trichothecenes possess a basic tetracyclic
sesquiterpene structure with a six-
membered oxygen-containing ring and an
epoxide group. The synthesis of the two
types of mycotoxins is characteristic for
a particular Fusarium species. However,
a common feature of the secondary
metabolism of these fungi is their ability to
synthesize ZEN, a phenolic resorcyclic
lactone which occurs as a co-contaminant
with certain trichothecenes. The
fumonisins are synthesized by another
distinct group of Fusarium species. These
mycotoxins are long-chain polyhydroxyl
alkylamines containing two propane
tricarballylic acid moieties attached to two
adjacent carbon atoms. Three members of
this group (fumonisin B 1 , B 2 and B 3 ) may
occur together in maize.
Endophyte alkaloids
The endophytic fungus Acremonium
coenophialum occurs in close association
with perennial tall fescue, while another
related fungus, A. lolii, may be present in
perennial ryegrass (Porter, 1997). The fungi
provide the grass with defensive secondary
compounds while the plant serves as a
source of essential nutrients for the fungus.
These secondary metabolites are also
toxigenic towards animals. Ergopeptine
alkaloids, mainly ergovaline, occur in A.
coenophialum-infected tall fescue, while
the indole isoprenoid lolitrem alkaloids,
particularly lolitrem B, are found in A. lolii-
infected perennial ryegrass.
Phomopsins
In Australia, lupin stubble is valued as
fodder for sheep, but infection with the
fungus Phomopsis leptostromiformis is a
major limiting factor due to toxicity arising
from the production of phomopsins by the
fungus. Mature or senescing parts of the
plant, including stems, pods and seeds, are
particularly prone to infection. Of these
mycotoxins, phomopsin A is considered to
be the primary toxic agent. Phomopsin A is
a hexapeptide with the sequence Phe-Val-
Ile-Pro-Ile-Asp, modified by oxidation,
chlorination and methylation.
Sporidesmin
Pithomyces chartarum is an ubiquitous
saprophyte of pastures with the capacity to
synthesize sporidesmin A which represents
an important group of diketopiperazine
derivatives arising from the formation of a
cyclic anhydride between two amino acids.
A sulphur-containing ring imparts biological
activity to the molecule (Flaoyen and
Froslie, 1997).
Metabolism
Many ANFs and mycotoxins are meta-
bolized in the digestive system and in the
tissues of animals, resulting in detoxification
or in promotion of adverse effects. A
number of instances have been selected here
to illustrate the diversity of metabolism and
consequences for farm animal productivity.
Amino acids
The toxicity of SMCO in cattle and sheep
arises after its fermentation by rumen
bacteria to dimethyl disulphide oxide which
is then reduced to dimethyl disulphide. It is
the latter metabolite which precipitates the
typical symptoms of haemolytic or kale
anaemia in ruminants (D’Mello, 1994). On
the other hand, metabolism of mimosine
by ruminants depends upon geographical
differences in rumen microbial ecology.
During this metabolism, 3-hydroxy-4(1H)-
pyridone (3,4-DHP) is synthesized; this itself
is endowed with deleterious properties, but
in addition another isomer, 2,3-DHP may be
produced in the rumen. Some rumen bac-
teria are capable of detoxifying both forms of
DHP to as yet unidentified compounds
(D’Mello, 1991a). Despite these reactions,
considerable quantities of mimosine and
3,4-DHP may escape metabolism to appear
in the faeces. Furthermore, conjugated forms
388 J.P.F. D’Mello