Novel insights into the metabolic pathway of iprodione by soil bacteria

Environ Sci Pollut Res Int. 2017 Jan;24(1):152-163. doi: 10.1007/s11356-016-7682-1. Epub 2016 Oct 5.

Abstract

Microbial degradation constitutes the key soil dissipation process for iprodione. We recently isolated a consortium, composed of an Arthrobacter sp. strain C1 and an Achromobacter sp. strain C2, that was able to convert iprodione to 3,5-dichloroaniline (3,5-DCA). However, the formation of metabolic intermediates and the role of the strains on iprodione metabolism remain unknown. We examined the degradation of iprodione and its suspected metabolic intermediates, 3,5-dichlorophenyl-carboxamide (metabolite I) and 3,5-dichlorophenylurea-acetate (metabolite II), by strains C1 and C2 and their combination under selective (MSM) and nutrient-rich conditions (LB). Bacterial growth during degradation of the tested compounds was determined by qPCR. Strain C1 rapidly degraded iprodione (DT50 = 2.3 h) and metabolite II (DT50 = 2.9 h) in MSM suggesting utilization of isopropylamine, transiently formed by hydrolysis of iprodione, and glycine liberated during hydrolysis of metabolite II, as C and N sources. In contrast, strain C1 degraded metabolite I only in LB and growth kinetics suggested the involvement of a detoxification process. Strain C2 was able to transform iprodione and its metabolites only in LB. Strain C1 degraded vinclozolin, a structural analog of iprodione, and partially propanil, but not procymidone and phenylureas indicating a structure-dependent specificity related to the substituents of the carboxamide moiety.

Keywords: Achromobacter sp.; Arthrobacter sp.; Iprodione; Pesticides microbial degradation; Vinclozolin.

MeSH terms

  • Aminoimidazole Carboxamide / analogs & derivatives*
  • Aminoimidazole Carboxamide / metabolism
  • Aniline Compounds / metabolism
  • Bacteria / metabolism*
  • Biodegradation, Environmental
  • Fungicides, Industrial / metabolism*
  • Hydantoins / metabolism*
  • Metabolic Networks and Pathways
  • Oxazoles / metabolism
  • Propanil / metabolism
  • Soil Microbiology*

Substances

  • Aniline Compounds
  • Fungicides, Industrial
  • Hydantoins
  • Oxazoles
  • Aminoimidazole Carboxamide
  • Propanil
  • vinclozolin
  • 3,5-dichloroaniline
  • iprodione