By antimicrobial and cytotoxic-guided fractionation, a bioactive norquinone
-methide triterpene, 15 alpha-hydroxypristimerin, was isolated from a South
American medicinal plant, Maytenus scutioides. Its structure was determine
d on the basis of spectroscopic evidence. Successful chemical transformatio
n of pristimerin to netzahualcoyene indicates that the 15-hydroxy compounds
seems to be a possible precursor of 14(15)-ene-quinone-methide-triterpenoi
ds in the biogenetic pathway.