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. 2016 Sep 15;7:1463. doi: 10.3389/fmicb.2016.01463

Table 6.

Detected metabolites and proposed pathways for degradation of pyrethroids performed by selected microorganisms.

Pyrethroid Microorganism Detected metabolites Proposed degradation pathway References
Allethrin (A) Acidomonas sp. (B) Allethrolone [2-cyclopenten-1-one, 4-Hydroxy-3-methyl-2(-2-propenyl)]
(C) Chrysanthemic acid Lub
(D) 2-Ethyl-1,3-dimethyl cyclopent-2-ene-carboxylic acid
(E) Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)
(F) 3-Oxobicyclo [4.1.0] heptan-2-one, 4,4,7,7-tetramethyl
(G) 2-Propanal (1,1-dimethyl ethyl)-methyl
graphic file with name fmicb-07-01463-i0010.jpg Paingankar et al., 2005
Bifenthrin (A) Candida pelliculosa (B) Cyclopropanecarboxylic acid
(C) 2-Methyl-3-biphenylyl methanol
(D) 4-Trifluoromethoxy phenol
(E) 2-Chloro-6-fluoro benzylalcohol
(F) 3,5-Dimethoxy phenol
graphic file with name fmicb-07-01463-i0011.jpg Chen et al., 2012d
Cyfluthrin (A) Brevibacterium aureum DG-12 (B) 2,2,3,3-Tetramethyl-cyclopropanemethanol
(C) 4-Fluoro-3-phenoxy-benzoic acid
(D) 3,5-Dimethoxy phenol
(E) Phenol
graphic file with name fmicb-07-01463-i0012.jpg Chen et al., 2013
Lysinibacillus sphaericus FLQ-11-1 (B) 4-fluoro-3-phenoxy-benzoic acid methyl ester
(C) Methyl-3-(2,2-dichlorovinyl)-2,2-dimethyl-(1-cyclopropane)-carboxylate
(D) Methyl-3-phenoxybenzoate
(E) 3-Phenoxy-benzaldehyde
(F) Terephthalic
(G) Phenol
graphic file with name fmicb-07-01463-i0013.jpg Hu et al., 2014
β-Cyfluthrin (A) Pseudomonas stutzeri S1 (B) α-cyano-4-fluorobenzyl-3-(2,2-dichlorovinyl)-2,2-dimethyl cyclopropane carboxylate
(C) α-cyano-4-fluoro-3-phenoxy benzyl alcohol
(D) 3(2,2-dichlorovinyl)- 2,2-dimethyl cyclopropane carboxylic acid
graphic file with name fmicb-07-01463-i0014.jpg Saikia et al., 2005
Trichoderma viridae (5-2) (B) α-cyano-4-fluorobenzyl-3-(2,2-dichlorovinyl)-2,2-dimethyl cyclopropane carboxylate/α-cyano-4-fluoro-3-phenoxy benzyl alcohol
(C) 3(2,2-dichlorovinyl)- 2,2-dimethyl cyclopropanoic acid
graphic file with name fmicb-07-01463-i0015.jpg Saikia and Gopal, 2004
Cyhalothrin (A) Bacillus thuringiensis ZS-19 (B) α-Hydroxy-3-phenoxy-benzenacetonitrile
(C) (1R, 3R)-trans-2,2-Dimethyl-3-(2-methyl-1-propenyl) cyclopropane-1-carboxylic acid
(D) 3-Phenoxy-benzamide
(E) 3-Phenoxybenzoic acid
(F) 3-Phenozybenzoate
(G) Phenol
graphic file with name fmicb-07-01463-i0016.jpg Chen et al., 2015
Cypermethrin (A) Bacillus sp. ISTDS2 (B) (1)α-Hydroxy-3-phenoxy-benzenacetonitrile
(C) 3-(2,2-dichloroethenyl)-2,2-dimethyl cyclopropanecarboxylate
(D) 3-Phenoxybenzoic acid
graphic file with name fmicb-07-01463-i0017.jpg Sundaram et al., 2013
Bacillus sp. SG2 (B) α-Hydroxy-3-phenoxy-benzenacetonitrile
(C) 3-(2,2-dichloroethenyl)-2,2-dimethyl cyclopropanecarboxylate
(D) 3-Phenoxybenzenaldehyde
(E) Hydroxybenzoate
(F) 4-Propoyl Benzaldehyde
(G) Phenoxy benzoic acid
(H) Phenol, M-tert-Butyl
(I) Phenol
graphic file with name fmicb-07-01463-i0018.jpg Bhatt et al., 2016
Bacillus cereus ZH-3 + Streptomyces aureus HP-S-01 (B) 4-Phenoxyphenol-2,2-dimethyl-propiophenone
(C) 3-Phenoxybenzenaldehyde
(D) α-Hydroxy-3-phenoxy-benzenacetonitrile
No data Chen et al., 2012b
Bacillus licheniformis B-1 + Sphingomonas sp. SC-1 (B) Cyano -3-phenoxybenzyl alcohol
(C) 3-Phenoxybenzaldehyde
(D) 3-Phenoxybenzoic acid
(E) 2-Phenoxyphenol
(F) Catechol
(G) Muconic acid
graphic file with name fmicb-07-01463-i0019.jpg Liu et al., 2014
Catellibacterium sp. CC-5 (B) α-Hydroxy-3-phenoxy-benzenacetonitrile
(C) 3-Phenoxybenzaldehyde
No data Zhao et al., 2013
  Micrococcus sp. CPN 1 (B) Cyano -3-phenoxybenzylalcohol
(C) 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate
(D) Cyano-Phenoxybenzaldehyde
(E) 3-Phenoxybenzoic acid
(F) Phenol
(G) Protocatechuic
(H) Catechol (I) cis,cis-Muconic acid
(J) 3-Carboxy-cis, cis muconic acid
graphic file with name fmicb-07-01463-i0020.jpg Tallur et al., 2008
β-Cypermethrin (A) Bacillus subtilis BSF01 (B) α-Hydroxy-3-phenoxy-benzenacetonitrile l
(C) 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate
(D) 3-Phenoxybenzaldehyde
(E) 3-Phenoxybenzoic acid
(F) 3,5-Dimetoxyphenol
graphic file with name fmicb-07-01463-i0021.jpg Xiao et al., 2015
Streptomyces aureus HP-S-01 (B) 3-Phenoxybenzenaldehyde
(C) α-Hydroxy-3-phenoxy-benzenacetonitrile
No data Chen et al., 2012c
Deltamethrin (A) Streptomyces aureus HP-S-01 (B) α-Hydroxy-3-phenoxy-benzenacetonitrile
(C) 3-Phenoxybenzaldehyde
(D) 2-Hydroxy-4-methoxy benzophenone
graphic file with name fmicb-07-01463-i0022.jpg Chen et al., 2011d
Fenpropathrin (A) Clostridium sp. ZP3 (B) Benzyl alcohol
(C) Benzene-methanol
(D) 3,5-dimethylamphetamine
No data Zhang S. et al., 2011
Bacillus cereus ZH-3 (B) α-Hydroxy-3-phenoxy-benzenacetonitrile
(C) 3-Phenoxybenzenaldehyde
(D) Phenol
graphic file with name fmicb-07-01463-i0023.jpg Liu et al., 2015
Bacillus sp. DG-02 (B) 2,2,3,3-Tetramethyl cyclopropanecarboxylic acid phenyl ester
(C) 3,4-Dihydroxy-benzoic acid
(D) 3-Phenoxybenzoate
(E) 3,4-Dimethoxy phenol
(F) 3-Phenoxybenzaldehyde
(G) α-Hydroxy-3-phenoxy-benzenacetonitrile
(H) Phenol
graphic file with name fmicb-07-01463-i0024.jpg Chen et al., 2014
Ochrobactrum tritici pyd-1 (B) cyano-3-phenoxybenzylalcohol
(C) 2,2,3,3-Tetramethyl cyclopropanecarboxylic acid
(D) 3-Phenoxybenzaldehyde
(E) 3-Phenoxybenzoic acid
(F) 4-Hydroxy-3-phenoxybenzoic acid
(G) Protocatechuate
(H) p-Hydroquinone
(I) 1,2,4-Benzenetriol
(J) Maleylacetate
(K) 3-Oxoadipate
graphic file with name fmicb-07-01463-i0025.jpg Wang et al., 2011
Pseudomonas aeruginosa JQ-41 (B) α-Hydroxy-3-phenoxy-benzenacetonitrile graphic file with name fmicb-07-01463-i0026.jpg Song et al., 2015
(C) 3-Phenoxybenzaldehyde
(D) 3-Phenoxybenzoic acid
Fenvalerate (A) Cladosporium sp. HU (B) α-Hydroxy-3-phenoxy-benzenacetonitrile No data Chen et al., 2011a
(C) 3-Phenoxybenzaldehyde
Permethrin (A) Pseudomonas fluorescens (SM-1) (B) 3-Phenoxybenzyl alcohol
(C) 3-(2,2-dichloroethenyl)-2,2-dimethyl cyclopropanecarboxylate
(D) 3-Phenoxybenzoic acid
(E) 4-Hydroxy-3-phenoxybenzoic acid
graphic file with name fmicb-07-01463-i0027.jpg Maloney et al., 1988
Achromobacter sp. (SM-2)
Bacillus cereus (SM-3)