Studies on the Metabolism of d-Limonene (p-mentha-1, 8-diene). IV Isolation and Characterization of New Metabolites and Species Differences in Metabolism
1. The main route of elimination of d-limonene administered orally was via the urine in animals and man, 75-95% of the administered radioactivity being excreted in the urine during 2-3 days. Faecal excretion accounted for less than 10% of the dose in animals during 2-3 days. 2. In addition to six me...
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| Veröffentlicht in: | Xenobiotica 1976, Vol.6 (6), p.377-389 |
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| creator | Kodama, Ryuhei Yano, Tadanori Furukawa, Kazuhide Noda, Kanji Ide, Hiroyuki |
| description | 1. The main route of elimination of d-limonene administered orally was via the urine in animals and man, 75-95% of the administered radioactivity being excreted in the urine during 2-3 days. Faecal excretion accounted for less than 10% of the dose in animals during 2-3 days.
2. In addition to six metabolites, namely p-mentha-1,8-dien-10-ol (M-I), p-menth-1-ene-8,9-diol (M-II), perillic acid (M-III), perillic acid-8,9-diol (M-IV), p-mentha-1,8-dien-10-yl-β-D-glucopyranosiduronic acid (M-V) and 8-hydroxy-p-menth-1-en-9-yl-β-D-glucopyranosiduronic acid (M-VI) isolated from rabbit urine previously (Kodama et al., 1974), five new metabolites have been isolated from dog and rat urine, and which were characterized as 2-hydroxy-p-menth-8-en-7-oic acid (M-VII), perillylglycine (M-VIII), perillyl-β-D-gluco-pyranosiduronic acid (M-IX), p-mentha-1,8-dien-6-ol (M-X) and probably p-menth-1-ene-6,8,9-triol (M-XI).
3. The major metabolite of d-limonene in the urine was M-IV in rat and rabbit, M-IX in hamster, M-II in dog and M-VI in guinea pig and man. |
| doi_str_mv | 10.3109/00498257609151649 |
| format | Article |
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2. In addition to six metabolites, namely p-mentha-1,8-dien-10-ol (M-I), p-menth-1-ene-8,9-diol (M-II), perillic acid (M-III), perillic acid-8,9-diol (M-IV), p-mentha-1,8-dien-10-yl-β-D-glucopyranosiduronic acid (M-V) and 8-hydroxy-p-menth-1-en-9-yl-β-D-glucopyranosiduronic acid (M-VI) isolated from rabbit urine previously (Kodama et al., 1974), five new metabolites have been isolated from dog and rat urine, and which were characterized as 2-hydroxy-p-menth-8-en-7-oic acid (M-VII), perillylglycine (M-VIII), perillyl-β-D-gluco-pyranosiduronic acid (M-IX), p-mentha-1,8-dien-6-ol (M-X) and probably p-menth-1-ene-6,8,9-triol (M-XI).
3. The major metabolite of d-limonene in the urine was M-IV in rat and rabbit, M-IX in hamster, M-II in dog and M-VI in guinea pig and man.</description><identifier>ISSN: 0049-8254</identifier><identifier>EISSN: 1366-5928</identifier><identifier>DOI: 10.3109/00498257609151649</identifier><identifier>PMID: 969565</identifier><language>eng</language><publisher>England: Informa UK Ltd</publisher><subject>Animals ; Chromatography, Gas ; Chromatography, Thin Layer ; Cricetinae ; Dogs ; Gas Chromatography-Mass Spectrometry ; Guinea Pigs ; Humans ; Magnetic Resonance Spectroscopy ; Male ; Rabbits ; Rats ; Species Specificity ; Spectrophotometry, Infrared ; Terpenes - metabolism</subject><ispartof>Xenobiotica, 1976, Vol.6 (6), p.377-389</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-c315t-9c24e64173b43918e4c168a33efb302f610f9ed61a5f5b1b7d730904d90653ac3</citedby><cites>FETCH-LOGICAL-c315t-9c24e64173b43918e4c168a33efb302f610f9ed61a5f5b1b7d730904d90653ac3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.tandfonline.com/doi/pdf/10.3109/00498257609151649$$EPDF$$P50$$Ginformahealthcare$$H</linktopdf><linktohtml>$$Uhttps://www.tandfonline.com/doi/full/10.3109/00498257609151649$$EHTML$$P50$$Ginformahealthcare$$H</linktohtml><link.rule.ids>314,776,780,4009,27902,27903,27904,59623,59729,60412,60518,61197,61232,61378,61413</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/969565$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Kodama, Ryuhei</creatorcontrib><creatorcontrib>Yano, Tadanori</creatorcontrib><creatorcontrib>Furukawa, Kazuhide</creatorcontrib><creatorcontrib>Noda, Kanji</creatorcontrib><creatorcontrib>Ide, Hiroyuki</creatorcontrib><title>Studies on the Metabolism of d-Limonene (p-mentha-1, 8-diene). IV Isolation and Characterization of New Metabolites and Species Differences in Metabolism</title><title>Xenobiotica</title><addtitle>Xenobiotica</addtitle><description>1. The main route of elimination of d-limonene administered orally was via the urine in animals and man, 75-95% of the administered radioactivity being excreted in the urine during 2-3 days. Faecal excretion accounted for less than 10% of the dose in animals during 2-3 days.
2. In addition to six metabolites, namely p-mentha-1,8-dien-10-ol (M-I), p-menth-1-ene-8,9-diol (M-II), perillic acid (M-III), perillic acid-8,9-diol (M-IV), p-mentha-1,8-dien-10-yl-β-D-glucopyranosiduronic acid (M-V) and 8-hydroxy-p-menth-1-en-9-yl-β-D-glucopyranosiduronic acid (M-VI) isolated from rabbit urine previously (Kodama et al., 1974), five new metabolites have been isolated from dog and rat urine, and which were characterized as 2-hydroxy-p-menth-8-en-7-oic acid (M-VII), perillylglycine (M-VIII), perillyl-β-D-gluco-pyranosiduronic acid (M-IX), p-mentha-1,8-dien-6-ol (M-X) and probably p-menth-1-ene-6,8,9-triol (M-XI).
3. The major metabolite of d-limonene in the urine was M-IV in rat and rabbit, M-IX in hamster, M-II in dog and M-VI in guinea pig and man.</description><subject>Animals</subject><subject>Chromatography, Gas</subject><subject>Chromatography, Thin Layer</subject><subject>Cricetinae</subject><subject>Dogs</subject><subject>Gas Chromatography-Mass Spectrometry</subject><subject>Guinea Pigs</subject><subject>Humans</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Male</subject><subject>Rabbits</subject><subject>Rats</subject><subject>Species Specificity</subject><subject>Spectrophotometry, Infrared</subject><subject>Terpenes - metabolism</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>eNp9kUuLFDEUhYP4akd_gOAiK1GwxqTy6Aq6kfbV0Opi1G2RSt1QGaqSniTFMP4T_60pahgU0VVCzjnfCfci9JiSU0aJekkIV00ttpIoKqjk6hbaUCZlJVTd3EabRa-Kgd9HD1I6J4RIWtf30F0llZBig36e5bl3kHDwOA-AP0HWXRhdmnCwuK8ObgoePOBnx2oCnwdd0Re4qUrGw_NTvP-O9ymMOrsC0L7Hu0FHbTJE92N9LJjPcHkDzqVr8Z0dwSy9b521EMGbcnf-t_6H6I7VY4JH1-cJ-vb-3dfdx-rw5cN-9-ZQGUZFrpSpOUhOt6zjTNEGuKGy0YyB7RipraTEKugl1cKKjnbbfsuIIrxXRAqmDTtBT1fuMYaLGVJuJ5cMjKP2EObUNkzwgpfFSFejiSGlCLY9RjfpeNVS0i7baP_aRsk8uYbP3QT9TWIdf5Ffr7LzNsRJX4Y49m3WV2OINmpvXFrI_6a_-iM-gB7zYHSE9jzM0Zex_edvvwD6MKoI</recordid><startdate>1976</startdate><enddate>1976</enddate><creator>Kodama, Ryuhei</creator><creator>Yano, Tadanori</creator><creator>Furukawa, Kazuhide</creator><creator>Noda, Kanji</creator><creator>Ide, Hiroyuki</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>Studies on the Metabolism of d-Limonene (p-mentha-1, 8-diene). IV Isolation and Characterization of New Metabolites and Species Differences in Metabolism</title><author>Kodama, Ryuhei ; Yano, Tadanori ; Furukawa, Kazuhide ; Noda, Kanji ; Ide, Hiroyuki</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c315t-9c24e64173b43918e4c168a33efb302f610f9ed61a5f5b1b7d730904d90653ac3</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>Cricetinae</topic><topic>Dogs</topic><topic>Gas Chromatography-Mass Spectrometry</topic><topic>Guinea Pigs</topic><topic>Humans</topic><topic>Magnetic Resonance Spectroscopy</topic><topic>Male</topic><topic>Rabbits</topic><topic>Rats</topic><topic>Species Specificity</topic><topic>Spectrophotometry, Infrared</topic><topic>Terpenes - metabolism</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Kodama, Ryuhei</creatorcontrib><creatorcontrib>Yano, Tadanori</creatorcontrib><creatorcontrib>Furukawa, Kazuhide</creatorcontrib><creatorcontrib>Noda, Kanji</creatorcontrib><creatorcontrib>Ide, Hiroyuki</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>Kodama, Ryuhei</au><au>Yano, Tadanori</au><au>Furukawa, Kazuhide</au><au>Noda, Kanji</au><au>Ide, Hiroyuki</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Studies on the Metabolism of d-Limonene (p-mentha-1, 8-diene). IV Isolation and Characterization of New Metabolites and Species Differences in Metabolism</atitle><jtitle>Xenobiotica</jtitle><addtitle>Xenobiotica</addtitle><date>1976</date><risdate>1976</risdate><volume>6</volume><issue>6</issue><spage>377</spage><epage>389</epage><pages>377-389</pages><issn>0049-8254</issn><eissn>1366-5928</eissn><abstract>1. The main route of elimination of d-limonene administered orally was via the urine in animals and man, 75-95% of the administered radioactivity being excreted in the urine during 2-3 days. Faecal excretion accounted for less than 10% of the dose in animals during 2-3 days.
2. In addition to six metabolites, namely p-mentha-1,8-dien-10-ol (M-I), p-menth-1-ene-8,9-diol (M-II), perillic acid (M-III), perillic acid-8,9-diol (M-IV), p-mentha-1,8-dien-10-yl-β-D-glucopyranosiduronic acid (M-V) and 8-hydroxy-p-menth-1-en-9-yl-β-D-glucopyranosiduronic acid (M-VI) isolated from rabbit urine previously (Kodama et al., 1974), five new metabolites have been isolated from dog and rat urine, and which were characterized as 2-hydroxy-p-menth-8-en-7-oic acid (M-VII), perillylglycine (M-VIII), perillyl-β-D-gluco-pyranosiduronic acid (M-IX), p-mentha-1,8-dien-6-ol (M-X) and probably p-menth-1-ene-6,8,9-triol (M-XI).
3. The major metabolite of d-limonene in the urine was M-IV in rat and rabbit, M-IX in hamster, M-II in dog and M-VI in guinea pig and man.</abstract><cop>England</cop><pub>Informa UK Ltd</pub><pmid>969565</pmid><doi>10.3109/00498257609151649</doi><tpages>13</tpages></addata></record> |
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| source | MEDLINE; Taylor & Francis Medical Library - CRKN; Taylor & Francis Journals Complete |
| subjects | Animals Chromatography, Gas Chromatography, Thin Layer Cricetinae Dogs Gas Chromatography-Mass Spectrometry Guinea Pigs Humans Magnetic Resonance Spectroscopy Male Rabbits Rats Species Specificity Spectrophotometry, Infrared Terpenes - metabolism |
| title | Studies on the Metabolism of d-Limonene (p-mentha-1, 8-diene). IV Isolation and Characterization of New Metabolites and Species Differences in Metabolism |
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