Stereoselective Degradation and Transformation Products of a Novel Chiral Insecticide, Paichongding, in Flooded Paddy Soil

التفاصيل البيبلوغرافية
العنوان: Stereoselective Degradation and Transformation Products of a Novel Chiral Insecticide, Paichongding, in Flooded Paddy Soil
المؤلفون: Sufen Zhang, Wei Wang, Chengchen Wu, Chao Li, Zhong Li, Haiyan Wang, Juying Li, Qingfu Ye
المصدر: Journal of Agricultural and Food Chemistry. 64:7423-7430
بيانات النشر: American Chemical Society (ACS), 2016.
سنة النشر: 2016
مصطلحات موضوعية: China, Insecticides, Pyridines, Metabolite, 010501 environmental sciences, 010402 general chemistry, 01 natural sciences, Hydroxylation, Soil, chemistry.chemical_compound, Tandem Mass Spectrometry, Soil Pollutants, Organic chemistry, Anaerobiosis, Carbon Radioisotopes, Incubation, Soil Microbiology, 0105 earth and related environmental sciences, Demethylation, Stereoisomerism, General Chemistry, Tautomer, Floods, 0104 chemical sciences, Biodegradation, Environmental, chemistry, Degradation (geology), Stereoselectivity, Enantiomer, General Agricultural and Biological Sciences, Azabicyclo Compounds, Chromatography, Liquid, Half-Life
الوصف: Paichongding is a chiral neonicotinoid insecticide currently marketed as racemate against sucking and biting insects. Under anaerobic condition, all paichongding stereoisomers underwent appreciable degradation in soil during 100 days of incubation, with estimated t1/2 values between 0.18 and 3.15 days. Diastereoselectivity in paichongding degradation was observed, with enantiomers (5S,7R)- and (5R,7S)-paichongding being more preferentially degraded in soils than enantiomers (5R,7R)- and (5S,7S)-paichongding. The half-lives of (5R,7R)- and (5S,7S)-paichongding were 3.05 and 3.15 days, respectively, as compared to 0.18 day for (5R,7S)- and (5S,7R)-paichongding. A total of nine intermediates were identified, of which depropylated paichongding was the predominant metabolite and appeared to be stable and recalcitrant to further degradation. Paichongding is degraded via denitration, depropylation, nitrosylation, demethylation, hydroxylation, and enol–keto tautomerism, producing chiral and biologically active pr...
تدمد: 1520-5118
0021-8561
URL الوصول: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::4fc554487e053d89dc28bac583fb81ca
https://doi.org/10.1021/acs.jafc.6b02787
رقم الأكسشن: edsair.doi.dedup.....4fc554487e053d89dc28bac583fb81ca
قاعدة البيانات: OpenAIRE