Compounds with the labdane skeleton from Halimium viscosum
ABSTRACT The study of the chemical components of the neutral part of the extract of Halimium viscosum, chemotype Valparaíso, has been completed. Twelve labdanes have been isolated, nine are new natural compounds (two of them are tetranor-derivatives). Their structures were determined by spectroscopic methods and by chemical transformations from the major components present in this extract.
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ABSTRACT: The reaction of a crotonate-derived chiral phosphonium salt with alpha,beta-unsaturated carbonyl compounds in the presence of Cs(2)CO(3) affords optically active cyclohexa-1,3-diene derivatives with up to 90% ee in good yields.Chemical Communications 07/2009; · 6.38 Impact Factor
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ABSTRACT: A bioactive-guided investigation of the hydro-ethanolic extract of aerial parts of Aristeguietia glutinosa Lam. resulted in the isolation of two diterpenoids, (+)-15-hydroxy-labd-7-en-17-al (1) and (+)-13,14,15,16-tetranor-labd-7-en-17,12-olide (2), as the anti-Trypanosoma cruzi active principles. The structures of 1 and 2 were determined by spectroscopic analysis. The hydro-ethanolic extract showed anti-T. cruzi activity (IC50 = 19.6 microg/mL) whereas the isolated compounds 1 and 2 were near to seven- and one and a half-fold (IC50 = 3.0 and 15.6 microg/mL), respectively more active than the original extract. Labdene 1, equipotent as the reference compound (Nifurtimox), displayed low hemolytic activity, low toxicity against murine macrophages, and absence of mutagenicity. These results support the vernacular medicinal use of this plant as an anti-T. cruzi agent.Natural product communications 09/2012; 7(9):1139-42. · 0.96 Impact Factor