TY - JOUR
T1 - Three New Labdanes Isolated from Eragrostis viscosa
AU - Gaspar, Jorge F.
AU - Martins, Célia
AU - Rueff, José
N1 - info:eu-repo/grantAgreement/FCT/POCI/39380/PT#
This work was partially funded by the projects POCTI/QUI/39380/2001 and FCOMP-01-0124-FEDER-007430 (under COMPETE with FEDER funding) of the Fundacao para a Ciencia e Tecnologia (FCT) and the Textile and Paper Materials Center. One of the authors (N'S. N. Sebastiao) gratefully acknowledges a GRICES PhD scholarship and INABE (Angola) for financial support.
PY - 2012/10
Y1 - 2012/10
N2 - Three new labdanes with 8 alpha,15-epoxy ring {[}methyl 8 alpha,15-epoxylabdan-16 beta-oate, 8 alpha,15-epoxylabdan-16 beta-ol and 8 alpha,15-epoxy-16-norlabdan-13 beta-ol] and five known compounds {[}8 alpha,15-epoxy-16-norlabdan-13-one, 8 alpha,15-epoxylabdan-16 beta-oic acid, 3 beta-(3 `',4 `'-dihydroxy)-(E)-cinnamoyloxylup-20(29)-ene, 3-(2',3' 4',6'-tetra-O-acetyl-beta-D-glucopyranosyloxy)-beta-sitosterol and 16-acetoxy-8 alpha,15-epoxylabdane] were isolated from toluene and dichloromethane extracts of aerial parts of Eragrostis viscosa. The structures of all the compounds were established based on their spectroscopic data and X-ray diffraction analysis of 8 alpha,15-epoxylabdan-16 beta-ol. It was also studied the genotoxicity of E. viscosa, particularly compounds 16-acetoxy-8 alpha,15-epoxylabdane, 8 alpha,15-epoxy-16-norlabdan-13-one and 8 alpha,15-epoxilabdan-16 beta-ol, using a cytokinesis-block micronucleus assay and the Ames test to assess mutagenicity. Both assays were negative. Cytotoxicity was also analyzed using an MTT assay, and 8 alpha,15-epoxy-16 beta-ol was shown to be the most cytotoxic of the compounds tested. E. viscosa extracts were also tested to determine their antioxidant capacities, peroxide values and total phenolic contents.}}
AB - Three new labdanes with 8 alpha,15-epoxy ring {[}methyl 8 alpha,15-epoxylabdan-16 beta-oate, 8 alpha,15-epoxylabdan-16 beta-ol and 8 alpha,15-epoxy-16-norlabdan-13 beta-ol] and five known compounds {[}8 alpha,15-epoxy-16-norlabdan-13-one, 8 alpha,15-epoxylabdan-16 beta-oic acid, 3 beta-(3 `',4 `'-dihydroxy)-(E)-cinnamoyloxylup-20(29)-ene, 3-(2',3' 4',6'-tetra-O-acetyl-beta-D-glucopyranosyloxy)-beta-sitosterol and 16-acetoxy-8 alpha,15-epoxylabdane] were isolated from toluene and dichloromethane extracts of aerial parts of Eragrostis viscosa. The structures of all the compounds were established based on their spectroscopic data and X-ray diffraction analysis of 8 alpha,15-epoxylabdan-16 beta-ol. It was also studied the genotoxicity of E. viscosa, particularly compounds 16-acetoxy-8 alpha,15-epoxylabdane, 8 alpha,15-epoxy-16-norlabdan-13-one and 8 alpha,15-epoxilabdan-16 beta-ol, using a cytokinesis-block micronucleus assay and the Ames test to assess mutagenicity. Both assays were negative. Cytotoxicity was also analyzed using an MTT assay, and 8 alpha,15-epoxy-16 beta-ol was shown to be the most cytotoxic of the compounds tested. E. viscosa extracts were also tested to determine their antioxidant capacities, peroxide values and total phenolic contents.}}
KW - genotoxicity
KW - Eragrostis viscosa
KW - mutagenic activity
KW - HUMAN-LYMPHOCYTES
KW - NUTRITIVE-VALUE
KW - cytotoxic activity
KW - CURVULA
KW - 8 alpha,15-epoxylabdanes
KW - MICRONUCLEUS ASSAY
KW - ANTIOXIDANT
U2 - 10.1590/S0103-50532012005000067
DO - 10.1590/S0103-50532012005000067
M3 - Article
SN - 0103-5053
VL - 23
SP - 1940
EP - 1950
JO - Journal Of The Brazilian Chemical Society
JF - Journal Of The Brazilian Chemical Society
IS - 10
ER -