{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,5,13]],"date-time":"2026-05-13T09:06:44Z","timestamp":1778663204072,"version":"3.51.4"},"reference-count":24,"publisher":"Wiley","issue":"5","license":[{"start":{"date-parts":[[2015,6,24]],"date-time":"2015-06-24T00:00:00Z","timestamp":1435104000000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":["analyticalsciencejournals.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Phytochemical Analysis"],"published-print":{"date-parts":[[2015,9]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:sec><jats:title>Introduction<\/jats:title><jats:p>The Annonaceae family is known as a promising abundant source of secondary metabolites, especially annonaceous acetogenins, terpenoids and isoquinoline\u2010derived alkaloids. Although widely investigated from the phytochemical viewpoint, this family still presents some largely unexplored genera, e.g. the <jats:italic>Bocageopsis<\/jats:italic>.<\/jats:p><\/jats:sec><jats:sec><jats:title>Objective<\/jats:title><jats:p>To investigate the alkaloid content of <jats:italic>Bocageopsis pleiosperma<\/jats:italic> Maas using direct infusion electrospray ionisation ion trap tandem mass spectrometry (ESI\u2010IT\u2010MS<jats:italic><jats:sup>n<\/jats:sup><\/jats:italic>) analysis.<\/jats:p><\/jats:sec><jats:sec><jats:title>Methodology<\/jats:title><jats:p>Dichloromethane extracts of aerial parts were subjected to acid\u2013base partitioning to yield the alkaloidal fractions. These fractions were analysed by direct infusion into a (+)ESI\u2010IT\u2010MS<jats:italic><jats:sup>n<\/jats:sup><\/jats:italic> system. The alkaloidal fraction from the leaves was also obtained on a large scale and subjected to chromatographic separation.<\/jats:p><\/jats:sec><jats:sec><jats:title>Results<\/jats:title><jats:p>The tentative MS<jats:italic><jats:sup>n<\/jats:sup><\/jats:italic>\u2010based identification of alkaloids in leaves, twigs and trunk bark showed that aporphine alkaloids were restricted to the leaves and twigs, tetrahydroprotoberberine alkaloids were only found in the twigs and trunk bark while benzylisoquinoline alkaloids were found in the leaves, twigs and trunk bark. Chromatographic separation of the leaf alkaloidal fraction yielded the aporphine alkaloids nornuciferine, asimilobine and isoboldine, the \u03b2\u2010carboline alkaloid tetrahydroharman and some mixtures containing benzylisoquinoline and aporphine alkaloids, all described for the first time in the <jats:italic>Bocageopsis<\/jats:italic> genus. Furthermore, tetrahydroharman has not previously been reported in the Magnoliales order.<\/jats:p><\/jats:sec><jats:sec><jats:title>Conclusion<\/jats:title><jats:p>Direct infusion ESI\u2010IT\u2010MS<jats:italic><jats:sup>n<\/jats:sup><\/jats:italic> analysis of alkaloids allowed fast recognition of alkaloidal classes previously reported in the Annonaceae family, aiding the chromatographic step and allowing a selective isolation of compounds previously not identified in the <jats:italic>Bocageopsis<\/jats:italic> genus. Copyright \u00a9 2015 John Wiley &amp; Sons, Ltd.<\/jats:p><\/jats:sec>","DOI":"10.1002\/pca.2568","type":"journal-article","created":{"date-parts":[[2015,6,24]],"date-time":"2015-06-24T08:43:45Z","timestamp":1435135425000},"page":"339-345","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":26,"title":["Direct infusion ESI\u2010IT\u2010MS<i><sup>n<\/sup><\/i> alkaloid profile and isolation of tetrahydroharman and other alkaloids from <i>Bocageopsis pleiosperma<\/i> maas (Annonaceae)"],"prefix":"10.1002","volume":"26","author":[{"given":"Elzalina R.","family":"Soares","sequence":"first","affiliation":[{"name":"Department of Chemistry Federal University of Amazonas  69077\u2010000 Manaus AM Brazil"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Felipe M. A.","family":"da Silva","sequence":"additional","affiliation":[{"name":"Department of Chemistry Federal University of Amazonas  69077\u2010000 Manaus AM Brazil"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Richardson A.","family":"de Almeida","sequence":"additional","affiliation":[{"name":"Department of Chemistry Federal University of Amazonas  69077\u2010000 Manaus AM Brazil"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Bruna R.","family":"de Lima","sequence":"additional","affiliation":[{"name":"Department of Chemistry Federal University of Amazonas  69077\u2010000 Manaus AM Brazil"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Francinaldo A.","family":"da Silva Filho","sequence":"additional","affiliation":[{"name":"Department of Chemistry Federal University of Amazonas  69077\u2010000 Manaus AM Brazil"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Andersson","family":"Barison","sequence":"additional","affiliation":[{"name":"NMR Center Federal University of Paran\u00e1  81531\u2010990 Curitiba PR Brazil"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Hector H. F.","family":"Koolen","sequence":"additional","affiliation":[{"name":"Department of Chemistry Federal University of Amazonas  69077\u2010000 Manaus AM Brazil"},{"name":"Institute of Chemistry University of Campinas  13083\u2010970 Campinas SP Brazil"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Maria L\u00facia B.","family":"Pinheiro","sequence":"additional","affiliation":[{"name":"Department of Chemistry Federal University of Amazonas  69077\u2010000 Manaus AM Brazil"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Afonso D. 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