• Korean Journal of Environmental Agriculture
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• v.21 no.1
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• pp.57-68
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• 2002

In order to elucidate the effect of phenobarbital sodium (PB) and 3-methylcholanthrene (3-MC) on metabolism of insecticide carbofuran in rat. Carbofuran metabolites and its formation rates were determined when orally administered $^{14}C$-carbofuran alone and its combination with PB or 3-MC to rat. $^{14}C$-carbofuran administered orally, alone or in combination with PB or 3-MC, was secreted rapidly within 48 hrs. That is, 79.9 to 81.1% of the original radioactivity was secreted into the urine and 5.7 to 6.5% into the feces. The secretion rate was faster in the combined administration than that in carbofuran alone. Metabolites of carbofuran in main organs, urine, feces and blood of rat were largely 3-hydroxycarbofuran, 3-ketocarbofuran, 3-hydroxycarbofuran phenol, 3-ketocarbofuran phenol, and carbofuran phenol, the major ones being 3-hydroxycarbofuran and 3-ketocarbofuran, respectively, in all administrations of carbofuran alone, carbofuran+PB and carbofuran+3-MC. In addition, formation rate of the two major metabolites detected in the urine was 17.4% and 12.8%, respectively, when carbofuran alone was administered. Meanwhile, when carbofuran was administered with PB or 3-MC, they were 8.6% and 23.5, repectively. These results indicate that the oral administration of PB or 3-MC can reduce carbofuran toxicity by fastening and stimulating the carbofuran metabolism in rat.

• The Korean Journal of Pesticide Science
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• v.3 no.2
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• pp.37-46
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• 1999

In order to ascertain the safety of the systemic insecticide carbofuran-treated crops, samples of garlic, peanut and potato were collected randomly from markets located in the main producing areas and analyzed for the residue of carbofuran and its main metabolite, 3-hydroxycarbofuran. The in vitro metabolism of carbofuran in phosphate buffer extracts of the crops was investigated. Two (M-12 and M-16) out of 20 mature garlic samples contained 0.13 and 0.07 mg/kg of carbohran, respectively, showing a detection incidence of 10%. The residue levels were less than the maximum residue limit (0.5 ppm) set by Korean Food and Drug Administration. Only one sample of mature garlic (M-12) out of 20 contained 0.13 mg/kg of 3-hydroxycarbofuran. The residues of carbofuran and 3-hydroxycarbofuran in the immature garlic, peanut and potato samples were less than the detection limits, 0.02 mg/kg for carbofuran and 0.06 mg/kg for 3-hydroxycarbofuran. The application of carbofuran to the fields of garlic, peanut and potato would be safe, considering that the estimated maximum acceptable daily intake of carbofuran from garlic was 0.0013 mg which is 0.24% of the maximum acceptable daily intake (0.55 mg). Carbofuran was hydrolyzed in vitro mainly to carbofuran phenol (m/z 164) in the respective phosphate buffer extracts of the three crops in contrast to the major oxidative metabolism in situ. The amount of the metabolite increased with the incubation time.

• Journal of Microbiology and Biotechnology
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• v.16 no.8
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• pp.1306-1310
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• 2006

Sphingomonas sp. strain SB5 could degrade carbofuran and carbofuran-7-phenol to a hydrolytic product, 2-hydroxy-3-(3-methlypropan-2-o1)phenol, and several red metabolites. However, the chemical structures of the red metabolites have largely remained unidentified. In this study, we identified the structure of one of the red metabolites as 5-(2-hydroxy-2-methyl-propyl)-2,2-dimethyl- 2,3-dihydro-naphtho[2,3-6]furan-4,6,7,9-tetrone by using mass spectrometric and NMR ($^1$H, $^{13}$C) analyses. It is suggested that the red metabolite resulted from condensation of some metabolites in the degradation of 2-hydroxy-3-(3-methlypropan-2-o1)phenol, a hydrolytic product derived from carbofuran. To our knowledge, this is the first paper to report a red metabolite in bacterial degradation of the insecticide carbofuran.

• Korean journal of applied entomology
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• v.30 no.1
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• pp.10-17
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• 1991

Cuticular penetration and detoxication as mechanisms of resistance to the carbamate insecticides in fenobucarb-selected($R_{f}$) and carbofuran-selected($R_{c}$) strains of the brown planthopper (N. lugens Stal) were investigated. Rates of penetration were not significantly different in the susceptible and resistant strains. However, total amount of excretion of the $R_{f}$ and $R_{c}$ strains were much larger than that of the susceptible strain. Fenovucarb and carbofuran were in vivo metabolizd much faster in the $R_{f}$ strain than in the susceptible strain. OSBP(o-sec-butyl phenol) and 3-ketocarbofuran phenol were invitro the major metabolites of fenobucarb and carbofuran in the brown planthopper, respectively. Total amount of the two major metabolites were produced abotu 2 times larger in the $R_{f}$ and $R_{c}$ strains compared to the susceptible strain. OSBP and 3-ketocarbofuran phenol were not so toxic to the brown planthopper ($LD_{50}$ >100 $\mu\textrm{g}$/g hopper). Based on our data, detoxication plays a large role in resistance to fenobucarb and carbofuran in the resistant strain of BPH, although several resistance factors maybe involved.

• Korean Journal of Environmental Agriculture
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• v.8 no.2
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• pp.103-118
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• 1989

In order to investigate the uptake of the systemic insecticide, carbofuran, 2,3-dihydro-2,2-dimethyl-7-benzofuranyl-N-methyl(arbamate) residues, fresh and aged, by rice plants, they were grown for 42 days in soils containing freshly treated (T-1), 3-month-aged (T-2), and 6-month-aged residues (T-3). The amounts of $^{14}CO_2$ evolved from $^{14}C-carbofuran$ during the 3-and 6-month aging in soil (temp. $22{\pm}1^{\circ}C$ ; moisture, 50% of the maximum water-holding capacity) were 8.9 and 26.7% of the original radioactivity applied, respectively. Mineralization of $^{14}C-carbofuran$ in soil to $^{14}CO_2$ during 42 days of rice growing was 4.4% (T-1), 11.0% (T-2), and 15.7 (T-3). The methanol extract of the 3-and 6-month-aged soils revealed that 3-keto carbofuran phenol (2,3-dihydro-2,2-dimethyl-3-oxo-7-benzofuranol) was the major metabolite, where as 3-hydroxy carbofuran (2,3-dihydro-2,2-dimethyl-3-hydroxy-7-benzofuranyl-N-methylcarbamate) turned out to be the major metabolite in the shoots by the enzymatic cleavage of the possible conjugate present in the methanol extract. Volatilization of $^{14}C-carbofuran$ in soil during 3-and 6-month-aging, and 42 days of rice growing was 0.026, 0.05, and 0.012-0.018% of the applied radioactivity, respectively. The $^{14}C-radioactivity$ which was absorbed from the soils by rice plants during 42 days of the growing period and persisted in rice plant tissues was 26.8, 21.4, and 10.3% in T-1, T-2, and T-3, respectively. The non-extractable bound residues were 8.3, 37.9, and 54.6% of the originally applied carbofuran in T-1. T-2, and T-3, respectively. The small translocation of $^{14}C-radioactivity$ in T-3 upwards suggests that major metabolite 3-keto carbofuran phenol is conjugated in roots and the low recovery in T-1 indicates the loss of carbofuran from the shoots.

• Korean Journal of Environmental Agriculture
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• v.6 no.1
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• pp.7-16
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• 1987

A study was undertaken to investigate the absorption, translocation and metabolism of carbofuran in rice paddies. Ring-3-$^{14}C-carbofuran$ applied onto the paddy soil surface was rapidly absorbed and translocated into rice plants. Within 2 days after treatment, it was observed that carbofuran reached shoot tips and accumulated. More than 15% of total radioactivity was recovered in rice plant from 3 to 20 days after treatment. In organic soluble fraction of rice plant extract, 3-hydroxycarbofuran was the major metabolite recording 43% and 4% of total organic soluble radioactivity in shoot and root at 20 days respectively. 3-Ketocarbofuran and phenolic metabolites including carbofuran phenol, 3-hydroxycarbofuran phenol and 3-ketocarbofuran phenol were also detected in the organic soluble fractions. Some glycosidic conjugates of carbofuran metabolites were found in water soluble fraction of rice plant extract and 3-hydroxycarbofuran was the most abundant aglycone. Radioactivity in paddy soil was rapidly decreased until 3 days after treatment and then maintained almost constant level. A significant portion (42∼56 %) of the total radioactivity remained in soil as nonextractable residue from 5 to 20 days after treatment. The nonextractable radioactivity was mainly located in soil organic matter distributing in humin, fulvic acid and humic acid fractions with the decreasing order. Evolution of $^{14}CO_2$ from ring cleavage of $3-^{14}C-carbofuran$ was negligible recording only 1.8% of total radioactivity during 20 days after treatment.

• Korean Journal of Environmental Agriculture
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• v.12 no.1
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• pp.9-17
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• 1993

The leaching behavior of $^{14}C-carbofuran$, $^{14}C-bentazon$, and $^{14}C-3,3,4,4'-tetrachloroazobenzene(TCAB)$ in the forms of freshly treated, 3-month-aged, and 6-month-aged residues, respectively, was investigated in a loamy soil column system. The degradation and mobility of pesticides in soil and the possibility of the contamination of groundwater were followed by this approach: The ambient temperature of $15{\pm}2^{\circ}C$, irrigation by the constant-head method on soil columns, and leaching with 1332 ml of simulated precipitation during 90 days. While the fresh residues of $^{14}C-carbofuran$ and $^{14}C-bentazon$ were very mobile, the aged ones were remarkably reduced in their mobility. Fresh and aged residues of $^{14}C-TCAB$ were very immobile, instead. 3-Keto carbofuran phenol(2,3-dihydro-2,2-dimethyl-3-oxo-7-benzofuranol) was the major degradation product present in the leachate from the soil column containing freshly treated $^{14}C-carbofuran$, while no metabolites could be detected in the leachates from the columns containing $^{14}C-bentazon$ or $^{14}C-TCAB$.

• The Korean Journal of Pesticide Science
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• v.2 no.2
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• pp.29-38
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• 1998

In order to elucidate the effect of phenobarbital sodium(PB) and 3-methylcholanthrene(3-MC) on metabolism in vitro and toxicity of $^{14}C$-carbofuran in rat, they were administered by the chemicals, alone or in combination, and their survival ratios and metabolites were investigated. The $LD_{50}$(96 hrs) value of carbofuran to rats was 6.9 mg/kg. The toxicities of the major metabolites were in the decreasing order of 3-hydroxycarbofuran, 3-ketocarbofuran, 3-hydroxycarbofuran phenol and were much lower than that of the parent compound. When the rats were orally administered by the dose of carbofuran alone, 8.4 mg/kg, the survival ratio was 0%, whereas that was raised up to $60{\sim}80%$ with 20 mg/kg of PB or 3-MC, and 100% with 60 mg/kg of PB or 3-MC. Their metabolism in vitro occurred in the microsomal fraction. In case of carbofuran alone, the major metabolite was 3-hydroxycarbofuran. When carbofuran with PB or 3-MC, on the other hand, was treated, it was 3-ketocarbofuran. In addition, when the co-factor(NADP+G-6-P+G-6-P-DG) was added to the microsomal fraction(phase I system), and a mixture of NADPH+GSH to the 105,000g supernatant(phase II system) taken by carbofuran alone, each metabolites were produced by the maximum levels, respectively. In case of the carbofuran treatment with PB or 3-MC, the microsomal fraction of phase I system produced the maximum levels of metabolites, as in the treatment of carbofuran alone, whereas the 105,000g supernatant supplemented with the co-factor NADPH+FAD(phase II system) was brought about the maximum production of metabolites. The ratio of the formation of metabolites was 2 to 3 times higher in the combined treatment of carbofuran with PB or 3-MC than in the treatment of carbofuran alone.

• Journal of Microbiology and Biotechnology
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• v.22 no.4
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• pp.448-456
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• 2012

Thirty-seven carbofuran-degrading bacteria were isolated from agricultural soils, and their genetic and phenotypic characteristics were investigated. The isolates were able to utilize carbofuran as a sole source of carbon and energy. Analysis of the 16S rRNA gene sequence indicated that the isolates were related to members of the genera Rhodococcus, Sphingomonas, and Sphingobium, including new types of carbofuran-degrading bacteria, Bosea and Microbacterium. Among the 37 isolates, 15 different chromosomal DNA patterns were obtained by polymerase chain reaction (PCR) amplification of repetitive extragenic palindromic (REP) sequences. Five of the 15 representative isolates were able to degrade carbofuran phenol, fenoxycarb, and carbaryl, in addition to carbofuran. Ten of the 15 representative isolates had 1 to 8 plasmids. Among the 10 plasmid-containing isolates, plasmid-cured strains were obtained from 5 strains. The cured strains could not degrade carbofuran and other pesticides anymore, suggesting that the carbofuran degradative genes were on the plasmid DNAs in these strains. When analyzed with PCR amplification and dot-blot hybridization using the primers targeting for the previously reported carbofuran hydrolase gene (mcd), all of the isolates did not show any positive signals, suggesting that their carbofuran hydrolase genes had no significant sequence homology with the mcd gene.

• Journal of Preventive Medicine and Public Health
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• v.26 no.2 s.42
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• pp.268-281
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• 1993

The aquatic quality of the Naktong river after two or three months in June, 1991 with phenol spillage from a electrical factory in Kumi was investigated. The samples were collected at six sites of the Naktong river basin and Kachang and Kongsan lakes. Phenol was not detected from all water samples. Turbidity was very much increased to the down stream in the Naktong river. The BOD and COD values exceeded the 2nd grade(3mg/l) of the Korean standard quality of Environmenal Water Act at the all sampling sites of the Naktong river. Especially, the value of COD at Kaejin (12.5mg/l) was poorly classified as to the 5th grade of water class for the environmental quality standards. Organophosphorous pesticides such as parathion, malathion, fenitrothion and diazinon were investigated but not detected. Diazinon was only detected at the Ilsan bridge(1.42ppb), Okkye stream(6.95ppb), Waekwan bridge(0.32ppb), Gangjung reservior(0.13ppb), Kaejin (0.05ppb). Of the carbamates such as carbanyl, isoprocarb and cabofuran, the carbofuran was detected all sites except tap water, and Kachang and Kongsan lakes. The content of heavy metals such as Cd, Pb, Zn, Fe, Mn, Hg were not exceeding for drinking water standards at the all sampling region, but only mecury was detected from Okkye stream(0.018ppb) and Kaejin (0.09ppb). In the regions of Kachang and Kongsan lakes, the content of heavy meatals were lower than that of reservior of Naktong river.