Infection of perennial ryegrass (Lolium perenne L.) with appropriate s
trains of the endophytic fungus Acremonium lolii Latch, Christensen et
Samuels results in the production of a number of fungal secondary met
abolites of which the insect antifeedant peramine and the lolitrem neu
rotoxins are the best characterised. Peramine, a novel pyrrolopyrazine
alkaloid, occurs in many endophyte/grass associations and is a highly
active feeding deterrent to the Argentine stem weevil (Listronotus bo
nariensis Kuschel). The lolitrems are complex indole terpenes associat
ed particularly with the endophyte A. lolii and are considered respons
ible for the ryegrass staggers toxicity syndrome shown by livestock gr
azing endophyte-infected pastures. Lolitrem B is tremorgenic to mice a
nd toxic to Argentine stem weevil. Paxilline, a weak tremorgen and pre
sumed biosynthetic precursor of the lolitrems, is also produced by A.
lolii. The chemistry and biological activity of peramine, lolitrem and
paxilline is reviewed.