The gas chromatographic mass spectrometric analysis of the new antitumor drug indicine-N-oxide utilizing a novel reaction accompanying trimethylsilylation
Indicine‐N‐oxide was analyzed by gas chromatography mass spectrometry with nanogram sensitivity after trimethylsilylation. Two different products were produced by altering the conditions of this reaction. Mass spectral evidence is presented to show that one of these was the expected trisubstituted p...
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Veröffentlicht in: | Biological Mass Spectrometry 1979-01, Vol.6 (1), p.38-43 |
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creator | Evans, James V. Peng, Anna Nielsen, Carl Johann |
description | Indicine‐N‐oxide was analyzed by gas chromatography mass spectrometry with nanogram sensitivity after trimethylsilylation. Two different products were produced by altering the conditions of this reaction. Mass spectral evidence is presented to show that one of these was the expected trisubstituted pyrrolizidine product while the other was a trisubstituted pyrrole. The latter derivative is useful for distinguishing between indicine‐N‐oxide and indicine which does not form this novel product under the same conditions. Analgous pyrrole and pyrrolizidine products were formed from heliotrine‐N‐oxide, a compound that can serve as an internal standard for measuring indicine‐N‐oxide and its metabolites in biological samples. A method for purifying such samples by strong cation exchange chromatography prior to derivatization is also discussed. |
doi_str_mv | 10.1002/bms.1200060109 |
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Two different products were produced by altering the conditions of this reaction. Mass spectral evidence is presented to show that one of these was the expected trisubstituted pyrrolizidine product while the other was a trisubstituted pyrrole. The latter derivative is useful for distinguishing between indicine‐N‐oxide and indicine which does not form this novel product under the same conditions. Analgous pyrrole and pyrrolizidine products were formed from heliotrine‐N‐oxide, a compound that can serve as an internal standard for measuring indicine‐N‐oxide and its metabolites in biological samples. A method for purifying such samples by strong cation exchange chromatography prior to derivatization is also discussed.</description><identifier>ISSN: 0306-042X</identifier><identifier>EISSN: 1096-9888</identifier><identifier>DOI: 10.1002/bms.1200060109</identifier><identifier>PMID: 427260</identifier><language>eng</language><publisher>Hoboken: Wiley Subscription Services, Inc., A Wiley Company</publisher><subject>Animals ; Antineoplastic Agents, Phytogenic - urine ; Chromatography, Gas ; Cyclic N-Oxides - urine ; Mass Spectrometry - methods ; Mice ; Pyrrolizidine Alkaloids ; Trimethylsilyl Compounds</subject><ispartof>Biological Mass Spectrometry, 1979-01, Vol.6 (1), p.38-43</ispartof><rights>Copyright © 1979 Heyden & Son Ltd</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c2929-fac4fd379cea43558b03607b0fa0a1495dfbdba91df1de004c82eb0b6b47781f3</citedby><cites>FETCH-LOGICAL-c2929-fac4fd379cea43558b03607b0fa0a1495dfbdba91df1de004c82eb0b6b47781f3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fbms.1200060109$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fbms.1200060109$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1417,27924,27925,45574,45575</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/427260$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Evans, James V.</creatorcontrib><creatorcontrib>Peng, Anna</creatorcontrib><creatorcontrib>Nielsen, Carl Johann</creatorcontrib><title>The gas chromatographic mass spectrometric analysis of the new antitumor drug indicine-N-oxide utilizing a novel reaction accompanying trimethylsilylation</title><title>Biological Mass Spectrometry</title><addtitle>Biol. Mass Spectrom</addtitle><description>Indicine‐N‐oxide was analyzed by gas chromatography mass spectrometry with nanogram sensitivity after trimethylsilylation. Two different products were produced by altering the conditions of this reaction. Mass spectral evidence is presented to show that one of these was the expected trisubstituted pyrrolizidine product while the other was a trisubstituted pyrrole. The latter derivative is useful for distinguishing between indicine‐N‐oxide and indicine which does not form this novel product under the same conditions. Analgous pyrrole and pyrrolizidine products were formed from heliotrine‐N‐oxide, a compound that can serve as an internal standard for measuring indicine‐N‐oxide and its metabolites in biological samples. A method for purifying such samples by strong cation exchange chromatography prior to derivatization is also discussed.</description><subject>Animals</subject><subject>Antineoplastic Agents, Phytogenic - urine</subject><subject>Chromatography, Gas</subject><subject>Cyclic N-Oxides - urine</subject><subject>Mass Spectrometry - methods</subject><subject>Mice</subject><subject>Pyrrolizidine Alkaloids</subject><subject>Trimethylsilyl Compounds</subject><issn>0306-042X</issn><issn>1096-9888</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1979</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFUUtv1DAQthCvpXDlxMEnblnGjjePI1TQIpVFgkXtzZo4zq7BiYPttA0_hV-LV6mKOHGZkb7XWP4IeclgzQD4m6YPa8YBoAAG9QOySrPI6qqqHpIV5FBkIPjVU_IshO8AecUgf0IeC17yAlbk9-6g6R4DVQfveoxu73E8GEV7DIGGUauYcB19gnBAOwcTqOtoTLZB3yQsmjj1ztPWT3tqhtYoM-hsm7lb02o6RWPNLzPsKdLBXWtLvUYVjRsoKuX6EYf5yKYD6cphtsHY2eJR8Jw86tAG_eJun5BvH97vTs-zi89nH0_fXmSK17zOOlSia_OyVhpFvtlUDeQFlA10CMhEvWm7pm2wZm3HWg0gVMV1A03RiLKsWJefkNdL7ujdz0mHKHsTlLYWB-2mIEux4UWR8yRcL0LlXQhed3JMr0Y_Swby2IVMXci_XSTDq7vkqel1ey9fPj_R9ULfGKvn_4TJd5--_hOdLV4Tor6996L_IYsyLzfycnsmr6ovtdhdCrnN_wDIGaoR</recordid><startdate>197901</startdate><enddate>197901</enddate><creator>Evans, James V.</creator><creator>Peng, Anna</creator><creator>Nielsen, Carl Johann</creator><general>Wiley Subscription Services, Inc., A Wiley Company</general><scope>BSCLL</scope><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>197901</creationdate><title>The gas chromatographic mass spectrometric analysis of the new antitumor drug indicine-N-oxide utilizing a novel reaction accompanying trimethylsilylation</title><author>Evans, James V. ; Peng, Anna ; Nielsen, Carl Johann</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c2929-fac4fd379cea43558b03607b0fa0a1495dfbdba91df1de004c82eb0b6b47781f3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1979</creationdate><topic>Animals</topic><topic>Antineoplastic Agents, Phytogenic - urine</topic><topic>Chromatography, Gas</topic><topic>Cyclic N-Oxides - urine</topic><topic>Mass Spectrometry - methods</topic><topic>Mice</topic><topic>Pyrrolizidine Alkaloids</topic><topic>Trimethylsilyl Compounds</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Evans, James V.</creatorcontrib><creatorcontrib>Peng, Anna</creatorcontrib><creatorcontrib>Nielsen, Carl Johann</creatorcontrib><collection>Istex</collection><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>Biological Mass Spectrometry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Evans, James V.</au><au>Peng, Anna</au><au>Nielsen, Carl Johann</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>The gas chromatographic mass spectrometric analysis of the new antitumor drug indicine-N-oxide utilizing a novel reaction accompanying trimethylsilylation</atitle><jtitle>Biological Mass Spectrometry</jtitle><addtitle>Biol. Mass Spectrom</addtitle><date>1979-01</date><risdate>1979</risdate><volume>6</volume><issue>1</issue><spage>38</spage><epage>43</epage><pages>38-43</pages><issn>0306-042X</issn><eissn>1096-9888</eissn><abstract>Indicine‐N‐oxide was analyzed by gas chromatography mass spectrometry with nanogram sensitivity after trimethylsilylation. Two different products were produced by altering the conditions of this reaction. Mass spectral evidence is presented to show that one of these was the expected trisubstituted pyrrolizidine product while the other was a trisubstituted pyrrole. The latter derivative is useful for distinguishing between indicine‐N‐oxide and indicine which does not form this novel product under the same conditions. Analgous pyrrole and pyrrolizidine products were formed from heliotrine‐N‐oxide, a compound that can serve as an internal standard for measuring indicine‐N‐oxide and its metabolites in biological samples. A method for purifying such samples by strong cation exchange chromatography prior to derivatization is also discussed.</abstract><cop>Hoboken</cop><pub>Wiley Subscription Services, Inc., A Wiley Company</pub><pmid>427260</pmid><doi>10.1002/bms.1200060109</doi><tpages>6</tpages></addata></record> |
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source | MEDLINE; Access via Wiley Online Library; Alma/SFX Local Collection |
subjects | Animals Antineoplastic Agents, Phytogenic - urine Chromatography, Gas Cyclic N-Oxides - urine Mass Spectrometry - methods Mice Pyrrolizidine Alkaloids Trimethylsilyl Compounds |
title | The gas chromatographic mass spectrometric analysis of the new antitumor drug indicine-N-oxide utilizing a novel reaction accompanying trimethylsilylation |
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