Isolation, identification, and biological activity of isopersin, a new compound from avocado idioblast oil cells

A new compound, (12Z,15Z)-1-hydroxy-4-oxo-heneicosa-12,15-dien-2-yl acetate, isopersin (2), has been isolated from avocado idioblast oil cells. In artificial diet bioassays, 2 showed no effects on either larval survivorship or growth of early-instar beet armyworm Spodoptera exigua. In contrast, the isomeric persin (1), (12Z, 15Z)-1-acetoxy-2-hydroxy-4-oxo-heneicosa-12,15-diene, reduces larval growth at equivalent concentrations (500 &mgr;g g-1). Compound 2 is not very stable and isomerizes readily to 1. Both compounds are acid-labile, rearranging rapidly to alkylfuran 3 in the presence of traces of acid.