Two Cu(<scp>ii</scp>)-triadimenol complexes as potential fungicides: synergistic actions and DFT calculations

Li, Jie; Liu, Huiyu; Guo, Zhaoqi; Yang, Ming‐Yan; Song, Jirong; Ma, Hua

doi:10.1039/c7ra10572j

Cited by 10 publications

(8 citation statements)

References 40 publications

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“…Both positive and negative effects of metallic cations on biofilms have been reported [31,32,33,34,35]. Only recently have some authors demonstrated additive and/or synergistic interactions between copper or silver ions when combined with fungicides [25,36,37]. This study provides the first evidence of metallic ions improving efficacies of fungicides versus S. sclerotiorum biofilms.…”

Section: Discussionmentioning

confidence: 52%

Improved Methods for Treatment of Phytopathogenic Biofilms: Metallic Compounds as Anti-Bacterial Coatings and Fungicide Tank-Mix Partners

Harding

Nadworny²,

Buziak³

et al. 2019

Molecules

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Fungi and bacteria cause disease issues in cultivated plants world-wide. In most cases, the fungi and bacteria colonize plant tissues as biofilms, which can be very challenging to destroy or eradicate. In this experiment, we employed a novel (biofilm) approach to crop disease management by evaluating the efficacies of six fungicides, and four silver-based compounds, versus biofilms formed by fungi and bacteria, respectively. The aim was to identify combinations of fungicides and metallic cations that showed potential to improve the control of white mold (WM), caused by the ascomycete fungus Sclerotinia sclerotiorum, and to evaluate novel high valency silver compounds as seed coatings to prevent biofilm formation of four bacterial blight pathogens on dry bean seeds. Our results confirmed that mature fungal biofilms were recalcitrant to inactivation by fungicides. When metallic cations were added to the fungicides, their efficacies were improved. Some improvements were statistically significant, with one combination (fluazinam + Cu2+) showing a synergistic effect. Additionally, coatings with silver compounds could reduce bacterial blight biofilms on dry bean seeds and oxysilver nitrate was the most potent inhibitor of bacterial blight.

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Section: Discussionmentioning

confidence: 52%

Improved Methods for Treatment of Phytopathogenic Biofilms: Metallic Compounds as Anti-Bacterial Coatings and Fungicide Tank-Mix Partners

Harding

Nadworny²,

Buziak³

et al. 2019

Molecules

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“…There are few explanations for this�a new active site of copper cation, synergic interactions between the cation and ligand, or/and the enhanced penetration of the metal complexes into the lipid membranes. 26 The sequence of the synergy levels for the fungi was as follows F. heterosporum < R. solani < P. eupyrena < S. Sclerotiorum < A. alternata, which implies that the antifungal activity against A. alternate is improved to the greatest extent and against F. heterosporum to the least extent after complexation.…”

Section: Antifungal Propertiesmentioning

confidence: 99%

Introducing Cationic Selenium-Containing Triazapentadiene Ligand Framework: Synthesis, Coordination Chemistry, and Antifungal Activity

Sapronov,

Khrustalev,

Chusova

et al. 2024

Inorg. Chem.

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Positively charged ligands are scarce. Here, we report the synthesis of unprecedented cationic selenium-containing triazapentadiene ligand framework. The reaction between 2pyridylselenyl reagents and NaN(CN) 2 in a 2:1 ratio produces the sodium complexes featuring the cationic selenium-containing triazapentadiene (SeTAP) ligand. The sodium-to-metal transmetalation allows facile preparation of SeTAP metal complexes, as exemplified by the reactions with CuCl 2 , AgNO 3 , NaAuCl 4 , and FeCl 3 . Density functional theory calculations have been used to analyze and characterize the chalcogen bonding interactions observed in the solid state for these compounds. Moreover, antifungal properties of the SeTAP ligand and its metal complexes were screened for in vitro activity against several phytopathogenic fungi. Phoma eupyrena exhibited prominent sensitivity against the action of most of the tested compounds.

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“…Synergistic effects with fungicides have already been described (Rondeau and Raine, 2022). This has been documented for triadimenol, which exhibits synergy effects when used in combination with other triazole-based fungicides (Li et al, 2018). For BHT, no description of synergistic activity in mixtures has been reported in the literature.…”

Section: Mixtures At Observed Concentration Ratios In Food Samplesmentioning

confidence: 99%

Prediction and assessment of xenoestrogens mixture effects using the in vitro ERα-CALUX assay

Elskens,

Boonen,

Eisenreich

2023

Front. Toxicol.

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Introduction: Many natural or synthetic compounds used in foods, dietary supplements, and food contact materials (FCMs) are suspected endocrine disruptors (EDs). Currently, scientific evidence to predict the impacts on biological systems of ED mixtures is lacking. In this study, three classes of substances were considered: i) phytoestrogens, ii) plant protection products (PPP) and iii) substances related to FCMs. Fourteen compounds were selected based on their potential endocrine activity and their presence in food and FCMs.Methods: These compounds were evaluated using an in vitro gene expression assay, the ERα-CALUX, to characterize their responses on the estrogen receptor alpha. Cells were exposed to fixed ratio mixtures and non-equipotent mixtures of full and partial agonists. The concentration-response curves measured for the three classes of compounds were characterized by variable geometric parameters in terms of maximum response (efficacy), sensitivity (slope) and potency (median effective concentration EC50). To account for these variations, a generic response addition (GRA) model was derived from mass action kinetics.Results: Although GRA does not allow us to clearly separate the concentration addition (CA) and independent action (IA) models, it was possible to determine in a statistically robust way whether the combined action of the chemicals in the mixture acted by interaction (synergy and antagonism) or by additive behavior. This distinction is crucial for assessing the risks associated with exposure to xenoestrogens. A benchmark dose approach was used to compare the response of phytoestrogen blends in the presence and absence of the hormone estradiol (E2). At the same time, 12 mixtures of 2–5 constituents including phytoestrogens, phthalates and PPPs in proportions close to those found in food products were tested. In 95% of cases, the response pattern observed showed a joint and independent effect of the chemicals on ER.Discussion: Overall, these results validate a risk assessment approach based on an additive effects model modulated by intrinsic toxicity factors. Here, the CA and IA approaches cannot be distinguished solely based on the shape of the concentration response curves. However, the optimized GRA model is more robust than CA when the efficacy, potency, and sensitivity of individual chemical agonists show large variations.

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Two Cu(ii)-triadimenol complexes as potential fungicides: synergistic actions and DFT calculations

Abstract: Two Cu(ii) complexes of triadimenol show greater antifungal activities than the ligand triadimenol. Moreover, the synergistic interactions and DFT calculations were both carried out to elucidate the reasons for the enhanced bioactivities.

Cited by 10 publications

References 40 publications

Improved Methods for Treatment of Phytopathogenic Biofilms: Metallic Compounds as Anti-Bacterial Coatings and Fungicide Tank-Mix Partners

Improved Methods for Treatment of Phytopathogenic Biofilms: Metallic Compounds as Anti-Bacterial Coatings and Fungicide Tank-Mix Partners

Introducing Cationic Selenium-Containing Triazapentadiene Ligand Framework: Synthesis, Coordination Chemistry, and Antifungal Activity

Prediction and assessment of xenoestrogens mixture effects using the in vitro ERα-CALUX assay

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