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Type: Artigo
Title: Further drimane sesquiterpenes from Drimys brasiliensis stem barks with cytotoxic potential
Author: Fratoni, Eduarda
Claudino, Vanessa Duarte
Yunes, Rosendo Augusto
Franchi, Gilberto C., Jr.
Nowill, Alexandre E.
Cechinel Filho, Valdir
Delle Monache, Franco
Malheiros, Angela
Abstract: Drimys brasiliensis Miers (Winteraceae) is used in folk medicine for the treatment of cancer. Its anti-tumor activity has been demonstrated in vitro models using extracts and isolated compounds. This study investigates the cytotoxic effects of stem bark extracts of D. brasiliensis as well as isolated compounds that may be responsible for the activitys and evaluates them in leukemia cells. The stem bark extract were subjected to column chromatography, and the structures of compounds were elucidated based on spectroscopic methods by using NMR and infrared spectroscopy and GC/MS. The cytotoxicity of the isolated compounds was evaluated in chronic myeloid (K562) and acute B lymphoblastic (Nalm6) leukemia cells using tetrazolium assay (MTT). Two new compounds were isolated 1 beta-O-p-methoxy-E-cinnamoyl-5 alpha-keto-11 alpha-enol-albicanol (1a) and the isomer 1 beta-O-p-methoxy-E-cinnamoyl-5 alpha-keto-11 beta-enol-albicanol (1b) and 1 beta-O-p-methoxy-E-cinnamoyl-isodrimeninol (2). The known compounds polygonal acid (3a) and the isomer isopolygonal acid (3b), fuegin (4a) and the isomer epifuegin (4b), the mixture drimanial (5) and 1 beta-O-(p-methoxy-E-cinnamoyl)-6 alpha-hydroxypolygodial (6) were also isolated. The drimanes (1-4) and drimanial (5), 1 beta-(p-coumaroyloxy)-polygodial (7), 1 beta-(p-methoxycinnamoyl)-polygodial (8), and polygodial (9) isolated previously were assessed in tumor cells. The IC50 values were between 3.56 and 128.91 mu M. 1-beta-(p-cumaroiloxi)-polygodial showed the best result with IC50 8.18 and 3.56 mu M by K562 and Nalm6, respectively. The chloroform extract of the stem bark of D. brasiliensis is a great source of drimane sesquiterpenes. Our experimental data suggest that drimanes are responsible for cytotoxicity activity demonstrated by this species, especially those with the aldehyde group linked to carbons C-11 and C-12
Subject: Química vegetal
Country: Alemanha
Editor: Springer
Rights: Fechado
Identifier DOI: 10.1007/s00210-016-1241-7
Date Issue: 2016
Appears in Collections:Cipoi - Artigos e Outros Documentos

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