{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,13]],"date-time":"2026-10-13T22:07:13Z","timestamp":1791929233347,"version":"4.3.4"},"reference-count":24,"publisher":"Wiley","issue":"8","license":[{"start":{"date-parts":[[2012,8,8]],"date-time":"2012-08-08T00:00:00Z","timestamp":1344384000000},"content-version":"vor","delay-in-days":7,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["J. Mass. Spectrom."],"published-print":{"date-parts":[[2012,8]]},"abstract":"<jats:p>Galanthamine\u2010type alkaloids produced by plants of the Amaryllidaceae family are potent acetylcholinesterase inhibitors. One of them, galanthamine, has been marketed as a hydrobromide salt for the treatment of Alzheimer's disease. In the present work, gas chromatography with electron impact mass spectrometry (GC\u2010EIMS) fragmentation of 12 reference compounds isolated from various amaryllidaceous plants and identified by spectroscopic methods (1D and 2D nuclear magnetic resonance, circular dichroism, high\u2010resolution MS (HRMS) and EIMS) was studied by tandem mass spectrometry (GC\u2010MS\/MS) and accurate mass measurements (GC\u2010HRMS). The studied compounds showed good peak shape and efficient GC separation with a GC\u2010MS fragmentation pattern similar to that obtained by direct insertion probe. With the exception of galanthamine\u2010<jats:italic>N<\/jats:italic>\u2010oxide and <jats:italic>N<\/jats:italic>\u2010formylnorgalanthamine, the galanthamine\u2010type compounds showed abundant [M]<jats:sup>+.<\/jats:sup> and [M\u2010H]<jats:sup>+<\/jats:sup> ions. A typical fragmentation pattern was also observed, depending on the substituents of the skeleton. Based on the fragmentation pathways of reference compounds, three other galanthamine\u2010type alkaloids, including 3\u2010<jats:italic>O<\/jats:italic>\u2010(2\u2032\u2010butenoyl)sanguinine, which possesses a previously unelucidated structure, were identified in <jats:italic>Leucojum aestivum<\/jats:italic> ssp. <jats:italic>pulchelum<\/jats:italic>, a species endemic to the Balearic islands. GC\u2010MS can be successfully applied to Amaryllidaceae plant samples in the routine screening for potentially new or known bioactive molecules, chemotaxonomy, biodiversity and identification of impurities in pharmaceutical substances. Copyright \u00a9 2012 John Wiley &amp; Sons, Ltd.<\/jats:p>","DOI":"10.1002\/jms.3059","type":"journal-article","created":{"date-parts":[[2012,8,16]],"date-time":"2012-08-16T21:11:03Z","timestamp":1345151463000},"page":"1065-1073","source":"Crossref","is-referenced-by-count":36,"title":["GC\u2010MS of amaryllidaceous galanthamine\u2010type alkaloids"],"prefix":"10.1002","volume":"47","author":[{"given":"Strahil","family":"Berkov","sequence":"first","affiliation":[{"name":"Departament de Productes Naturals, Biologia Vegetal i Edafologia, Facultat de Farm\u00e0cia Universitat de Barcelona  Av. Joan XXIII s\/n 08028 Barcelona Spain"},{"name":"AgroBioInstitute  8 Dragan Tzankov Blvd. 1164 Sofia Bulgaria"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Francesc","family":"Viladomat","sequence":"additional","affiliation":[{"name":"Departament de Productes Naturals, Biologia Vegetal i Edafologia, Facultat de Farm\u00e0cia Universitat de Barcelona  Av. 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