Study on stereoselective bioactivity, acute toxicity, and degradation in cucurbits and soil of chiral fungicide famoxadone

Wang, Meng; Ji, Zerong; Xu, Jiabin; Zhang, Chenghui; Yang, Yalin; Liang, Xiaoyu; Zhang, Yu

doi:10.1007/s11356-020-11810-z

Cited by 7 publications

(6 citation statements)

References 25 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…viticola . However, R -famoxadone had a stronger fungicidal activity than S -famoxadone toward some pathogens . Famoxadone enantiomers presented different bioactivities toward different pathogens.…”

Section: Resultsmentioning

confidence: 99%

“…9 However, Rfamoxadone had a stronger fungicidal activity than Sfamoxadone toward some pathogens. 25 Famoxadone enantiomers presented different bioactivities toward different pathogens. The activity difference might be because famoxadone enantiomers exhibited different recognition and binding abilities with the protein secondary structure of different pathogen binding sites.…”

Section: ■ Materials and Methodsmentioning

confidence: 99%

See 1 more Smart Citation

Chiral Fungicide Famoxadone: Stereoselective Bioactivity, Aquatic Toxicity, and Environmental Behavior in Soils

Jia

et al. 2021

J. Agric. Food Chem.

View full text Add to dashboard Cite

In this study, the stereoselective bioactivity, acute toxicity, and environmental fate for famoxadone enantiomers were reported for the first time. Five representative pathogens (e.g., Alternaria solani) were used to investigate enantioselective activity, and three non-target organisms (e.g., Selenastrum bibraianum) were used to evaluate acute toxicity. S-Famoxadone was 3.00–6.59 times more effective than R-famoxadone. R-Famoxadone also showed 1.80–6.40 times more toxicity than S-famoxadone toward S. bibraianum and Daphnia magna. The toxicity of R-famoxadone was 100 times more toxic than S-famoxadone toward Danio rerio. Under aerobic conditions, the half-life (t 1/2) for famoxadone enantiomer degradation was 46.2–126 days in different soils and the enantiomeric fraction (EF) ranged from 0.435 to 0.470 after 120 days. R-Famoxadone preferentially degraded in three soils, resulting in an enrichment of S-famoxadone. Under anaerobic conditions, t 1/2 of famoxadone enantiomers was 62.4–147 days in different soils and the EF ranged from 0.489 to 0.495, indicating that famoxadone enantiomers were not enantioselective. This study will be useful for the environmental and health risk assessments for famoxadone enantiomers.

show abstract

Section: Resultsmentioning

confidence: 99%

Section: ■ Materials and Methodsmentioning

confidence: 99%

Chiral Fungicide Famoxadone: Stereoselective Bioactivity, Aquatic Toxicity, and Environmental Behavior in Soils

Jia

et al. 2021

J. Agric. Food Chem.

View full text Add to dashboard Cite

show abstract

“…RH-5992 (tebufenozide), a more potent and selective structure for Lepidoptera, is the first commercial insecticide specifically against leptidopteran pests . The activity of ANS-118 (cyclamate hydrazide), as an improved insect growth regulator, is quadruple that of RH-5992 against Spodoptera litura . , In addition, famoxadone could prevent and control various fungal diseases in fruits and vegetables, especially the downy mildew of grape and cucumber and the late blights of potato and tomato . Meixiuyihao, as a potent and broad range of fungicide, was often selected to effectively inhibit wheat stripe rust .…”

Section: Introductionmentioning

confidence: 99%

“…36,37 In addition, famoxadone could prevent and control various fungal diseases in fruits and vegetables, especially the downy mildew of grape and cucumber and the late blights of potato and tomato. 38 of fungicide, was often selected to effectively inhibit wheat stripe rust. 4 Daminozide and maleic hydrazide (MH), as plant growth regulators, effectively inhibit the regrowth of pruned trees by interrupting the biosynthesis of gibberellic acid.…”

Section: ■ Introductionmentioning

confidence: 99%

Synthesis, Structure–Activity Relationship, and Mechanism of a Series of Diarylhydrazide Compounds as Potential Antifungal Agents

Liu

et al. 2023

J. Agric. Food Chem.

View full text Add to dashboard Cite

A series of simple diarylhydrazide derivatives (45 examples) were well-designed, prepared, and screened for their antifungal activities both in vitro and in vivo. Bioassay results suggested that all designed compounds had significant activity against Alternaria brassicae (EC 50 = 0.30−8.35 μg/mL). Among of them, 2c, as the highest activity compound, could effectively inhibit the growth of plant pathogens Pyricularia oryza, Fusarium solani, Alternaria solani, Alternaria brassicae, and Alternaria alternate and was more potent than carbendazim and thiabendazole. 2c showed almost 100% protection at 200 μg/mL in vivo activity against A. solani in tomato. Moreover, 2c did not affect the germination of cowpea seed and the growth of normal human hepatocytes. The preliminary mechanistic exploration documented that 2c could result in the abnormal morphology and irregular structure of the cell membrane, destroy the function of mitochondria, increase the reactive oxygen species, and inhibit the proliferation of hypha cell. The above results manifested that target compound 2c could be a potential fungicidal candidate against phytopathogenic diseases for its excellent fungicidal activities.

show abstract

“…According to the Pesticide Properties Database (PPDB) and United States Environmental Protection Agency (US EPA), FAM was shown to be toxic to aquatic organisms, especially fish with high accumulation both in edible and nonedible tissues. 5 The maximum residue limits (MRLs) were also investigated for several vegetables in different countries, for example, in China, MRLs were established for FAM in Cucurbita pepo and cucumber to be 0.2 mg kg −1 and 1 mg kg −1 , respectively. 6 While for melon, 0.3 mg kg −1 , 0.1 mg kg −1 , 0.5 mg kg −1 was indicated in European Union, Japan, South Korea, respectively.…”

mentioning

confidence: 99%

Application of a Gold /Poly(Congo Red) Modified Electrochemical Sensor Toward Fast and Reliable Detection of the Oxazolidinone Fungicide Famoxadone in Vegetables

Benhawy¹,

Fahmy²,

ElDien³

et al. 2023

J. Electrochem. Soc.

View full text Add to dashboard Cite

The synthesis and optimization of an electrochemical sensor based on gold nanoparticles (AuNPs)/ conducting poly Congo red dye (poly(CR)) nanocomposite is reported for the detection of the Oxazolidinone fungicide famoxadone (FAM), an environmentally hazardous material. The modification of a glassy carbon electrode (GCE) was performed using cyclic voltammetry (CV) to deposit poly(CR) while AuNPs were deposited using chronoamperometry. Two linear ranges 0.001 – 1 µM (0.37 – 374.40) µg/L and 3 – 100 µM (1.12 – 37.44) mg/L were recorded using AuNPs/poly (Congo Red)/GCE sensor for FAM with limit of detection (LOD) of 0.17 nM (0.06 µg/L) and limit of quantification (LOQ) of 0.48 nM (0.18 µg/L). The tested sensor showed good stability, reproducibility, and repeatability. in addition, sufficient selectivity towards FAM in the presence of other tested pesticides was shown. Finally, the fabricated sensor was applied for the determination of FAM in vegetables and commercial fungicides formulation, with a recovery range 98.9 - 105.4% and RSD 0.70– 4.46%, which represents its efficiency in comparison with previously reported chromatographic methods.

show abstract

Study on stereoselective bioactivity, acute toxicity, and degradation in cucurbits and soil of chiral fungicide famoxadone

Cited by 7 publications

References 25 publications

Chiral Fungicide Famoxadone: Stereoselective Bioactivity, Aquatic Toxicity, and Environmental Behavior in Soils

Chiral Fungicide Famoxadone: Stereoselective Bioactivity, Aquatic Toxicity, and Environmental Behavior in Soils

Synthesis, Structure–Activity Relationship, and Mechanism of a Series of Diarylhydrazide Compounds as Potential Antifungal Agents

Application of a Gold /Poly(Congo Red) Modified Electrochemical Sensor Toward Fast and Reliable Detection of the Oxazolidinone Fungicide Famoxadone in Vegetables

Contact Info

Product

Resources

About