Gene clusters for insecticidal loline alkaloids in the grass-endophytic fungus Neotyphodium uncinatum.

Regulation of a Chemical Defense against Herbivory Produced by Symbiotic Fungi in Grass Plants

Neotyphodium uncinatum and Neotyphodium siegelii are fungal symbionts (endophytes) of meadow fescue (MF; Lolium pratense), which they protect from insects by producing loline alkaloids. High levels of lolines are produced following insect damage or mock herbivory (clipping). Although loline alkaloid levels were greatly elevated in regrowth after clipping, loline-alkaloid biosynthesis (LOL) gene...

Loline Alkaloid Gene Clusters of the Fungal Endophyte Neotyphodium Uncinatum

Biosynthetic precursors of fungal pyrrolizidines, the loline alkaloids.

Loline alkaloids are saturated pyrrolizidines with a substituted 1-amino group and an oxygen bridge between C2 and C7, and are insecticidal metabolites of plant-symbiotic fungi (endophytes). Cultures of the endophyte, Neotyphodium uncinatum, incorporated labeled L-proline and L-homoserine into the 1-aminopyrrolizidine, N-formylloline. The A-ring carbons C1-C3 and the N1 were derived from L-homo...

Enhanced resistance to four species of Clypeorrhynchan pests in Neotyphodium uncinatum infected Italian ryegrass.

Particular alkaloids produced by Neotyphodium endophytes show toxicity to invertebrates. Italian ryegrass (Lolium multiflorum Lamarck) cultivars and strains that are symbiotic with Neotyphodium endophytes have been recently established in Japan. N. uncinatum-infected Italian ryegrass lines accumulate N-formylloline, a type of loline alkaloid (1-aminopyrrolizidine) showing neurotoxicity to herbi...

Detection of lpsA Gene in Neotyphodium endophytic Fungi of Grasses in Iran

The lpsA gene, a late acting gene in the biosynthetic pathway of ergovaline, a suspected causative agent for fescue toxicosis in cattle, has been cloned from Neotyphodium lolii, an endophytic fungus of Lolium perenne. In this study, a similar gene was detected in several strains of endophytic Neotyphodium spp. isolated from grass hosts endogenous to Iran using direct and nested-PCR assays. Exce...