Three new labdanes isolated from Eragrostis viscosa

Three new labdanes with 8α,15-epoxy ring [methyl 8α,15-epoxylabdan-16β-oate, 8α,15-epoxylabdan-16β-ol and 8α,15-epoxy-16-norlabdan-13β-ol] and five known compounds [8α,15-epoxy-16-norlabdan-13-one, 8α,15-epoxylabdan-16β-oic acid, 3β-(3'',4''-dihydroxy)(E)-cinnamoyloxylup-20(29)-e...

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Veröffentlicht in:Journal of the Brazilian Chemical Society 2012-10, Vol.23 (10), p.1940-1950
Hauptverfasser: Sebastião, N'Soki N., Fernandes, Nelson, Vieira, Liliana, Mendonça, António J. G., Gaspar, Jorge F., Martins, Celia, Rueff, José, Diakanamwa, Carlos, Mendonça, Dina I. M. D. de
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Sprache:eng
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Zusammenfassung:Three new labdanes with 8α,15-epoxy ring [methyl 8α,15-epoxylabdan-16β-oate, 8α,15-epoxylabdan-16β-ol and 8α,15-epoxy-16-norlabdan-13β-ol] and five known compounds [8α,15-epoxy-16-norlabdan-13-one, 8α,15-epoxylabdan-16β-oic acid, 3β-(3'',4''-dihydroxy)(E)-cinnamoyloxylup-20(29)-ene, 3-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyloxy)β-sitosterol and 16-acetoxy-8α,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 8α,15-epoxylabdan-16β-ol. It was also studied the genotoxicity of E. viscosa, particularly compounds 16-acetoxy-8α, 15-epoxylabdane, 8α,15-epoxy-16-norlabdan-13-one and 8α, 15-epoxilabdan-16β-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 8α,15-epoxy-16β-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.
ISSN:0103-5053
1678-4790
DOI:10.1590/S0103-50532012005000067