometry, mainly due to the chelation angles of the ligand, P1-Ag1-S1 101.74(3)° and P2-Ag1-S2 102.96(3)°, which are slightly lower than the ideal of 109°. The Ag-P distances are Ag1-P1 2.4198 (11) and Ag1-P2 2.4270(13) Å, which are in agreement for this type of bonds in tetra-coordinated silver complexes [68]. The Ag-S distances of Ag1-S1 2.6725(8) and Ag1-S2 2.7028(9) Å are longer than those found in The crystal structure corroborates that the silver atom is coordinated by two thiourea T2 ligands in a chelated form, through the sulfur and phosphorus atoms.…”

Section: Synthesis Of Complexes C2a-csupporting

confidence: 77%

Synthesis of New Thiourea-Metal Complexes with Promising Anticancer Properties

et al. 2021

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In this work, two thiourea ligands bearing a phosphine group in one arm and in the other a phenyl group (T2) or 3,5-di-CF3 substituted phenyl ring (T1) have been prepared and their coordination to Au and Ag has been studied. A different behavior is observed for gold complexes, a linear geometry with coordination only to the phosphorus atom or an equilibrium between the linear and three-coordinated species is present, whereas for silver complexes the coordination of the ligand as P^S chelate is found. The thiourea ligands and their complexes were explored against different cancer cell lines (HeLa, A549, and Jurkat). The thiourea ligands do not exhibit relevant cytotoxicity in the tested cell lines and the coordination of a metal triggers excellent cytotoxic values in all cases. In general, data showed that gold complexes are more cytotoxic than the silver compounds with T1, in particular the complexes [AuT1(PPh3)]OTf, the bis(thiourea) [Au(T1)2]OTf and the gold-thiolate species [Au(SR)T1]. In contrast, with T2 better results are obtained with silver species [AgT1(PPh3)]OTf and the [Ag(T1)2]OTf. The role played by the ancillary ligand bound to the metal is important since it strongly affects the cytotoxic activity, being the bis(thiourea) complex the most active species. This study demonstrates that metal complexes derived from thiourea can be biologically active and these compounds are promising leads for further development as potential anticancer agents.

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Section: Synthesis Of Complexes C2a-csupporting

confidence: 77%

Synthesis of New Thiourea-Metal Complexes with Promising Anticancer Properties

et al. 2021

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“…The lengths of Ag-N bond range from 2.294 to 2.454 A ˚and the bite angles N-Ag-N are equal * 71°. These B3LYP/ LANL2DZ calculated values of distances and angles around the Ag atom are in good agreement with experimental values reported for similar silver(I) complexes (Ovejero et al 2013;Cifuentes-Vaca et al 2019).…”

Section: Computationssupporting

confidence: 89%

Synthesis and antimicrobial evaluation of a pyrazoline-pyridine silver(I) complex: DNA-interaction and anti-biofilm activity

et al. 2020

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The emergence of resistant bacterial strains mainly due to misuse of antibiotics has seriously affected our ability to treat bacterial illness, and the development of new classes of potent antimicrobial agents is desperately needed. In this study, we report the efficient synthesis of a new pyrazolinepyridine containing ligand L1 which acts as an NNdonor for the formation of a novel silver (I) complex 2. The free ligand did not show antibacterial activity. High potency was exhibited by the complex against three Gram-negative bacteria, namely Escherichia coli, Pseudomonas aeruginosa and Acinetobacter baumanii with the minimum inhibitory concentration

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“…57 The impact of the perchlorate and triflate anions, as well as the Fand CH 3 substituents on the complexes' antibacterial activity, were also identified, which correlates with that of the literature. 55,56 Relative to MIC values between 4 and 256 μg mL −1 of similar Ag(I) complexes reported, 58,59,60 the Ag(I) complexes in this study demonstrated better antibacterial activity with MIC values between 0.2 and 100 μg mL −1 .…”

Section: Research Articlesupporting

confidence: 60%

Mononuclear discrete Ag(I) complexes of aryl substituted (E)-N-phenyl-1-(pyridin-3-yl)methanimine: In vitro biological activities and interactions with biomolecules

et al. 2023

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The synthesis of three pyridinyl imines (L1-L3) with electron-donating and electron-withdrawing functional groups, as well as their silver(I) complexes (1a-3a, 1b-3b and 1c-3c), resulted from our ongoing search for novel metallodrugs with potential pharmacological activity. Various analytical and spectroscopic analyses were used to characterize the Ag(I) complexes. The single crystal X-ray diffraction analysis of complexes 3a and 3b in the solid state confirmed their linear geometry around the Ag(I) center. In vitro antibacterial properties of the complexes evaluated using the minimum inhibitory concentration (MIC) method revealed that complexes containing either a Me- or an F-substituent exhibited greater activity. The ferric-reducing antioxidant power (FRAP) experiment revealed that complexes with hydroxyl substituents have high antioxidant potential. These complexes with IC50 values ranging from 0.86 to 2.47 mg mL-1 outperformed ascorbic acid, with an IC50 of 2.68 mg mL-1. The reported complexes bound to CT-DNA via intercalation mode with significant binding constants for complexes whose ligands bore the OH- substituent. Bovine serum albumin (BSA) binding affinity to the complexes ranges from moderate to high. The studied complexes with methyl substituents are promising anti-cervical cancer candidates.

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Silver(I) and copper(I) complexes with a Schiff base derived from 2-aminofluorene with promising antibacterial activity

Cited by 16 publications

References 20 publications

Synthesis of New Thiourea-Metal Complexes with Promising Anticancer Properties

Synthesis of New Thiourea-Metal Complexes with Promising Anticancer Properties

Synthesis and antimicrobial evaluation of a pyrazoline-pyridine silver(I) complex: DNA-interaction and anti-biofilm activity

Mononuclear discrete Ag(I) complexes of aryl substituted (E)-N-phenyl-1-(pyridin-3-yl)methanimine: In vitro biological activities and interactions with biomolecules

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