Photoisomerization kinetics of trifloxystrobin

Banerjee, Kaushik; Ligon, Axel Patrick; Spiteller, Michael

doi:10.1007/s00216-005-3336-8

Cited by 12 publications

(11 citation statements)

References 5 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The four TFS geometric isomers transformed into the four corresponding acid. It was consistent with the hydrolytic results and the results of Banerjee et al 7,8 . It is noted that the rate constant was greater than the sum of both hydrolysis and photolysis rate constants (Table-3 It was concluded that the hydrolysis reduced the concentration of the four ester geometric isomers and he isomerization of TFS-EE was accelerated by this hydrolysis.…”

Section: Photolysis Of Trifloxystrobin In Different Ph Bufferssupporting

confidence: 93%

“…geometrical isomers of EE, EZ, ZE and ZZ based the connected group arrangement of the two N=C double bonds. Banerjee et al 7,8 built the photoisomerization kinetics of trifloxystrobin in acetone and found it might convert to four geometricals isomers in artificial sunlight under laboratory conditions. The isomerization reached equilibrium after 7 h. They also isolated ZZ, EZ, ZE isomer crystalline form and reported the X-ray crystallographic structures of them [9][10][11] .…”

mentioning

confidence: 99%

See 1 more Smart Citation

Hydrolysis and Photodegradation of Trifloxystrobin in Aqueous Solution

Liu¹,

Zhang²,

Wang³

et al. 2014

Asian J. Chem.

View full text Add to dashboard Cite

Trifloxystrobin{methyl-α-(methoxyimino)-2-[({1-[3-(trifluoromethyl)phenyl]ethylidene}amino)oxymethyl]benzene-acetate} (TFS) is a systemic broad-spectrum foliar fungicide marketed by Bayer Crop Science. TFS exhibits activity against many fungal pathogens such as Ascomcete, Basidiomycete, Deuteromycete and Oomycete classes. It has particular effect on anthracnose 1 , downy mildew, powdery mildew 2 , rice blast 3 , rice shealth blight and false smut 4 attacking vegetable, fruit and grain crops. The compound can be used to control fungus in greenhouse, nursery, orchard, vegetable and paddy field crops. Although trifloxystrobin is considered to be less toxic to birds, mammals, bees, other beneficial insects and earthworms 5 , it has been classified as highly toxic to Bufo cognatus tadpoles 6 , Oncorhynchus mykiss trout and the marine crustacean Mysidopsis bahia 5. Hence, aquatic organisms may be at risk of exposure to trifloxystrobin through spray drift, direct overspray, atmospheric transport, runoff and movement of animals through fields during application. Therefore, it was necessary to assess the degradation of trifloxystrobin in aqueous solution. The primary degradation in aquatic systems is hydrolysis and photodegradation. Trifloxystrobin is the first strobilurin compound with an oximether side chain. As shown in Fig. 1, the chemical structure of trifloxystrobin can appear in four

show abstract

Section: Photolysis Of Trifloxystrobin In Different Ph Bufferssupporting

confidence: 93%

mentioning

confidence: 99%

Hydrolysis and Photodegradation of Trifloxystrobin in Aqueous Solution

Liu¹,

Zhang²,

Wang³

et al. 2014

Asian J. Chem.

View full text Add to dashboard Cite

show abstract

“…Figure 1 shows the mass spectrums of TEB (MW 307.8), TFS (MW 408.4) and TFA (MW 394.3) standards. The mass spectroscopic data of TFS and TFA have been discussed in the literatures (Banerjee et al ., 2005, 2007). In this paper, the mass spectrum of TFS also showed typical fragment ion peaks of m/z 116 ([C 8 H 6 N] + ), 131 ([C 8 H 5 NO] + ), 132 ([C 8 H 6 NO] + ), 186 ([MC 11 H 12 NO 4 ] + ), 206 ([MC 9 H 7 NOF 3 ] + ) and 222 ([MC 9 H 7 NF 3 ] + ).…”

Section: Resultsmentioning

confidence: 99%

Determination of tebuconazole, trifloxystrobin and its metabolite in fruit and vegetables by a Quick, Easy, Cheap, Effective, Rugged and Safe (QuEChERS) method using gas chromatography with a nitrogen-phosphorus detector and ion trap mass spectrometry

Liu¹,

Wang²,

Xu³

et al. 2011

Biomed. Chromatogr.

View full text Add to dashboard Cite

A new analytical method using QuEChERS procedure by gas chromatography with a nitrogen-phosphorus detector (GC-NPD) and ion trap mass spectrometry (GC-IT-MS) for the quantitative determination of tebuconazole, trifloxystrobin and its metabolite trifloxystrobin acid has been developed and validated. The analytes were extracted from five fruit and vegetable matrices using acetonitrile and subsequently cleaned up using primary secondary amine (PSA) or octadecylsilane (C18) as sorbent prior to GC analysis. The present methods provided sufficient sensitivity as reflected by the values of limit of detection (LOD) and limit of quantification (LOQ) of 0.4-7 and 1.2-20 µg/kg for GC-IT-MS/MS and GC-NPD. The recoveries were, on average, 68-117 and 68-121%, respectively, for three compounds by GC-NPD and GC-IT-MS/MS with intra-day precision achieved with an RSD of 2.7-19.1%. The inter-day precision was better than 15.1% as determined by GC-NPD. The QuEChERS procedure, by using two sorbents (PSA and C18) and the matrix-matched standards, gave satisfactory recoveries and RSD values in different matrices. IT-MS acquisition provided higher specificity and selectivity for pesticides and better limit of detection and quantification. However, the repeatability and precision of NPD method were better compared with IT-MS.

show abstract

“…Included in these compounds were three Pathogen Box compounds from the kinetoplastid category: bitertanol ( 1 , MMV688942, T. cruzi ), difenoconazole ( 2 , MMV688943, T. cruzi ) and trifloxystrobin ( 3 , MMV688754, P. falciparum ). Trifloxystrobin is a broad‐spectrum antifungal, whose EE isomer is responsible for biological activity . The 1,2,4‐triazoles 1 and 2 are both known antifungal pesticides, which, like the more popular 1,2,4‐triazole antifungals fluconazole ( 4 ) and posaconazole ( 5 , MMV688774), inhibit CYP51 in the sterol biosynthesis pathway.…”

Section: Kinetoplastids (Trypanosomiasis and Leishmaniasis)mentioning

confidence: 99%

Unpacking the Pathogen Box—An Open Source Tool for Fighting Neglected Tropical Disease

Veale

2019

ChemMedChem

View full text Add to dashboard Cite

The Pathogen Box is a 400‐strong collection of drug‐like compounds, selected for their potential against several of the world's most important neglected tropical diseases, including trypanosomiasis, leishmaniasis, cryptosporidiosis, toxoplasmosis, filariasis, schistosomiasis, dengue virus and trichuriasis, in addition to malaria and tuberculosis. This library represents an ensemble of numerous successful drug discovery programmes from around the globe, aimed at providing a powerful resource to stimulate open source drug discovery for diseases threatening the most vulnerable communities in the world. This review seeks to provide an in‐depth analysis of the literature pertaining to the compounds in the Pathogen Box, including structure–activity relationship highlights, mechanisms of action, related compounds with reported activity against different diseases, and, where appropriate, discussion on the known and putative targets of compounds, thereby providing context and increasing the accessibility of the Pathogen Box to the drug discovery community.

show abstract

Photoisomerization kinetics of trifloxystrobin

Cited by 12 publications

References 5 publications

Hydrolysis and Photodegradation of Trifloxystrobin in Aqueous Solution

Hydrolysis and Photodegradation of Trifloxystrobin in Aqueous Solution

Determination of tebuconazole, trifloxystrobin and its metabolite in fruit and vegetables by a Quick, Easy, Cheap, Effective, Rugged and Safe (QuEChERS) method using gas chromatography with a nitrogen-phosphorus detector and ion trap mass spectrometry

Unpacking the Pathogen Box—An Open Source Tool for Fighting Neglected Tropical Disease

Contact Info

Product

Resources

About