The leaf aqueous extracts of cultivar sunflower (Helianthus annuus L.)
var. SH-222(R) afforded, from the medium polar fractions, five new gu
aianolides, the annuolides A-E which have been tested as allelochemica
ls. Their structures and stereochemistry were elucidated by spectrosco
pic analysis. A series of aqueous solutions at 10(-4)-10(-9) M of annu
olides A-E were tested for their effects on the germination and growth
of the dicotyledon Lactuca sativa and the monocotyledon Hordeum vulga
re species. All five guaianolides posses potential allelopathic activi
ty, in particular over dicotyledon species, and are likely to be signi
ficantly involved in the allelopathic action of cultivar sunflowers.