Pentacyclic triterpenes with selective bioactivity from Sebastiania adenophora leaves, Euphorbiaceae.

Six known pentacyclic triterpenes possessing oleanane, lupane, or taraxerane-type skeletons were isolated from the leaves of Sebastiania adenophora (Euphorbiaceae) and are reported for the first time in this species. These compounds include 3-epi-beta-amyrin, beta-amyrinone, 3-epi-lupeol, lupenone, taraxerol, and taraxerone. Structures were elucidated by comparison with literature data. The bioactivities of these compounds were tested on the root growth of Amaranthus hypochondriacus, amaranth (Amaranthaceae), Lycopersicon esculentum, tomato (Solanaceae), and Echinochloa crus-galli, barnyard grass (Poaceae). All six triterpenes were selectively bioactive. An important stimulatory effect was observed on amaranth root growth (23% to 56%) for almost all tested triterpenes (250 microg/ml). These triterpenes significantly inhibited the root growth of barnyard grass (28% to 78%) and tomato (23% to 49%). Aqueous leachate and organic extracts of S. adenophora leaves significantly inhibited the root growth of all test species. The possible ecological role of the allelochemicals isolated is discussed.