The enantiomeric composition of triadimenol produced during metabolism of triadimefon by fungi. Part I: Influence of dose and time of incubation

Deas, Adrian H. B.; Clark, Terence; Carter, Geoffrey A.

doi:10.1002/ps.2780150110

Cited by 25 publications

(5 citation statements)

References 8 publications

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“…However, over a 30 day period in nonsterile soils, 64-80% of triadimefon was degraded. Earlier reports suggested that soil microorganisms have the ability to degrade triadimefon (6,12,18). Laboratory shake cultures of Aspergillus niger converted 5-32% of triadimefon to triadimenol in 2-5 days (6), with no further metabolism of triadimenol being detected.…”

Section: Resultsmentioning

confidence: 93%

“…However, triadimefon incubated with mycelia mats of A. niger was metabolized to its isopropyl derivative [1-(4-chlorophenol)-3-methyl-1-(1 H -1,2,4-triazol-1-yl)-2-butanone]. Deas et al ( , ) studied triadimefon metabolism using different fungi, viz. Coriolus versicolor , Cladosporium cucumerinum , Botrytis cinerea , and Fusarium culmorum , and triadimenol was recovered as the only metabolite.…”

Section: Resultsmentioning

confidence: 99%

“…An analytical grade sample of triadimefon (99% purity) was supplied by Bayer India. Triadimenol was prepared according to the method reported by Deas et al (12). Solvents were of analytical grade.…”

Section: Soilsmentioning

confidence: 99%

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Factors Affecting Triadimefon Degradation in Soils

Singh

2004

J. Agric. Food Chem.

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The degradation of triadimefon [1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one] was studied in two soils, mollisol and inseptisol, under varying conditions of moisture and temperature, and the role of cow manure amendment and soil sterilization on fungicide degradation was ascertained. The soil moisture content affected the pathway followed for triadimefon degradation. In nonflooded soils (60% water-holding capacity), triadimefon was reduced to triadimenol, and in flooded soils, it was metabolized to the diol derivative [1-(1H-1,2,4-triazol-1-yl)-3,3-dimethylbutan-2-one-1,4-diol]. In nonflooded soils, triadimefon was more persistent in soil having more organic carbon content (mollisol), and the amendment of cow manure (5%) further enhanced its persistence. On the contrary, in flooded soil systems, the higher the soil organic carbon content was, the less persistent was the fungicide, and amendment of cow manure further enhanced its degradation. Triadimefon degradation was faster at 35 degrees C than at 27 degrees C. Triadimefon degradation in soils was mediated by the microorganisms, and no triadimefon degradation was observed in sterile soils. Triadimefon (1 mg/kg) did not affect soil phosphatase activity in either of the soils; however, soil dehydrogenase activity was significantly reduced, especially in mollisol soil.

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Section: Resultsmentioning

confidence: 93%

Section: Resultsmentioning

confidence: 99%

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Factors Affecting Triadimefon Degradation in Soils

Singh

2004

J. Agric. Food Chem.

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“…Its biological reduction to triadimenol {( 1 -(4-chlorophenoxy)-3,3-dimethy 1-1 -( 1H-1,2,4-triazol-1 -yl)butan-2-ol)}, also very active against rusts and other fungi, has been reported in several studies [11,12,13]. Earlier studies have described the photolysis of triadimefon in methanol [11] and in aqueous solutions of humic and ful vie acids [14].…”

Section: Introductionmentioning

confidence: 94%

Comparative study of the dissipation of triadimefon in greenhouse and field conditions

Silva

1998

Toxicological & Environmental Chemistry

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The dissipation of triadimefon, {1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-l-yl)butanone}, was studied after its application to melon leaves, glass and paper, both in greenhouse and field conditions. The dissipation rate of triadimefon in its commercial formulation Bayleton 5 was found to be lower in greenhouse than field. The results for different samples in the same conditions show that the dissipation of triadimefon was found to be biphasic. This result can be accounted by a semi-empirical model which assumes an initial fast decline of the dissipation rate, attributed to an exponential decay of the volatilization rates, followed by a second phase where the dissipation is due to a first order degradation processes.

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“…7,8 It also suspected to have endocrine disrupting effect, neurotoxic and carcinogenic in mature rodent models. Considering triazole pesticides have stereoselective degradation behavior in mammals [9][10][11] ; this toxicity of triazole fungicide could also have stereoselectivity.…”

Section: Introductionmentioning

confidence: 99%

Supramolecular solvent‐based vortex‐mixed microextraction: Determination of chiral triazole fungicide in beer samples

Zhao

et al. 2018

Chirality

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A supramolecular solvent composed of decanol in tetrahydrofuran/water was utilized for the simultaneous microextraction of chiral triadimefon and triadimenol in beer samples. Supramolecular solvents are nanostructured amphiphilic liquids that contain aqueous cavities, and the size of those cavities can be adjusted by the ratio of decanol, tetrahydrofuran, and water. The target analytes were mixed into the matrix sample and extracted in the supramolecular solvent phase, which was followed by separation and quantification by chiral liquid chromatography-mass spectrometry. The influences of some analytical parameters and matrix components were all examined. Under the optimized conditions, the method detection limits were in the range of 0.24 to 0.98 μg L (at a signal/noise of 3), with relative standard deviations between 1.6 and 5.7%. The linearities of the calibration plots were between 0.5 to 50 (triadimenol) and 1.0 to 100 μg L (triadimefon). When this method was applied to a spiked beer sample, the recoveries ranged from 84 to 100%.

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The enantiomeric composition of triadimenol produced during metabolism of triadimefon by fungi. Part I: Influence of dose and time of incubation

Cited by 25 publications

References 8 publications

Factors Affecting Triadimefon Degradation in Soils

Factors Affecting Triadimefon Degradation in Soils

Comparative study of the dissipation of triadimefon in greenhouse and field conditions

Supramolecular solvent‐based vortex‐mixed microextraction: Determination of chiral triazole fungicide in beer samples

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