Metabolism of 3-(Hydroxymethyl)-8-methoxychromone in the Rat: II. Classification and Identification of Urinary Drug Metabolites
1. Five metabolites were isolated from the urine of dogs dosed with 3-(hydroxymethyl)-8-methoxy[4-14C]chromone. These were identified as 8-methoxychromone, 2-hydroxy-3-methoxyacetophenone, 3-(hydroxymethyl)-8-hydroxychromone, 8-hydroxychromone and 2,3-dihydroxyacetophenone. 2. These compounds were a...
Gespeichert in:
| Veröffentlicht in: | Xenobiotica 1976, Vol.6 (2), p.89-100 |
|---|---|
| Hauptverfasser: | , , , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 100 |
|---|---|
| container_issue | 2 |
| container_start_page | 89 |
| container_title | Xenobiotica |
| container_volume | 6 |
| creator | Crew, Malcolm C. Melgar, Myriam D. George, Susan Greenough, R. Clive Szpiech, Joseph M. Di Carlo, Frederick J. |
| description | 1. Five metabolites were isolated from the urine of dogs dosed with 3-(hydroxymethyl)-8-methoxy[4-14C]chromone. These were identified as 8-methoxychromone, 2-hydroxy-3-methoxyacetophenone, 3-(hydroxymethyl)-8-hydroxychromone, 8-hydroxychromone and 2,3-dihydroxyacetophenone.
2. These compounds were also present in the urine of rats treated with labelled drug, together with unchanged drug and two intermediate metabolites, 3-carboxy-8-methoxychromone and 3-(carboxymethyl)-8-hydroxychromone.
3. In addition to the unconjugated labelled compounds, glucuronides and sulphates were identified.
4. Quantitative data were obtained for all of the 20 labelled compounds in rat urine.
5. A scheme is presented for the biotransformation of 3-(hydroxymethyl)-8-methoxychromone in rats and dogs, and a mechanism for scission of the γ-pyrone ring is suggested. |
| doi_str_mv | 10.3109/00498257609151618 |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_pubme</sourceid><recordid>TN_cdi_pubmed_primary_1274377</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>83424843</sourcerecordid><originalsourceid>FETCH-LOGICAL-c316t-f565c1069bfbb274a2e94c6e26dc06a8ac4c88aa1d72b567ccd003ed64cf13993</originalsourceid><addsrcrecordid>eNp9UEtrFTEUDmKp1-oPcCFkJbqYmtdkMupGrtpeqAhi10MmDyclk9Qkg87Kv24ut6VI0dU5nO9xPj4AnmF0SjHqXyPEekHajqMet5hj8QBsMOW8aXsiHoLNHm8qgT0Cj3O-QghxTMgxOMakY7TrNuD3Z1PkGL3LM4wW0ubl-apT_LXOpkyrf9WIZr_Vg5pSnGMw0AVYJgO_yvIG7nancOtlzs46JYuLAcqg4U6bUO5O1fgyuSDTCj-k5Tu8_VlMfgKOrPTZPL2ZJ-Dy08dv2_Pm4svZbvv-olEU89LYlrcKI96PdhxrdklMzxQ3hGuFuBRSMSWElFh3ZGx5p5RGiBrNmbKY9j09AS8Ovtcp_lhMLsPssjLey2DikgdBGWGC0UrEB6JKMedk7HCd3FyjDxgN-9KHe6VXzfMb82Wcjb5THFqu-LsD7oKNaZY_Y_J6KHL1Mdkkg3J5b_1v-7d_yScjfZmUTGa4iksKtbf_hPsDv3WjNg</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>83424843</pqid></control><display><type>article</type><title>Metabolism of 3-(Hydroxymethyl)-8-methoxychromone in the Rat: II. Classification and Identification of Urinary Drug Metabolites</title><source>MEDLINE</source><source>Taylor & Francis Medical Library - CRKN</source><source>Taylor & Francis Journals Complete</source><creator>Crew, Malcolm C. ; Melgar, Myriam D. ; George, Susan ; Greenough, R. Clive ; Szpiech, Joseph M. ; Di Carlo, Frederick J.</creator><creatorcontrib>Crew, Malcolm C. ; Melgar, Myriam D. ; George, Susan ; Greenough, R. Clive ; Szpiech, Joseph M. ; Di Carlo, Frederick J.</creatorcontrib><description>1. Five metabolites were isolated from the urine of dogs dosed with 3-(hydroxymethyl)-8-methoxy[4-14C]chromone. These were identified as 8-methoxychromone, 2-hydroxy-3-methoxyacetophenone, 3-(hydroxymethyl)-8-hydroxychromone, 8-hydroxychromone and 2,3-dihydroxyacetophenone.
2. These compounds were also present in the urine of rats treated with labelled drug, together with unchanged drug and two intermediate metabolites, 3-carboxy-8-methoxychromone and 3-(carboxymethyl)-8-hydroxychromone.
3. In addition to the unconjugated labelled compounds, glucuronides and sulphates were identified.
4. Quantitative data were obtained for all of the 20 labelled compounds in rat urine.
5. A scheme is presented for the biotransformation of 3-(hydroxymethyl)-8-methoxychromone in rats and dogs, and a mechanism for scission of the γ-pyrone ring is suggested.</description><identifier>ISSN: 0049-8254</identifier><identifier>EISSN: 1366-5928</identifier><identifier>DOI: 10.3109/00498257609151618</identifier><identifier>PMID: 1274377</identifier><language>eng</language><publisher>England: Informa UK Ltd</publisher><subject>Animals ; Chromatography, Gas ; Chromatography, Thin Layer ; Chromones - metabolism ; Chromones - urine ; Glucuronates - urine ; Male ; Mass Spectrometry ; Rats ; Sulfuric Acids - urine</subject><ispartof>Xenobiotica, 1976, Vol.6 (2), p.89-100</ispartof><rights>1976 Informa UK Ltd All rights reserved: reproduction in whole or part not permitted 1976</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c316t-f565c1069bfbb274a2e94c6e26dc06a8ac4c88aa1d72b567ccd003ed64cf13993</citedby><cites>FETCH-LOGICAL-c316t-f565c1069bfbb274a2e94c6e26dc06a8ac4c88aa1d72b567ccd003ed64cf13993</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.tandfonline.com/doi/pdf/10.3109/00498257609151618$$EPDF$$P50$$Ginformahealthcare$$H</linktopdf><linktohtml>$$Uhttps://www.tandfonline.com/doi/full/10.3109/00498257609151618$$EHTML$$P50$$Ginformahealthcare$$H</linktohtml><link.rule.ids>314,780,784,4024,27923,27924,27925,59647,59753,60436,60542,61221,61256,61402,61437</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/1274377$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Crew, Malcolm C.</creatorcontrib><creatorcontrib>Melgar, Myriam D.</creatorcontrib><creatorcontrib>George, Susan</creatorcontrib><creatorcontrib>Greenough, R. Clive</creatorcontrib><creatorcontrib>Szpiech, Joseph M.</creatorcontrib><creatorcontrib>Di Carlo, Frederick J.</creatorcontrib><title>Metabolism of 3-(Hydroxymethyl)-8-methoxychromone in the Rat: II. Classification and Identification of Urinary Drug Metabolites</title><title>Xenobiotica</title><addtitle>Xenobiotica</addtitle><description>1. Five metabolites were isolated from the urine of dogs dosed with 3-(hydroxymethyl)-8-methoxy[4-14C]chromone. These were identified as 8-methoxychromone, 2-hydroxy-3-methoxyacetophenone, 3-(hydroxymethyl)-8-hydroxychromone, 8-hydroxychromone and 2,3-dihydroxyacetophenone.
2. These compounds were also present in the urine of rats treated with labelled drug, together with unchanged drug and two intermediate metabolites, 3-carboxy-8-methoxychromone and 3-(carboxymethyl)-8-hydroxychromone.
3. In addition to the unconjugated labelled compounds, glucuronides and sulphates were identified.
4. Quantitative data were obtained for all of the 20 labelled compounds in rat urine.
5. A scheme is presented for the biotransformation of 3-(hydroxymethyl)-8-methoxychromone in rats and dogs, and a mechanism for scission of the γ-pyrone ring is suggested.</description><subject>Animals</subject><subject>Chromatography, Gas</subject><subject>Chromatography, Thin Layer</subject><subject>Chromones - metabolism</subject><subject>Chromones - urine</subject><subject>Glucuronates - urine</subject><subject>Male</subject><subject>Mass Spectrometry</subject><subject>Rats</subject><subject>Sulfuric Acids - urine</subject><issn>0049-8254</issn><issn>1366-5928</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1976</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp9UEtrFTEUDmKp1-oPcCFkJbqYmtdkMupGrtpeqAhi10MmDyclk9Qkg87Kv24ut6VI0dU5nO9xPj4AnmF0SjHqXyPEekHajqMet5hj8QBsMOW8aXsiHoLNHm8qgT0Cj3O-QghxTMgxOMakY7TrNuD3Z1PkGL3LM4wW0ubl-apT_LXOpkyrf9WIZr_Vg5pSnGMw0AVYJgO_yvIG7nancOtlzs46JYuLAcqg4U6bUO5O1fgyuSDTCj-k5Tu8_VlMfgKOrPTZPL2ZJ-Dy08dv2_Pm4svZbvv-olEU89LYlrcKI96PdhxrdklMzxQ3hGuFuBRSMSWElFh3ZGx5p5RGiBrNmbKY9j09AS8Ovtcp_lhMLsPssjLey2DikgdBGWGC0UrEB6JKMedk7HCd3FyjDxgN-9KHe6VXzfMb82Wcjb5THFqu-LsD7oKNaZY_Y_J6KHL1Mdkkg3J5b_1v-7d_yScjfZmUTGa4iksKtbf_hPsDv3WjNg</recordid><startdate>1976</startdate><enddate>1976</enddate><creator>Crew, Malcolm C.</creator><creator>Melgar, Myriam D.</creator><creator>George, Susan</creator><creator>Greenough, R. Clive</creator><creator>Szpiech, Joseph M.</creator><creator>Di Carlo, Frederick J.</creator><general>Informa UK Ltd</general><general>Taylor & Francis</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>1976</creationdate><title>Metabolism of 3-(Hydroxymethyl)-8-methoxychromone in the Rat: II. Classification and Identification of Urinary Drug Metabolites</title><author>Crew, Malcolm C. ; Melgar, Myriam D. ; George, Susan ; Greenough, R. Clive ; Szpiech, Joseph M. ; Di Carlo, Frederick J.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c316t-f565c1069bfbb274a2e94c6e26dc06a8ac4c88aa1d72b567ccd003ed64cf13993</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1976</creationdate><topic>Animals</topic><topic>Chromatography, Gas</topic><topic>Chromatography, Thin Layer</topic><topic>Chromones - metabolism</topic><topic>Chromones - urine</topic><topic>Glucuronates - urine</topic><topic>Male</topic><topic>Mass Spectrometry</topic><topic>Rats</topic><topic>Sulfuric Acids - urine</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Crew, Malcolm C.</creatorcontrib><creatorcontrib>Melgar, Myriam D.</creatorcontrib><creatorcontrib>George, Susan</creatorcontrib><creatorcontrib>Greenough, R. Clive</creatorcontrib><creatorcontrib>Szpiech, Joseph M.</creatorcontrib><creatorcontrib>Di Carlo, Frederick J.</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Xenobiotica</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Crew, Malcolm C.</au><au>Melgar, Myriam D.</au><au>George, Susan</au><au>Greenough, R. Clive</au><au>Szpiech, Joseph M.</au><au>Di Carlo, Frederick J.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Metabolism of 3-(Hydroxymethyl)-8-methoxychromone in the Rat: II. Classification and Identification of Urinary Drug Metabolites</atitle><jtitle>Xenobiotica</jtitle><addtitle>Xenobiotica</addtitle><date>1976</date><risdate>1976</risdate><volume>6</volume><issue>2</issue><spage>89</spage><epage>100</epage><pages>89-100</pages><issn>0049-8254</issn><eissn>1366-5928</eissn><abstract>1. Five metabolites were isolated from the urine of dogs dosed with 3-(hydroxymethyl)-8-methoxy[4-14C]chromone. These were identified as 8-methoxychromone, 2-hydroxy-3-methoxyacetophenone, 3-(hydroxymethyl)-8-hydroxychromone, 8-hydroxychromone and 2,3-dihydroxyacetophenone.
2. These compounds were also present in the urine of rats treated with labelled drug, together with unchanged drug and two intermediate metabolites, 3-carboxy-8-methoxychromone and 3-(carboxymethyl)-8-hydroxychromone.
3. In addition to the unconjugated labelled compounds, glucuronides and sulphates were identified.
4. Quantitative data were obtained for all of the 20 labelled compounds in rat urine.
5. A scheme is presented for the biotransformation of 3-(hydroxymethyl)-8-methoxychromone in rats and dogs, and a mechanism for scission of the γ-pyrone ring is suggested.</abstract><cop>England</cop><pub>Informa UK Ltd</pub><pmid>1274377</pmid><doi>10.3109/00498257609151618</doi><tpages>12</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0049-8254 |
| ispartof | Xenobiotica, 1976, Vol.6 (2), p.89-100 |
| issn | 0049-8254 1366-5928 |
| language | eng |
| recordid | cdi_pubmed_primary_1274377 |
| source | MEDLINE; Taylor & Francis Medical Library - CRKN; Taylor & Francis Journals Complete |
| subjects | Animals Chromatography, Gas Chromatography, Thin Layer Chromones - metabolism Chromones - urine Glucuronates - urine Male Mass Spectrometry Rats Sulfuric Acids - urine |
| title | Metabolism of 3-(Hydroxymethyl)-8-methoxychromone in the Rat: II. Classification and Identification of Urinary Drug Metabolites |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-07T11%3A26%3A06IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_pubme&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Metabolism%20of%203-(Hydroxymethyl)-8-methoxychromone%20in%20the%20Rat:%20II.%20Classification%20and%20Identification%20of%20Urinary%20Drug%20Metabolites&rft.jtitle=Xenobiotica&rft.au=Crew,%20Malcolm%20C.&rft.date=1976&rft.volume=6&rft.issue=2&rft.spage=89&rft.epage=100&rft.pages=89-100&rft.issn=0049-8254&rft.eissn=1366-5928&rft_id=info:doi/10.3109/00498257609151618&rft_dat=%3Cproquest_pubme%3E83424843%3C/proquest_pubme%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=83424843&rft_id=info:pmid/1274377&rfr_iscdi=true |