Removal of diclofenac and mefenamic acid by the white rot fungus Phanerochaete sordida YK-624 and identification of their metabolites after fungal transformation.
Identifieur interne : 000545 ( Main/Exploration ); précédent : 000544; suivant : 000546Removal of diclofenac and mefenamic acid by the white rot fungus Phanerochaete sordida YK-624 and identification of their metabolites after fungal transformation.
Auteurs : Takayuki Hata [Japon] ; Shingo Kawai ; Hideo Okamura ; Tomoaki NishidaSource :
- Biodegradation [ 1572-9729 ] ; 2010.
Descripteurs français
- KwdFr :
- Acide méfénamique (composition chimique), Acide méfénamique (isolement et purification), Acide méfénamique (métabolisme), Antienzymes (pharmacologie), Biotransformation (effets des médicaments et des substances chimiques), Chromatographie en phase liquide à haute performance (MeSH), Diclofenac (composition chimique), Diclofenac (isolement et purification), Diclofenac (métabolisme), Dépollution biologique de l'environnement (effets des médicaments et des substances chimiques), Inhibiteurs des enzymes du cytochrome P-450 (MeSH), Phanerochaete (effets des médicaments et des substances chimiques), Phanerochaete (métabolisme), Triazoles (pharmacologie).
- MESH :
- composition chimique : Acide méfénamique, Diclofenac.
- effets des médicaments et des substances chimiques : Biotransformation, Dépollution biologique de l'environnement, Phanerochaete.
- isolement et purification : Acide méfénamique, Diclofenac.
- métabolisme : Acide méfénamique, Diclofenac, Phanerochaete.
- pharmacologie : Antienzymes, Triazoles.
- Chromatographie en phase liquide à haute performance, Inhibiteurs des enzymes du cytochrome P-450.
English descriptors
- KwdEn :
- Biodegradation, Environmental (drug effects), Biotransformation (drug effects), Chromatography, High Pressure Liquid (MeSH), Cytochrome P-450 Enzyme Inhibitors (MeSH), Diclofenac (chemistry), Diclofenac (isolation & purification), Diclofenac (metabolism), Enzyme Inhibitors (pharmacology), Mefenamic Acid (chemistry), Mefenamic Acid (isolation & purification), Mefenamic Acid (metabolism), Phanerochaete (drug effects), Phanerochaete (metabolism), Triazoles (pharmacology).
- MESH :
- chemical , chemistry : Diclofenac, Mefenamic Acid.
- chemical , isolation & purification : Diclofenac, Mefenamic Acid.
- chemical , metabolism : Diclofenac, Mefenamic Acid.
- chemical , pharmacology : Enzyme Inhibitors, Triazoles.
- chemical : Cytochrome P-450 Enzyme Inhibitors.
- drug effects : Biodegradation, Environmental, Biotransformation, Phanerochaete.
- metabolism : Phanerochaete.
- Chromatography, High Pressure Liquid.
Abstract
The non-steroidal anti-inflammatory drugs diclofenac (DCF) and mefenamic acid (MFA) were treated with the white rot fungus Phanerochaete sordida YK-624. DCF completely disappeared and MFA decreased by about 90% after 6 days of treatment. It was also confirmed that the fungus almost completely removed the acute lethal toxicity of DCF and MFA towards the freshwater crustacean Thamnocephalus platyurus after 6 days of treatment. Mass spectrometric and (1)H nuclear magnetic resonance analyses demonstrated that two mono-hydroxylated DCFs (4'-hydroxydiclofenac and 5-hydroxydiclofenac) and one di-hydroxylated DCF (4',5-dihydroxydiclofenac) were formed via fungal transformation. The four metabolites of MFA were identified as 3'-hydroxymethylmefenamic acid (mono-hydroxylated MFA), 3'-hydroxymethyl-5-hydroxymefenamic acid (di-hydroxylated MFA), 3'-hydroxymethyl-6'-hydroxymefenamic acid (di-hydroxylated MFA) and 3'-carboxymefenamic acid. These results suggest that hydroxylation catalyzed by cytochrome P450 (CYP) in P. sordida YK-624 may be involved in the elimination and detoxification of DCF and MFA. This notion was further supported by the fact that smaller decreases in DCF and MFA were observed in cultures of P. sordida YK-624 incubated with 1-aminobenzotriazole, a known inhibitor of CYP.
DOI: 10.1007/s10532-010-9334-3
PubMed: 20127144
Affiliations:
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Le document en format XML
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chimiques)</term><term>Chromatographie en phase liquide à haute performance (MeSH)</term><term>Diclofenac (composition chimique)</term><term>Diclofenac (isolement et purification)</term><term>Diclofenac (métabolisme)</term><term>Dépollution biologique de l'environnement (effets des médicaments et des substances chimiques)</term><term>Inhibiteurs des enzymes du cytochrome P-450 (MeSH)</term><term>Phanerochaete (effets des médicaments et des substances chimiques)</term><term>Phanerochaete (métabolisme)</term><term>Triazoles (pharmacologie)</term></keywords><keywords scheme="MESH" type="chemical" qualifier="chemistry" xml:lang="en"><term>Diclofenac</term><term>Mefenamic Acid</term></keywords><keywords scheme="MESH" type="chemical" qualifier="isolation & purification" xml:lang="en"><term>Diclofenac</term><term>Mefenamic Acid</term></keywords><keywords scheme="MESH" type="chemical" qualifier="metabolism" xml:lang="en"><term>Diclofenac</term><term>Mefenamic Acid</term></keywords><keywords scheme="MESH" type="chemical" qualifier="pharmacology" xml:lang="en"><term>Enzyme Inhibitors</term><term>Triazoles</term></keywords><keywords scheme="MESH" type="chemical" xml:lang="en"><term>Cytochrome P-450 Enzyme Inhibitors</term></keywords><keywords scheme="MESH" qualifier="composition chimique" xml:lang="fr"><term>Acide méfénamique</term><term>Diclofenac</term></keywords><keywords scheme="MESH" qualifier="drug effects" xml:lang="en"><term>Biodegradation, Environmental</term><term>Biotransformation</term><term>Phanerochaete</term></keywords><keywords scheme="MESH" qualifier="effets des médicaments et des substances chimiques" xml:lang="fr"><term>Biotransformation</term><term>Dépollution biologique de l'environnement</term><term>Phanerochaete</term></keywords><keywords scheme="MESH" qualifier="isolement et purification" xml:lang="fr"><term>Acide méfénamique</term><term>Diclofenac</term></keywords><keywords scheme="MESH" qualifier="metabolism" xml:lang="en"><term>Phanerochaete</term></keywords><keywords scheme="MESH" qualifier="métabolisme" xml:lang="fr"><term>Acide méfénamique</term><term>Diclofenac</term><term>Phanerochaete</term></keywords><keywords scheme="MESH" qualifier="pharmacologie" xml:lang="fr"><term>Antienzymes</term><term>Triazoles</term></keywords><keywords scheme="MESH" xml:lang="en"><term>Chromatography, High Pressure Liquid</term></keywords><keywords scheme="MESH" xml:lang="fr"><term>Chromatographie en phase liquide à haute performance</term><term>Inhibiteurs des enzymes du cytochrome P-450</term></keywords></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">The non-steroidal anti-inflammatory drugs diclofenac (DCF) and mefenamic acid (MFA) were treated with the white rot fungus Phanerochaete sordida YK-624. DCF completely disappeared and MFA decreased by about 90% after 6 days of treatment. It was also confirmed that the fungus almost completely removed the acute lethal toxicity of DCF and MFA towards the freshwater crustacean Thamnocephalus platyurus after 6 days of treatment. Mass spectrometric and (1)H nuclear magnetic resonance analyses demonstrated that two mono-hydroxylated DCFs (4'-hydroxydiclofenac and 5-hydroxydiclofenac) and one di-hydroxylated DCF (4',5-dihydroxydiclofenac) were formed via fungal transformation. The four metabolites of MFA were identified as 3'-hydroxymethylmefenamic acid (mono-hydroxylated MFA), 3'-hydroxymethyl-5-hydroxymefenamic acid (di-hydroxylated MFA), 3'-hydroxymethyl-6'-hydroxymefenamic acid (di-hydroxylated MFA) and 3'-carboxymefenamic acid. These results suggest that hydroxylation catalyzed by cytochrome P450 (CYP) in P. sordida YK-624 may be involved in the elimination and detoxification of DCF and MFA. This notion was further supported by the fact that smaller decreases in DCF and MFA were observed in cultures of P. sordida YK-624 incubated with 1-aminobenzotriazole, a known inhibitor of CYP.</div></front></TEI><pubmed><MedlineCitation Status="MEDLINE" Owner="NLM"><PMID Version="1">20127144</PMID><DateCompleted><Year>2010</Year><Month>11</Month><Day>23</Day></DateCompleted><DateRevised><Year>2014</Year><Month>11</Month><Day>20</Day></DateRevised><Article PubModel="Print-Electronic"><Journal><ISSN IssnType="Electronic">1572-9729</ISSN><JournalIssue CitedMedium="Internet"><Volume>21</Volume><Issue>5</Issue><PubDate><Year>2010</Year><Month>Sep</Month></PubDate></JournalIssue><Title>Biodegradation</Title><ISOAbbreviation>Biodegradation</ISOAbbreviation></Journal><ArticleTitle>Removal of diclofenac and mefenamic acid by the white rot fungus Phanerochaete sordida YK-624 and identification of their metabolites after fungal transformation.</ArticleTitle><Pagination><MedlinePgn>681-9</MedlinePgn></Pagination><ELocationID EIdType="doi" ValidYN="Y">10.1007/s10532-010-9334-3</ELocationID><Abstract><AbstractText>The non-steroidal anti-inflammatory drugs diclofenac (DCF) and mefenamic acid (MFA) were treated with the white rot fungus Phanerochaete sordida YK-624. DCF completely disappeared and MFA decreased by about 90% after 6 days of treatment. It was also confirmed that the fungus almost completely removed the acute lethal toxicity of DCF and MFA towards the freshwater crustacean Thamnocephalus platyurus after 6 days of treatment. Mass spectrometric and (1)H nuclear magnetic resonance analyses demonstrated that two mono-hydroxylated DCFs (4'-hydroxydiclofenac and 5-hydroxydiclofenac) and one di-hydroxylated DCF (4',5-dihydroxydiclofenac) were formed via fungal transformation. The four metabolites of MFA were identified as 3'-hydroxymethylmefenamic acid (mono-hydroxylated MFA), 3'-hydroxymethyl-5-hydroxymefenamic acid (di-hydroxylated MFA), 3'-hydroxymethyl-6'-hydroxymefenamic acid (di-hydroxylated MFA) and 3'-carboxymefenamic acid. These results suggest that hydroxylation catalyzed by cytochrome P450 (CYP) in P. sordida YK-624 may be involved in the elimination and detoxification of DCF and MFA. This notion was further supported by the fact that smaller decreases in DCF and MFA were observed in cultures of P. sordida YK-624 incubated with 1-aminobenzotriazole, a known inhibitor of CYP.</AbstractText></Abstract><AuthorList CompleteYN="Y"><Author ValidYN="Y"><LastName>Hata</LastName><ForeName>Takayuki</ForeName><Initials>T</Initials><AffiliationInfo><Affiliation>Shizuoka University, Ohya 836, Surugaku, Shizuoka, Japan.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Kawai</LastName><ForeName>Shingo</ForeName><Initials>S</Initials></Author><Author ValidYN="Y"><LastName>Okamura</LastName><ForeName>Hideo</ForeName><Initials>H</Initials></Author><Author ValidYN="Y"><LastName>Nishida</LastName><ForeName>Tomoaki</ForeName><Initials>T</Initials></Author></AuthorList><Language>eng</Language><PublicationTypeList><PublicationType UI="D016428">Journal Article</PublicationType><PublicationType UI="D013485">Research Support, Non-U.S. 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UI="C033020">1-aminobenzotriazole</NameOfSubstance></Chemical><Chemical><RegistryNumber>367589PJ2C</RegistryNumber><NameOfSubstance UI="D008528">Mefenamic Acid</NameOfSubstance></Chemical></ChemicalList><CitationSubset>IM</CitationSubset><MeshHeadingList><MeshHeading><DescriptorName UI="D001673" MajorTopicYN="N">Biodegradation, Environmental</DescriptorName><QualifierName UI="Q000187" MajorTopicYN="N">drug effects</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D001711" MajorTopicYN="N">Biotransformation</DescriptorName><QualifierName UI="Q000187" MajorTopicYN="N">drug effects</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D002851" MajorTopicYN="N">Chromatography, High Pressure Liquid</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D065607" MajorTopicYN="N">Cytochrome P-450 Enzyme Inhibitors</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D004008" MajorTopicYN="N">Diclofenac</DescriptorName><QualifierName UI="Q000737" MajorTopicYN="N">chemistry</QualifierName><QualifierName UI="Q000302" MajorTopicYN="Y">isolation & purification</QualifierName><QualifierName UI="Q000378" MajorTopicYN="N">metabolism</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D004791" MajorTopicYN="N">Enzyme Inhibitors</DescriptorName><QualifierName UI="Q000494" MajorTopicYN="N">pharmacology</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D008528" MajorTopicYN="N">Mefenamic Acid</DescriptorName><QualifierName UI="Q000737" MajorTopicYN="N">chemistry</QualifierName><QualifierName UI="Q000302" MajorTopicYN="Y">isolation & purification</QualifierName><QualifierName UI="Q000378" MajorTopicYN="N">metabolism</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D020075" MajorTopicYN="N">Phanerochaete</DescriptorName><QualifierName UI="Q000187" MajorTopicYN="N">drug effects</QualifierName><QualifierName UI="Q000378" MajorTopicYN="Y">metabolism</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D014230" MajorTopicYN="N">Triazoles</DescriptorName><QualifierName UI="Q000494" MajorTopicYN="N">pharmacology</QualifierName></MeshHeading></MeshHeadingList></MedlineCitation><PubmedData><History><PubMedPubDate PubStatus="received"><Year>2009</Year><Month>07</Month><Day>01</Day></PubMedPubDate><PubMedPubDate PubStatus="accepted"><Year>2010</Year><Month>01</Month><Day>20</Day></PubMedPubDate><PubMedPubDate PubStatus="entrez"><Year>2010</Year><Month>2</Month><Day>4</Day><Hour>6</Hour><Minute>0</Minute></PubMedPubDate><PubMedPubDate PubStatus="pubmed"><Year>2010</Year><Month>2</Month><Day>4</Day><Hour>6</Hour><Minute>0</Minute></PubMedPubDate><PubMedPubDate PubStatus="medline"><Year>2010</Year><Month>12</Month><Day>14</Day><Hour>6</Hour><Minute>0</Minute></PubMedPubDate></History><PublicationStatus>ppublish</PublicationStatus><ArticleIdList><ArticleId IdType="pubmed">20127144</ArticleId><ArticleId IdType="doi">10.1007/s10532-010-9334-3</ArticleId></ArticleIdList></PubmedData></pubmed><affiliations><list><country><li>Japon</li></country></list><tree><noCountry><name sortKey="Kawai, Shingo" sort="Kawai, Shingo" uniqKey="Kawai S" first="Shingo" last="Kawai">Shingo Kawai</name><name sortKey="Nishida, Tomoaki" sort="Nishida, Tomoaki" uniqKey="Nishida T" first="Tomoaki" last="Nishida">Tomoaki Nishida</name><name sortKey="Okamura, Hideo" sort="Okamura, Hideo" uniqKey="Okamura H" first="Hideo" last="Okamura">Hideo Okamura</name></noCountry><country name="Japon"><noRegion><name sortKey="Hata, Takayuki" sort="Hata, Takayuki" uniqKey="Hata T" first="Takayuki" last="Hata">Takayuki Hata</name></noRegion></country></tree></affiliations></record>Pour manipuler ce document sous Unix (Dilib)
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