Aerobic biodegradation kinetics and pathway of the novel cis -nitromethylene neonicotinoid insecticide Paichongding in yellow loam and Huangshi soils

Cai, Zhiqiang; Ma, Jiangtao; Wang, Jing; Rong, Yan; Chen, Jie; Li, Shanshan; Zhang, Wenjie; Zhao, Xuyang

doi:10.1016/j.apsoil.2015.10.009

Cited by 7 publications

(6 citation statements)

References 26 publications

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“…In this study, the sterilized experiment of these soils was conducted in the preliminary experiments and the conversion rate results of target analytes were very slow, and their concentration has no significant changes in all the incubated soils. In addition, many reports revealed that the biological and chemical transformations played a very important role in the degradation of organic chemicals in soils under unsterilized conditions, while only chemical transformation occurs under sterilized conditions . It could be attributed that the pH value was the main factor causing the enantiomerization difference by affecting on microorganisms.…”

Section: Resultsmentioning

confidence: 97%

“…In addition, many reports revealed that the biological and chemical transformations played a very important role in the degradation of organic chemicals in soils under unsterilized conditions, while only chemical transformation occurs under sterilized conditions. 37 It could be attributed that the pH value was the main factor causing the enantiomerization difference by affecting on microorganisms.…”

Section: Enantiomerization Of Triadimefon In Different Soilsmentioning

confidence: 99%

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The influence of microbial communities for triadimefon enantiomerization in soils with different pH values

Talab

Yang

et al. 2018

Chirality

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Enantiomers of chiral molecules can undergo interconversion leading to markedly different toxicities, which can introduce significant uncertainty when evaluating biological and environmental fates. However, enantiomerization (the reversible conversion of one enantiomer into the other) related to soil microorganism is rarely understood. For better understanding, S-triadimefon and R-triadimefon enantiopure were incubated in different soils with different pH value. Both high-performance liquid chromatography and high-throughput sequencing technology were used to explore target analytes quantitatively and microbial taxa related to the conversion process. Results revealed a significant enantiomerization among the soils. The alkaline soil from Beijing had a faster conversion than neutral soil from Changchun, while acidic soil from Wuhan had no conversion. At the same results, analysis of bacteria community showed higher abundance of Arthrobacter and Halomonas genus in alkaline soil than neutral soil after treatments, but the acidic soil was lower. Moreover, Arthrobacter and Halomonas were responsible for converting S-triadimefon to R-triadimefon and R-triadimefon to S-triadimefon in alkaline and neutral soil, respectively. Thus, these genera may be one of the reasons to explain the enantiomerization in different soils observed in this study. Thus, research at microbial level is necessary for efficient ecological risk assessment of chiral fungicide.

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Section: Resultsmentioning

confidence: 97%

Section: Enantiomerization Of Triadimefon In Different Soilsmentioning

confidence: 99%

The influence of microbial communities for triadimefon enantiomerization in soils with different pH values

Talab

Yang

et al. 2018

Chirality

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“…Paichongding (IPP, 1-((6-chloropydidin-3-yl) methyl)-7-methyl-8-nitro-5propoxy-1,2,3,5,6,7-hexahydroimidazo[1,2-α-]-pyridine), is a novel neonicotinoid insecticide with independent intellectual property rights (Cai et al 2016a , b , c ; Fu et al 2013 ). It has four stereoisomers ( RR , SS , RS and SR -IPP) because of its two chiral carbon centers.…”

Section: Introductionmentioning

confidence: 99%

“…Previous studies have emphasized the biodegradation pathway and IPP behavior in soils (Cai et al 2016c ; Wang et al 2016 ). The effects on bacterial community and soil enzyme activity of IPP were also studied, several studies have addressed the effect of IPP on bacterial community (Cai et al 2015b , 2016a , b ; Chen et al 2017 ); however, little information is available on the impact of IPP on soil fungal population and community.…”

Section: Introductionmentioning

confidence: 99%

Eukaryal composition and diversity in anaerobic soils influenced by the novel chiral insecticide Paichongding

et al. 2018

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Paichongding (IPP) is a neonicotinoid chiral insecticide with independent intellectual property in China. IPP application can increase crop yield, and also lead to insecticide residue and pollution in soils, which will affect microbial population and community composition in soils. In this study, four different types of soils were employed to inquire into the impact of IPP on eukaryal community and species-group through pyrosequencing of 18S rRNA gene amplicons. Fungal population differed in different soils at different days after IPP treatment (DAT). Eukaryal community species in CK (control check) groups were more rich than that with Paichongding sprayed at 5 DAT, while eukaryal species in CK soils at 60 DAT was relatively slight. Shannon’s H’ analysis indicated fungal species in CK soils were also higher at 5 DAT and relative lower at 60 DAT, except in soil C. There are also differences in the phyla and genus levels of the eukaryotic communities in the soil. After IPP application, the relative abundance of Nectriaceae increased 3–4 times in soil C. In soil F, Phaeosphaeriaceae increased to 57.3% at 5 DAT. The genus of Guehomyces, Aspergillus and Alternaria increased from 3.1 to 9.7, 1.1 to 4.6, 1.5 to 6.7% in soil H, respectively.

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“…Over the past 3 decades, the discovery of neonicotinoids was considered as a milestone in pesticide research. Neonicotinoid insecticides have been one of the largest selling insecticides in the world (24% of the total world market) in more than 120 countries, owing to the advantages of low mammalian toxicity, broad insecticidal scope, and high potency when compared to many other classes of insecticides, such as organochlorines, organophosphates, and methylcarbamates. − Paichongding [1-((6-chloropydidin-3-yl)methyl)-7-methyl-8-nitro-5-propoxy-1,2,3,5,6,7-hexahydroimidazo[1,2-α]pyridine (IPP)] is a novel cis -nitromethylene neonicotinoid insecticide developed by Jiangsu Kwin Co., Ltd. and East China University of Science and Technology. In the case of growing resistance to imidacloprid, the novel insecticides are likely to have a great future development.…”

Section: Introductionmentioning

confidence: 99%

Isolation of the Novel Chiral Insecticide Paichongding (IPP) Degrading Strains and Biodegradation Pathways of RR/SS-IPP and SR/RS-IPP in an Aqueous System

Wang

Chen

Zhu

et al. 2016

J. Agric. Food Chem.

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Chiral insecticide paichongding (IPP) is a member of cis-nitromethylene neonicotinoid insecticides used in China. IPP was the promising replacement for imidacloprid as a result of its higher activity against imidacloprid-resistant insects. Two pairs of enantiomers, RR/SS-IPP and SR/RS-IPP, were separated by preparative high-performance liquid chromatography and employed in an aqueous system to investigate their biodegradation process. In this study, the strains G1-13/G1-14 and G2-19 with effective IPP degrading capability were isolated from agricultural soils. G1-14 was mutated from G1-13 by ultraviolet light exposure. Sequence alignment of 16S rRNA proved that these three strains belonged to the genus of Sphingobacterium. The degradation rate of RR/SS-IPP by Sphingobacterium sp. G1-13 and G1-14 reached 13 and 30% within 6 and 4 days, respectively. The degradation rate of SR/RS-IPP by Sphingobacterium sp. G2-19 could reach 35% within 5 days. Degradation intermediates (I1-I6) of enantiomers were detected, and two possible biodegradation pathways were proposed on the basis of the identification of metabolites.

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Aerobic biodegradation kinetics and pathway of the novel cis -nitromethylene neonicotinoid insecticide Paichongding in yellow loam and Huangshi soils

Cited by 7 publications

References 26 publications

The influence of microbial communities for triadimefon enantiomerization in soils with different pH values

The influence of microbial communities for triadimefon enantiomerization in soils with different pH values

Eukaryal composition and diversity in anaerobic soils influenced by the novel chiral insecticide Paichongding

Isolation of the Novel Chiral Insecticide Paichongding (IPP) Degrading Strains and Biodegradation Pathways of RR/SS-IPP and SR/RS-IPP in an Aqueous System

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