Structure of a triterpene extracted from Austroplenckia populnea (Celastraceae), methyl 3-hydroxy-2-oxofriedelan-3-en-20α-oate

Cota, André Barros; Mascarenhas, Yvonne P.; Silva, G.D.F.; Souza, J. R. de

doi:10.1107/s0108270189009121

Cited by 3 publications

(1 citation statement)

References 4 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…We surmise that these two features are biogenetically interdependent. These highly oxygenated compounds also display a somewhat unusual oxidation pattern in ring A which has been seen in 3-hydroxyfriedel-3-en-2-one, isolated from the bark of Quercus suber and in 3-hydroxy-2-oxofriedel-3-en-29-oic acid . The remaining oxygen functions, such as the C18−C30 lactone and the acetates, benzoates, or tiglate groups at various positions, have been individually reported previously, but not in combination …”

Section: Possible Biogenetic Pathways To the Spirocaracolitone Ring S...supporting

confidence: 50%

Spirocaracolitones, CD-Spiro Triterpenoids from Ruptiliocarpon caracolito

et al. 1997

View full text Add to dashboard Cite

Six CD-spiro-triterpenoids have been isolated and identified from the methylene chloride soluble extracts of the bark of Ruptiliocarpon caracolito. The structures of these compounds, named spirocaracolitones A−F, were determined by a combination of X-ray and high field NMR studies. The spirocaracolitones represent the first examples of a class of triterpenes which have a spiro system connecting rings C and D; they also carry an unusual 12-α-methyl group. It is postulated that these compounds are derived biogenetically from a friedelin derivative. Initial biological screening revealed up to 80% decreases in the rate of growth of the larvae of the European corn borer when these compounds were administered at the rate of 50 ppm in the diet.

show abstract

Section: Possible Biogenetic Pathways To the Spirocaracolitone Ring S...supporting

confidence: 50%