Alkaloide aus Evonymus europaea L
From the seeds of Evonymus europaea L. (Celastraceae) the three previously described alkaloids A, B and C were isolated and their empirical formulae determined by mass spectrometry. Alkaloid B, now named evozine, C32H39NO15 (14), alkaloid A, now named evorine, C34H41NO16 (15), and alkaloid C, shown...
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Veröffentlicht in: | Helvetica chimica acta 1971-11, Vol.54 (7), p.2144-2158 |
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creator | Klásek, A. Šantavý, F. Duffield, M. A. Reichstein, T. |
description | From the seeds of Evonymus europaea L. (Celastraceae) the three previously described alkaloids A, B and C were isolated and their empirical formulae determined by mass spectrometry. Alkaloid B, now named evozine, C32H39NO15 (14), alkaloid A, now named evorine, C34H41NO16 (15), and alkaloid C, shown to be identical with Parter's & Libiseller's evonine, C36H43NO17 (17), are respectively tri‐, tetra‐, and penta‐O‐acetyl derivatives of deacetylevonine (13), C26H33NO12. Vigorous alkaline hydrolysis of the latter yields the previously known evonic acid (3).
Deacetylevonine (13) is an ester of evonic acid (3) and a hypothetical polyhydroxy compound C15H24O10 (2), which is unstable on alkaline hydrolysis.
By partial saponification and partial acetylation, these three alkaloids can be converted into each other, at the same time giving rise to a fourth alkaloid D (16), C34H41NO16, which we name iso‐evorine. This had been obtained already by M. Osowiecki (unpublished). |
doi_str_mv | 10.1002/hlca.19710540749 |
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Deacetylevonine (13) is an ester of evonic acid (3) and a hypothetical polyhydroxy compound C15H24O10 (2), which is unstable on alkaline hydrolysis.
By partial saponification and partial acetylation, these three alkaloids can be converted into each other, at the same time giving rise to a fourth alkaloid D (16), C34H41NO16, which we name iso‐evorine. This had been obtained already by M. Osowiecki (unpublished).</description><identifier>ISSN: 0018-019X</identifier><identifier>EISSN: 1522-2675</identifier><identifier>DOI: 10.1002/hlca.19710540749</identifier><language>eng</language><publisher>Weinheim: WILEY‐VCH Verlag GmbH</publisher><ispartof>Helvetica chimica acta, 1971-11, Vol.54 (7), p.2144-2158</ispartof><rights>Copyright © 1971 Verlag GmbH & Co. KGaA, Weinheim</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c2089-13550e228b39e060661e6837163b627503e9a005580f6bb60154c937ea07f3213</citedby><cites>FETCH-LOGICAL-c2089-13550e228b39e060661e6837163b627503e9a005580f6bb60154c937ea07f3213</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%2Fhlca.19710540749$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fhlca.19710540749$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27901,27902,45550,45551</link.rule.ids></links><search><creatorcontrib>Klásek, A.</creatorcontrib><creatorcontrib>Šantavý, F.</creatorcontrib><creatorcontrib>Duffield, M. A.</creatorcontrib><creatorcontrib>Reichstein, T.</creatorcontrib><title>Alkaloide aus Evonymus europaea L</title><title>Helvetica chimica acta</title><description>From the seeds of Evonymus europaea L. (Celastraceae) the three previously described alkaloids A, B and C were isolated and their empirical formulae determined by mass spectrometry. Alkaloid B, now named evozine, C32H39NO15 (14), alkaloid A, now named evorine, C34H41NO16 (15), and alkaloid C, shown to be identical with Parter's & Libiseller's evonine, C36H43NO17 (17), are respectively tri‐, tetra‐, and penta‐O‐acetyl derivatives of deacetylevonine (13), C26H33NO12. Vigorous alkaline hydrolysis of the latter yields the previously known evonic acid (3).
Deacetylevonine (13) is an ester of evonic acid (3) and a hypothetical polyhydroxy compound C15H24O10 (2), which is unstable on alkaline hydrolysis.
By partial saponification and partial acetylation, these three alkaloids can be converted into each other, at the same time giving rise to a fourth alkaloid D (16), C34H41NO16, which we name iso‐evorine. This had been obtained already by M. Osowiecki (unpublished).</description><issn>0018-019X</issn><issn>1522-2675</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1971</creationdate><recordtype>article</recordtype><recordid>eNqFjzFPwzAUhC0EEqGwM4YfkHLPju14YKiiQpEisYDEZjnhRQRSUsUqKP-eVmXoxnQ33HfSJ8Q1YU6AvH3vmzAnZwk6h83diUhIS5lJY_WpSAAqMpB7PRcXMX4AcA42ETeL_jP0Q_fGadjGdPk9fE3rXeHtOGwCh7S6FGdt6CNf_eVMvNwvn8tVVj09PJaLKmskCpeR0hosZVErxzAwhtgUypJRtZFWQ7ELgNYFWlPXBqTzxinLAbZVktRM4PDbjEOMI7d-M3brME6e4PeKfq_ojxR3yN0B-el6nv7d-1VVLo75X77AU0c</recordid><startdate>19711101</startdate><enddate>19711101</enddate><creator>Klásek, A.</creator><creator>Šantavý, F.</creator><creator>Duffield, M. A.</creator><creator>Reichstein, T.</creator><general>WILEY‐VCH Verlag GmbH</general><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>19711101</creationdate><title>Alkaloide aus Evonymus europaea L</title><author>Klásek, A. ; Šantavý, F. ; Duffield, M. A. ; Reichstein, T.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c2089-13550e228b39e060661e6837163b627503e9a005580f6bb60154c937ea07f3213</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1971</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Klásek, A.</creatorcontrib><creatorcontrib>Šantavý, F.</creatorcontrib><creatorcontrib>Duffield, M. A.</creatorcontrib><creatorcontrib>Reichstein, T.</creatorcontrib><collection>CrossRef</collection><jtitle>Helvetica chimica acta</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Klásek, A.</au><au>Šantavý, F.</au><au>Duffield, M. A.</au><au>Reichstein, T.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Alkaloide aus Evonymus europaea L</atitle><jtitle>Helvetica chimica acta</jtitle><date>1971-11-01</date><risdate>1971</risdate><volume>54</volume><issue>7</issue><spage>2144</spage><epage>2158</epage><pages>2144-2158</pages><issn>0018-019X</issn><eissn>1522-2675</eissn><abstract>From the seeds of Evonymus europaea L. (Celastraceae) the three previously described alkaloids A, B and C were isolated and their empirical formulae determined by mass spectrometry. Alkaloid B, now named evozine, C32H39NO15 (14), alkaloid A, now named evorine, C34H41NO16 (15), and alkaloid C, shown to be identical with Parter's & Libiseller's evonine, C36H43NO17 (17), are respectively tri‐, tetra‐, and penta‐O‐acetyl derivatives of deacetylevonine (13), C26H33NO12. Vigorous alkaline hydrolysis of the latter yields the previously known evonic acid (3).
Deacetylevonine (13) is an ester of evonic acid (3) and a hypothetical polyhydroxy compound C15H24O10 (2), which is unstable on alkaline hydrolysis.
By partial saponification and partial acetylation, these three alkaloids can be converted into each other, at the same time giving rise to a fourth alkaloid D (16), C34H41NO16, which we name iso‐evorine. This had been obtained already by M. Osowiecki (unpublished).</abstract><cop>Weinheim</cop><pub>WILEY‐VCH Verlag GmbH</pub><doi>10.1002/hlca.19710540749</doi><tpages>15</tpages></addata></record> |
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title | Alkaloide aus Evonymus europaea L |
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