Biodegradation of the insecticide N,N-diethyl-m-toluamide by fungi: identification and toxicity of metabolites.
Identifieur interne : 000854 ( Main/Exploration ); précédent : 000853; suivant : 000855Biodegradation of the insecticide N,N-diethyl-m-toluamide by fungi: identification and toxicity of metabolites.
Auteurs : J. Seo [Corée du Sud] ; Y-G Lee ; S-D Kim ; C-J Cha ; J-H Ahn ; H-G HurSource :
- Archives of environmental contamination and toxicology [ 0090-4341 ] ; 2005.
Descripteurs français
- KwdFr :
- Animaux (MeSH), Biotransformation (MeSH), Champignons (métabolisme), Cunninghamella (métabolisme), Daphnia (effets des médicaments et des substances chimiques), Insecticides (métabolisme), Insecticides (toxicité), Insectifuges (métabolisme), Insectifuges (toxicité), Microbiologie du sol (MeSH), N,N-Diéthyl-méta-toluamide (métabolisme), N,N-Diéthyl-méta-toluamide (toxicité), Polluants chimiques de l'eau (métabolisme), Polluants chimiques de l'eau (toxicité).
- MESH :
- effets des médicaments et des substances chimiques : Daphnia.
- métabolisme : Champignons, Cunninghamella, Insecticides, Insectifuges, N,N-Diéthyl-méta-toluamide, Polluants chimiques de l'eau.
- toxicité : Insecticides, Insectifuges, N,N-Diéthyl-méta-toluamide, Polluants chimiques de l'eau.
- Animaux, Biotransformation, Microbiologie du sol.
English descriptors
- KwdEn :
- Animals (MeSH), Biotransformation (MeSH), Cunninghamella (metabolism), DEET (metabolism), DEET (toxicity), Daphnia (drug effects), Fungi (metabolism), Insect Repellents (metabolism), Insect Repellents (toxicity), Insecticides (metabolism), Insecticides (toxicity), Soil Microbiology (MeSH), Water Pollutants, Chemical (metabolism), Water Pollutants, Chemical (toxicity).
- MESH :
- chemical , metabolism : DEET, Insect Repellents, Insecticides, Water Pollutants, Chemical.
- drug effects : Daphnia.
- metabolism : Cunninghamella, Fungi.
- chemical , toxicity : DEET, Insect Repellents, Insecticides, Water Pollutants, Chemical.
- Animals, Biotransformation, Soil Microbiology.
Abstract
Fungi (Cunninghamella elegans ATCC 9245, Mucor ramannianus R-56, Aspergillus niger VKMF-1119, and Phanerochaete chrysosporium BKMF-1767) were tested to elucidate the biologic fate of the topical insect repellent N,N-diethyl-m-toluamide (DEET). The elution profile obtained from analysis by high-pressure liquid chromatography equipped with a reverse-phase C-18 column, showed that three peaks occurred after incubation of C. elegans, with which 1 mM DEET was combined as a final concentration. The peaks were not detected in the control experiments with either DEET alone or tested fungus alone. The metabolites produced by C. elegans exhibited a molecular mass of 207 with a fragment ion (m/z) at 135, a molecular mass of 179 with an m/z at 135, and a molecular mass of 163 with an m/z at 119, all of which correspond to N,N-diethyl-m-toluamide-N-oxide, N-ethyl-m-toluamide-N-oxide, and N-ethyl-m-toluamide, respectively. M. ramannianus R-56 also produced N, N-diethyl-m-toluamide-N-oxide and N-ethyl-m-toluamide but did not produce N-ethyl-m-toluamide-N-oxide. For the biologic toxicity test with DEET and its metabolites, the freshwater zooplankton Daphnia magna was used. The biologic sensitivity in decreasing order was DEET > N-ethyl-m-toluamide > N,N-diethyl-m-toluamide-N-oxide. Although DEET and its fungal metabolites showed relatively low mortality compared with other insecticides, the toxicity was increased at longer exposure periods. These are the first reports of the metabolism of DEET by fungi and of the biologic toxicity of DEET and its fungal metabolites to the freshwater zooplankton D. magna.
DOI: 10.1007/s00244-004-0029-9
PubMed: 15750774
Affiliations:
Links toward previous steps (curation, corpus...)
Le document en format XML
<record><TEI><teiHeader><fileDesc><titleStmt><title xml:lang="en">Biodegradation of the insecticide N,N-diethyl-m-toluamide by fungi: identification and toxicity of metabolites.</title><author><name sortKey="Seo, J" sort="Seo, J" uniqKey="Seo J" first="J" last="Seo">J. Seo</name><affiliation wicri:level="1"><nlm:affiliation>Department of Environmental Science and Engineering, Gwangju Institute of Science and Technology, Gwangju, 500-712, Korea.</nlm:affiliation><country xml:lang="fr">Corée du Sud</country><wicri:regionArea>Department of Environmental Science and Engineering, Gwangju Institute of Science and Technology, Gwangju, 500-712</wicri:regionArea><wicri:noRegion>500-712</wicri:noRegion></affiliation></author><author><name sortKey="Lee, Y G" sort="Lee, Y G" uniqKey="Lee Y" first="Y-G" last="Lee">Y-G Lee</name></author><author><name sortKey="Kim, S D" sort="Kim, S D" uniqKey="Kim S" first="S-D" last="Kim">S-D Kim</name></author><author><name sortKey="Cha, C J" sort="Cha, C J" uniqKey="Cha C" first="C-J" last="Cha">C-J Cha</name></author><author><name sortKey="Ahn, J H" sort="Ahn, J H" uniqKey="Ahn J" first="J-H" last="Ahn">J-H Ahn</name></author><author><name sortKey="Hur, H G" sort="Hur, H G" uniqKey="Hur H" first="H-G" last="Hur">H-G Hur</name></author></titleStmt><publicationStmt><idno type="wicri:source">PubMed</idno><date when="2005">2005</date><idno type="RBID">pubmed:15750774</idno><idno type="pmid">15750774</idno><idno type="doi">10.1007/s00244-004-0029-9</idno><idno type="wicri:Area/Main/Corpus">000854</idno><idno type="wicri:explorRef" wicri:stream="Main" wicri:step="Corpus" wicri:corpus="PubMed">000854</idno><idno type="wicri:Area/Main/Curation">000854</idno><idno type="wicri:explorRef" wicri:stream="Main" wicri:step="Curation">000854</idno><idno type="wicri:Area/Main/Exploration">000854</idno></publicationStmt><sourceDesc><biblStruct><analytic><title xml:lang="en">Biodegradation of the insecticide N,N-diethyl-m-toluamide by fungi: identification and toxicity of metabolites.</title><author><name sortKey="Seo, J" sort="Seo, J" uniqKey="Seo J" first="J" last="Seo">J. Seo</name><affiliation wicri:level="1"><nlm:affiliation>Department of Environmental Science and Engineering, Gwangju Institute of Science and Technology, Gwangju, 500-712, Korea.</nlm:affiliation><country xml:lang="fr">Corée du Sud</country><wicri:regionArea>Department of Environmental Science and Engineering, Gwangju Institute of Science and Technology, Gwangju, 500-712</wicri:regionArea><wicri:noRegion>500-712</wicri:noRegion></affiliation></author><author><name sortKey="Lee, Y G" sort="Lee, Y G" uniqKey="Lee Y" first="Y-G" last="Lee">Y-G Lee</name></author><author><name sortKey="Kim, S D" sort="Kim, S D" uniqKey="Kim S" first="S-D" last="Kim">S-D Kim</name></author><author><name sortKey="Cha, C J" sort="Cha, C J" uniqKey="Cha C" first="C-J" last="Cha">C-J Cha</name></author><author><name sortKey="Ahn, J H" sort="Ahn, J H" uniqKey="Ahn J" first="J-H" last="Ahn">J-H Ahn</name></author><author><name sortKey="Hur, H G" sort="Hur, H G" uniqKey="Hur H" first="H-G" last="Hur">H-G Hur</name></author></analytic><series><title level="j">Archives of environmental contamination and toxicology</title><idno type="ISSN">0090-4341</idno><imprint><date when="2005" type="published">2005</date></imprint></series></biblStruct></sourceDesc></fileDesc><profileDesc><textClass><keywords scheme="KwdEn" xml:lang="en"><term>Animals (MeSH)</term><term>Biotransformation (MeSH)</term><term>Cunninghamella (metabolism)</term><term>DEET (metabolism)</term><term>DEET (toxicity)</term><term>Daphnia (drug effects)</term><term>Fungi (metabolism)</term><term>Insect Repellents (metabolism)</term><term>Insect Repellents (toxicity)</term><term>Insecticides (metabolism)</term><term>Insecticides (toxicity)</term><term>Soil Microbiology (MeSH)</term><term>Water Pollutants, Chemical (metabolism)</term><term>Water Pollutants, Chemical (toxicity)</term></keywords><keywords scheme="KwdFr" xml:lang="fr"><term>Animaux (MeSH)</term><term>Biotransformation (MeSH)</term><term>Champignons (métabolisme)</term><term>Cunninghamella (métabolisme)</term><term>Daphnia (effets des médicaments et des substances chimiques)</term><term>Insecticides (métabolisme)</term><term>Insecticides (toxicité)</term><term>Insectifuges (métabolisme)</term><term>Insectifuges (toxicité)</term><term>Microbiologie du sol (MeSH)</term><term>N,N-Diéthyl-méta-toluamide (métabolisme)</term><term>N,N-Diéthyl-méta-toluamide (toxicité)</term><term>Polluants chimiques de l'eau (métabolisme)</term><term>Polluants chimiques de l'eau (toxicité)</term></keywords><keywords scheme="MESH" type="chemical" qualifier="metabolism" xml:lang="en"><term>DEET</term><term>Insect Repellents</term><term>Insecticides</term><term>Water Pollutants, Chemical</term></keywords><keywords scheme="MESH" qualifier="drug effects" xml:lang="en"><term>Daphnia</term></keywords><keywords scheme="MESH" qualifier="effets des médicaments et des substances chimiques" xml:lang="fr"><term>Daphnia</term></keywords><keywords scheme="MESH" qualifier="metabolism" xml:lang="en"><term>Cunninghamella</term><term>Fungi</term></keywords><keywords scheme="MESH" qualifier="métabolisme" xml:lang="fr"><term>Champignons</term><term>Cunninghamella</term><term>Insecticides</term><term>Insectifuges</term><term>N,N-Diéthyl-méta-toluamide</term><term>Polluants chimiques de l'eau</term></keywords><keywords scheme="MESH" type="chemical" qualifier="toxicity" xml:lang="en"><term>DEET</term><term>Insect Repellents</term><term>Insecticides</term><term>Water Pollutants, Chemical</term></keywords><keywords scheme="MESH" qualifier="toxicité" xml:lang="fr"><term>Insecticides</term><term>Insectifuges</term><term>N,N-Diéthyl-méta-toluamide</term><term>Polluants chimiques de l'eau</term></keywords><keywords scheme="MESH" xml:lang="en"><term>Animals</term><term>Biotransformation</term><term>Soil Microbiology</term></keywords><keywords scheme="MESH" xml:lang="fr"><term>Animaux</term><term>Biotransformation</term><term>Microbiologie du sol</term></keywords></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">Fungi (Cunninghamella elegans ATCC 9245, Mucor ramannianus R-56, Aspergillus niger VKMF-1119, and Phanerochaete chrysosporium BKMF-1767) were tested to elucidate the biologic fate of the topical insect repellent N,N-diethyl-m-toluamide (DEET). The elution profile obtained from analysis by high-pressure liquid chromatography equipped with a reverse-phase C-18 column, showed that three peaks occurred after incubation of C. elegans, with which 1 mM DEET was combined as a final concentration. The peaks were not detected in the control experiments with either DEET alone or tested fungus alone. The metabolites produced by C. elegans exhibited a molecular mass of 207 with a fragment ion (m/z) at 135, a molecular mass of 179 with an m/z at 135, and a molecular mass of 163 with an m/z at 119, all of which correspond to N,N-diethyl-m-toluamide-N-oxide, N-ethyl-m-toluamide-N-oxide, and N-ethyl-m-toluamide, respectively. M. ramannianus R-56 also produced N, N-diethyl-m-toluamide-N-oxide and N-ethyl-m-toluamide but did not produce N-ethyl-m-toluamide-N-oxide. For the biologic toxicity test with DEET and its metabolites, the freshwater zooplankton Daphnia magna was used. The biologic sensitivity in decreasing order was DEET > N-ethyl-m-toluamide > N,N-diethyl-m-toluamide-N-oxide. Although DEET and its fungal metabolites showed relatively low mortality compared with other insecticides, the toxicity was increased at longer exposure periods. These are the first reports of the metabolism of DEET by fungi and of the biologic toxicity of DEET and its fungal metabolites to the freshwater zooplankton D. magna.</div></front></TEI><pubmed><MedlineCitation Status="MEDLINE" Owner="NLM"><PMID Version="1">15750774</PMID><DateCompleted><Year>2005</Year><Month>07</Month><Day>26</Day></DateCompleted><DateRevised><Year>2006</Year><Month>11</Month><Day>15</Day></DateRevised><Article PubModel="Print-Electronic"><Journal><ISSN IssnType="Print">0090-4341</ISSN><JournalIssue CitedMedium="Print"><Volume>48</Volume><Issue>3</Issue><PubDate><Year>2005</Year><Month>Apr</Month></PubDate></JournalIssue><Title>Archives of environmental contamination and toxicology</Title><ISOAbbreviation>Arch Environ Contam Toxicol</ISOAbbreviation></Journal><ArticleTitle>Biodegradation of the insecticide N,N-diethyl-m-toluamide by fungi: identification and toxicity of metabolites.</ArticleTitle><Pagination><MedlinePgn>323-8</MedlinePgn></Pagination><Abstract><AbstractText>Fungi (Cunninghamella elegans ATCC 9245, Mucor ramannianus R-56, Aspergillus niger VKMF-1119, and Phanerochaete chrysosporium BKMF-1767) were tested to elucidate the biologic fate of the topical insect repellent N,N-diethyl-m-toluamide (DEET). The elution profile obtained from analysis by high-pressure liquid chromatography equipped with a reverse-phase C-18 column, showed that three peaks occurred after incubation of C. elegans, with which 1 mM DEET was combined as a final concentration. The peaks were not detected in the control experiments with either DEET alone or tested fungus alone. The metabolites produced by C. elegans exhibited a molecular mass of 207 with a fragment ion (m/z) at 135, a molecular mass of 179 with an m/z at 135, and a molecular mass of 163 with an m/z at 119, all of which correspond to N,N-diethyl-m-toluamide-N-oxide, N-ethyl-m-toluamide-N-oxide, and N-ethyl-m-toluamide, respectively. M. ramannianus R-56 also produced N, N-diethyl-m-toluamide-N-oxide and N-ethyl-m-toluamide but did not produce N-ethyl-m-toluamide-N-oxide. For the biologic toxicity test with DEET and its metabolites, the freshwater zooplankton Daphnia magna was used. The biologic sensitivity in decreasing order was DEET > N-ethyl-m-toluamide > N,N-diethyl-m-toluamide-N-oxide. Although DEET and its fungal metabolites showed relatively low mortality compared with other insecticides, the toxicity was increased at longer exposure periods. These are the first reports of the metabolism of DEET by fungi and of the biologic toxicity of DEET and its fungal metabolites to the freshwater zooplankton D. magna.</AbstractText></Abstract><AuthorList CompleteYN="Y"><Author ValidYN="Y"><LastName>Seo</LastName><ForeName>J</ForeName><Initials>J</Initials><AffiliationInfo><Affiliation>Department of Environmental Science and Engineering, Gwangju Institute of Science and Technology, Gwangju, 500-712, Korea.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Lee</LastName><ForeName>Y-G</ForeName><Initials>YG</Initials></Author><Author ValidYN="Y"><LastName>Kim</LastName><ForeName>S-D</ForeName><Initials>SD</Initials></Author><Author ValidYN="Y"><LastName>Cha</LastName><ForeName>C-J</ForeName><Initials>CJ</Initials></Author><Author ValidYN="Y"><LastName>Ahn</LastName><ForeName>J-H</ForeName><Initials>JH</Initials></Author><Author ValidYN="Y"><LastName>Hur</LastName><ForeName>H-G</ForeName><Initials>HG</Initials></Author></AuthorList><Language>eng</Language><PublicationTypeList><PublicationType UI="D016428">Journal Article</PublicationType><PublicationType UI="D013485">Research Support, Non-U.S. Gov't</PublicationType></PublicationTypeList><ArticleDate DateType="Electronic"><Year>2005</Year><Month>02</Month><Day>25</Day></ArticleDate></Article><MedlineJournalInfo><Country>United States</Country><MedlineTA>Arch Environ Contam Toxicol</MedlineTA><NlmUniqueID>0357245</NlmUniqueID><ISSNLinking>0090-4341</ISSNLinking></MedlineJournalInfo><ChemicalList><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D007302">Insect Repellents</NameOfSubstance></Chemical><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D007306">Insecticides</NameOfSubstance></Chemical><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D014874">Water Pollutants, Chemical</NameOfSubstance></Chemical><Chemical><RegistryNumber>134-62-3</RegistryNumber><NameOfSubstance UI="D003671">DEET</NameOfSubstance></Chemical></ChemicalList><CitationSubset>IM</CitationSubset><MeshHeadingList><MeshHeading><DescriptorName UI="D000818" MajorTopicYN="N">Animals</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D001711" MajorTopicYN="N">Biotransformation</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D020093" MajorTopicYN="N">Cunninghamella</DescriptorName><QualifierName UI="Q000378" MajorTopicYN="N">metabolism</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D003671" MajorTopicYN="N">DEET</DescriptorName><QualifierName UI="Q000378" MajorTopicYN="Y">metabolism</QualifierName><QualifierName UI="Q000633" MajorTopicYN="N">toxicity</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D003621" MajorTopicYN="N">Daphnia</DescriptorName><QualifierName UI="Q000187" MajorTopicYN="N">drug effects</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D005658" MajorTopicYN="N">Fungi</DescriptorName><QualifierName UI="Q000378" MajorTopicYN="Y">metabolism</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D007302" MajorTopicYN="N">Insect Repellents</DescriptorName><QualifierName UI="Q000378" MajorTopicYN="Y">metabolism</QualifierName><QualifierName UI="Q000633" MajorTopicYN="N">toxicity</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D007306" MajorTopicYN="N">Insecticides</DescriptorName><QualifierName UI="Q000378" MajorTopicYN="N">metabolism</QualifierName><QualifierName UI="Q000633" MajorTopicYN="N">toxicity</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D012988" MajorTopicYN="N">Soil Microbiology</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D014874" MajorTopicYN="N">Water Pollutants, Chemical</DescriptorName><QualifierName UI="Q000378" MajorTopicYN="Y">metabolism</QualifierName><QualifierName UI="Q000633" MajorTopicYN="N">toxicity</QualifierName></MeshHeading></MeshHeadingList></MedlineCitation><PubmedData><History><PubMedPubDate PubStatus="received"><Year>2004</Year><Month>02</Month><Day>09</Day></PubMedPubDate><PubMedPubDate PubStatus="accepted"><Year>2004</Year><Month>10</Month><Day>19</Day></PubMedPubDate><PubMedPubDate PubStatus="pubmed"><Year>2005</Year><Month>3</Month><Day>8</Day><Hour>9</Hour><Minute>0</Minute></PubMedPubDate><PubMedPubDate PubStatus="medline"><Year>2005</Year><Month>7</Month><Day>27</Day><Hour>9</Hour><Minute>0</Minute></PubMedPubDate><PubMedPubDate PubStatus="entrez"><Year>2005</Year><Month>3</Month><Day>8</Day><Hour>9</Hour><Minute>0</Minute></PubMedPubDate></History><PublicationStatus>ppublish</PublicationStatus><ArticleIdList><ArticleId IdType="pubmed">15750774</ArticleId><ArticleId IdType="doi">10.1007/s00244-004-0029-9</ArticleId></ArticleIdList></PubmedData></pubmed><affiliations><list><country><li>Corée du Sud</li></country></list><tree><noCountry><name sortKey="Ahn, J H" sort="Ahn, J H" uniqKey="Ahn J" first="J-H" last="Ahn">J-H Ahn</name><name sortKey="Cha, C J" sort="Cha, C J" uniqKey="Cha C" first="C-J" last="Cha">C-J Cha</name><name sortKey="Hur, H G" sort="Hur, H G" uniqKey="Hur H" first="H-G" last="Hur">H-G Hur</name><name sortKey="Kim, S D" sort="Kim, S D" uniqKey="Kim S" first="S-D" last="Kim">S-D Kim</name><name sortKey="Lee, Y G" sort="Lee, Y G" uniqKey="Lee Y" first="Y-G" last="Lee">Y-G Lee</name></noCountry><country name="Corée du Sud"><noRegion><name sortKey="Seo, J" sort="Seo, J" uniqKey="Seo J" first="J" last="Seo">J. Seo</name></noRegion></country></tree></affiliations></record>Pour manipuler ce document sous Unix (Dilib)
EXPLOR_STEP=$WICRI_ROOT/Bois/explor/PhanerochaeteV1/Data/Main/Exploration
HfdSelect -h $EXPLOR_STEP/biblio.hfd -nk 000854 | SxmlIndent | more
Ou
HfdSelect -h $EXPLOR_AREA/Data/Main/Exploration/biblio.hfd -nk 000854 | SxmlIndent | more
Pour mettre un lien sur cette page dans le réseau Wicri
{{Explor lien
|wiki= Bois
|area= PhanerochaeteV1
|flux= Main
|étape= Exploration
|type= RBID
|clé= pubmed:15750774
|texte= Biodegradation of the insecticide N,N-diethyl-m-toluamide by fungi: identification and toxicity of metabolites.
}}
Pour générer des pages wiki
HfdIndexSelect -h $EXPLOR_AREA/Data/Main/Exploration/RBID.i -Sk "pubmed:15750774" \
| HfdSelect -Kh $EXPLOR_AREA/Data/Main/Exploration/biblio.hfd \
| NlmPubMed2Wicri -a PhanerochaeteV1
| This area was generated with Dilib version V0.6.37. |  |