Enhanced Degradation of the Fungicide Vinclozolin: Isolation and Characterisation of a Responsible Organism

Cain, Ronald B.; Mitchell, Jean A.

doi:10.1002/(sici)1096-9063(199609)48:1<13::aid-ps446>3.3.co;2-c

Cited by 5 publications

(9 citation statements)

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“…On the other hand, the fungicide degradation is delayed when the concentrations of K and P in the soil increase. Other influencing factors could be the soil microorganisms or enzymatic systems that need some adaptation time to the pesticides as substrate before rapid degradation can proceed (Cain and Mitchell, 1996).…”

Section: Resultsmentioning

confidence: 99%

“…Slade et al (1992) stated that enhanced degradation of iprodione and vinclozolin in a clay loam soil was induced in the laboratory by using three successive applications of fungicides but could not be induced in the case of procymidone. Cain and Mitchell (1996) described the isolation and characterization of the organism responsible for the enhanced degradation of vinclozolin.…”

Section: Introductionmentioning

confidence: 99%

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Monitoring Degradation of Dicarboximidic Fungicide Residues in Soils

García-Cazorla

Xirau-Vayreda

1998

J. Agric. Food Chem.

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Iprodione, procymidone, and vinclozolin are dicarboximidic fungicides commonly used in preharvest viticulture treatments to prevent gray mold (Botrytis) and other fungal diseases. The aim of this study is to determine the degradation of these fungicides in five vineyard soils of Penedès after three treatments at 100-day intervals with commercial formulations under laboratory conditions. The analyses were conducted over a period beginning the same day of each treatment and lasting for up to 77 days afterward. In these conditions, the degradation rates of all three fungicides increased with the number of applications. Times elapsed to 90% degradation of iprodione, procymidone, and vinclozolin following first, second, and third treatments were about 35, 21, and 7 days, respectively. No residues were found at 77 days. These results showed that the residual levels of these three fungicides in soils decreased with time. Keywords: Iprodione; procymidone; vinclozolin; dicarboximidic fungicides; residues; soils

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Monitoring Degradation of Dicarboximidic Fungicide Residues in Soils

García-Cazorla

Xirau-Vayreda

1998

J. Agric. Food Chem.

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“…Difficulties associated with isolating strains able to degrade these compounds could be explained by the low water solubility and the chemical instability of iprodione and vinclozolin respectively resulting in a low availability of nutrient elements in cultures and preventing long incubation times. Because of the low solubility of these fungicides, it was also difficult to exhibit a substantial bacterial growth in cultures: Golovleva et al [14] detected no increase; Athiel et al [8] and Cain and Mitchell [15] observed a slight bacterial growth (from 5×10 6 to 2×10 8 bacteria ml −1 (data not shown) [8] and from 0.5×10 7 to 2×10 7 bacteria ml −1 [15]).…”

Section: Discussionmentioning

confidence: 99%

“…The enhanced degradation of the dicarboximide fungicides iprodione and vinclozolin has been demonstrated in several soils [1–4, 12] but few studies have succeeded in isolating pure strains involved in this biodegradation. Head et al [13] isolated a mixed bacterial culture able to degrade vinclozolin; Golovleva et al [14] and more recently Cain and Mitchell [15] isolated pure vinclozolin‐degrading strains. Until the present study, only one iprodione‐degrading strain was isolated [8].…”

Section: Discussionmentioning

confidence: 99%

Iprodione degradation by isolated soil microorganisms

Mercadier

Véga

Bastide

2006

FEMS Microbiology Ecology

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Three bacterial strains were isolated from soils adapted to iprodione and identified as Pseudomonas fluorescens, Pseudomonas sp. and Pseudomonas paucimobilis. The first two strains transformed iprodione to N‐(3,5‐dichlorophenyl)‐2,4‐dioxoimidazolidine (II) and under restrictive conditions to 3,5‐dichlorophenylurea acetic acid (III); the latter subsequently degraded II to III and III to 3,5‐dichloroaniline (3,5‐D). We constructed bacterial combinations consisting of Pseudomonas paucimobilis plus one of the iprodione degraders and showed that these combinations transformed iprodione into 3,5‐D. It is known that 3,5‐D was the major metabolite found in adapted soils, suggesting that such a bacterial combination might be responsible for degrading iprodione into 3,5‐D in adapted soils. Plasmids could only be isolated in Pseudomonas fluorescens but we did not investigate if one of these was involved in the ability to degrade iprodione.

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“…Szeto et al (1989) reported the breakdown of the amide bond, whereas Clark (1983), Melkebeke et al (1986), Pirisi et al (1986), and Villedieu et al (1994) suggested the breakdown of ester function. Head et al (1988), Golovleva et al (1991), and Cain and Mitchell (1996) described the isolation of vinclozolin-degrading strains of bacteria from soils exhibiting enhanced degradation of the fungicide. Five bacterial strains capable of degrading vinclozolin were isolated.…”

Section: Introductionmentioning

confidence: 99%

Chemical and Biological Transformation of the Fungicide Vinclozolin

Mercadier

Véga

Bastide

1998

J. Agric. Food Chem.

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Two mixed bacterial cultures were isolated from a French soil adapted to the dicarboximide fungicide vinclozolin. The vinclozolin was transformed by the mixed bacterial cultures according to two degradation pathways: (a) the formation of 2-[[(3,5-dichlorophenyl)carbamoyl]oxy]-2-methyl-3-butenoic acid and then 3,5-dichloroaniline or (b) the formation of 3‘,5‘-dichloro-2-hydroxy-2-methylbut-3-enanilide and then 3,5-dichloroaniline. The structure of 2-[[(3,5-dichlorophenyl)carbamoyl]oxy]-2-methyl-3-butenoic acid was unambiguously established by 1H and 13C 2-D NMR analysis. A bacterial strain isolated from soil that degrades this compound was identified as a strain of Corynebacterium sp. Attempts to obtain pure vinclozolin-degrading strains via 3‘,5‘-dichloro-2-hydroxy-2-methylbut-3-enanilide were unsuccessful. Keywords: Vinclozolin; fungicide-degrading bacteria; chemical transformation

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Enhanced Degradation of the Fungicide Vinclozolin: Isolation and Characterisation of a Responsible Organism

Cited by 5 publications

References 0 publications

Monitoring Degradation of Dicarboximidic Fungicide Residues in Soils

Monitoring Degradation of Dicarboximidic Fungicide Residues in Soils

Iprodione degradation by isolated soil microorganisms

Chemical and Biological Transformation of the Fungicide Vinclozolin

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