{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,26]],"date-time":"2025-10-26T09:35:19Z","timestamp":1761471319025,"version":"build-2065373602"},"reference-count":48,"publisher":"Wiley","issue":"21","license":[{"start":{"date-parts":[[2023,9,7]],"date-time":"2023-09-07T00:00:00Z","timestamp":1694044800000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"funder":[{"DOI":"10.13039\/501100002322","name":"Coordena\u00e7\u00e3o de Aperfei\u00e7oamento de Pessoal de N\u00edvel Superior","doi-asserted-by":"publisher","award":["001"],"award-info":[{"award-number":["001"]}],"id":[{"id":"10.13039\/501100002322","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100003593","name":"Conselho Nacional de Desenvolvimento Cient\u00edfico e Tecnol\u00f3gico","doi-asserted-by":"publisher","award":["465536\/2014\u20100"],"award-info":[{"award-number":["465536\/2014\u20100"]}],"id":[{"id":"10.13039\/501100003593","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["analyticalsciencejournals.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Rapid Comm Mass Spectrometry"],"published-print":{"date-parts":[[2023,11,15]]},"abstract":"<jats:sec>\n                    <jats:title>Rationale<\/jats:title>\n                    <jats:p>Tropane alkaloids represent an important class of secondary metabolites, but many of these compounds are already described in the scientific literature, so the use of guided identification and isolation strategies, such as dereplication, represent a fast and safe alternative.<\/jats:p>\n                  <\/jats:sec>\n                  <jats:sec>\n                    <jats:title>Methods<\/jats:title>\n                    <jats:p>\n                      For the annotation of the tropane alkaloids the chloroform phases of the four\n                      <jats:italic>Erythroxylum<\/jats:italic>\n                      species were analyzed by high\u2010performance liquid chromatography coupled to mass spectrometry with positive\u2010mode electrospray ionization, then the ions of their protonated molecules, molecular formulas and fragmentation patterns were observed and a comparison of the obtained data with those present in the scientific literature was performed. The compounds not fully annotated were isolated and characterized by\n                      <jats:sup>1<\/jats:sup>\n                      H and\n                      <jats:sup>13<\/jats:sup>\n                      C nuclear magnetic resonance spectroscopy.\n                    <\/jats:p>\n                  <\/jats:sec>\n                  <jats:sec>\n                    <jats:title>Results<\/jats:title>\n                    <jats:p>\n                      The annotation of 29 tropane alkaloids was performed, some being described for the first time in the family Erythroxylaceae. The chemical profiles of these secondary metabolites in the four\n                      <jats:italic>Erythroxylum<\/jats:italic>\n                      species analyzed were traced and compared. Isolation of three compounds whose mass spectral data were not sufficient for their full annotation was performed. They were 6\u2010(benzoyloxy)\u20103\u2010(3,5\u2010dimethoxy\u20104\u2010hydroxybenzoyloxy)tropane, 6\u2010(benzoyloxy)\u20103\u2010(3,4,5\u2010trimethoxybenzoyloxy)tropane and 6\u2010(benzoyloxy)\u20103\u2010(3,4,5\u2010trimethoxycinamoyloxy)tropane, first reported in the species\n                      <jats:italic>Erythroxylum revolutum<\/jats:italic>\n                      Mart.\n                    <\/jats:p>\n                  <\/jats:sec>\n                  <jats:sec>\n                    <jats:title>Conclusions<\/jats:title>\n                    <jats:p>\n                      This work contributes to the phytochemical knowledge of the genus\n                      <jats:italic>Erythroxylum<\/jats:italic>\n                      , and demonstrates the efficiency and importance of using guided isolation methodologies of secondary metabolites in natural products research. Since safe results were presented in the annotation of the compounds evidenced, employing small quantities of organic solvents, when compared to classical methodologies, besides promoting an optimization in the research time.\n                    <\/jats:p>\n                  <\/jats:sec>","DOI":"10.1002\/rcm.9629","type":"journal-article","created":{"date-parts":[[2023,9,7]],"date-time":"2023-09-07T06:27:46Z","timestamp":1694068066000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Dereplication of tropane alkaloids from four\n                    <i>Erythroxylum<\/i>\n                    species using liquid chromatography coupled with ESI\u2010MS\n                    <sup>n<\/sup>\n                    and HRESIMS"],"prefix":"10.1002","volume":"37","author":[{"given":"C\u00e9sar Augusto","family":"Gon\u00e7alves Dantas","sequence":"first","affiliation":[{"name":"Programa de P\u00f3s\u2010Gradua\u00e7\u00e3o em Produtos Naturais e Sint\u00e9ticos Bioativos Universidade Federal da Para\u00edba  Jo\u00e3o Pessoa Brazil"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Lucas Silva","family":"Abreu","sequence":"additional","affiliation":[{"name":"Departamento de Qu\u00edmica Org\u00e2nica Instituto de Qu\u00edmica, Campus do Valonguinho, Universidade Federal Fluminense  Niter\u00f3i Brazil"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Vinicius Ferreira","family":"Viana","sequence":"additional","affiliation":[{"name":"Programa de P\u00f3s\u2010Gradua\u00e7\u00e3o em Produtos Naturais e Sint\u00e9ticos Bioativos Universidade Federal da Para\u00edba  Jo\u00e3o Pessoa Brazil"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Carlos Arthur","family":"Gouveia Veloso","sequence":"additional","affiliation":[{"name":"Programa de P\u00f3s\u2010Gradua\u00e7\u00e3o em Produtos Naturais e Sint\u00e9ticos Bioativos Universidade Federal da Para\u00edba  Jo\u00e3o Pessoa Brazil"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Maria de F\u00e1tima","family":"Agra","sequence":"additional","affiliation":[{"name":"Programa de P\u00f3s\u2010Gradua\u00e7\u00e3o em Produtos Naturais e Sint\u00e9ticos Bioativos Universidade Federal da Para\u00edba  Jo\u00e3o Pessoa Brazil"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Marcelo Sobral","family":"da Silva","sequence":"additional","affiliation":[{"name":"Programa de P\u00f3s\u2010Gradua\u00e7\u00e3o em Produtos Naturais e Sint\u00e9ticos Bioativos Universidade Federal da Para\u00edba  Jo\u00e3o Pessoa Brazil"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-0293-2605","authenticated-orcid":false,"given":"Josean Fechine","family":"Tavares","sequence":"additional","affiliation":[{"name":"Programa de P\u00f3s\u2010Gradua\u00e7\u00e3o em Produtos Naturais e Sint\u00e9ticos Bioativos Universidade Federal da Para\u00edba  Jo\u00e3o 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