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With exception to <jats:italic>ent<\/jats:italic>\u2010kaurenoic acid diterpenes, the compounds isolated are being described for the first time in this species. Some unusual <jats:sup>1<\/jats:sup>H\u2010NMR chemical shifts of 18\u2010nor\u2010<jats:italic>ent<\/jats:italic>\u2010labdane (<jats:bold>7<\/jats:bold>\u2013<jats:bold>9<\/jats:bold>) led us carry out a conformational analysis by theoretical calculations in order to support the experimental data. Moreover, due to the limitation of studies focused on pharmacological potential of <jats:italic>Grazielia gaudichaudeana<\/jats:italic>, the present study was carried out to investigate the antioxidant, antiproliferative, antiviral, antileishmanial and antimicrobial activities from the extract, fractions and isolated compounds obtained from this species. Ethyl acetate fraction showed significant activity in the antiproliferative assay, with GI<jats:sub>50<\/jats:sub> range of 3.9 to 27.2\u2005\u03bcg\u2009mL<jats:sup>\u22121<\/jats:sup>. Dichloromethane fraction, rich in diterpenoids, inhibited all human tumor cell lines tested, and the nor\u2010labdane <jats:bold>7<\/jats:bold> showed potent cytotoxic activity against glioma and ovary cancer cell lines.<\/jats:p>","DOI":"10.1002\/cbdv.201800644","type":"journal-article","created":{"date-parts":[[2019,3,7]],"date-time":"2019-03-07T11:47:53Z","timestamp":1551959273000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":12,"title":["Structural Characterization and Biological Evaluation of 18\u2010Nor\u2010<i>ent<\/i>\u2010labdane Diterpenoids from <i>Grazielia gaudichaudeana<\/i>"],"prefix":"10.1002","volume":"16","author":[{"given":"Rodolfo B.","family":"Balbinot","sequence":"first","affiliation":[{"name":"Departamento de Qu\u00edmica Universidade Estadual de Maring\u00e1  Av. Colombo 5790 87020-900 Maring\u00e1, Paran\u00e1 Brazil"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Josiane A. 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