Glucosinolates
Glucosinolates are thioglucosides which
are of particular significance in brassica
vegetables and forage crops. Over 100
different glucosinolates have been identified
and characterized (Duncan, 1991). They all
share a common structure, being composed
of a thioglucose group attached to an R-
group. A wide range of R-groups has been
identified. Removal of glucose from the
glucosinolates by plant or microbial
thioglucosidase (myrosinase) results in the
release of a diverse array of aglycone moi-
eties. The aglycone residues undergo fur-
ther degradation to yield a number of toxic
metabolites. The most common breakdown
products are isothiocyanates and nitriles
but, depending upon conditions such as
pH, temperature and metallic ion concen-
trations, a number of other metabolites may
also be produced.
Amino acids
In addition to the glucosinolates, forage
and root brassica crops contain a non-
protein amino acid in the form of S-
methylcysteine sulphoxide (SMCO). Its
structural resemblance with the indispens-
able amino acid, methionine, has been
alluded to by D’Mello (1991a). The aromatic
non-protein amino acid, mimosine, occurs
in the foliage and seeds of the tropical
legume ipil ipil or koa haole, commonly
referred to as Leucaena leucocephala.
Mimosine is widely regarded as an
analogue of the physiologically important
amino acid, tyrosine, and its neuro-
transmitter derivatives, dopamine and
norepinephrine, found in the brain
(D’Mello, 1994).
Phyto-oestrogens
The phyto-oestrogens are a diverse group
of isoflavonoid compounds found pri-
marily in legumes (Whitten et al., 1997).
Isoflavonoids have been classified into
seven groups based on structural features
including: isoflavone, isoflavan, isoflava-
none, coumestan, pterocarpan, rotenoid
and coumaronochromone (Whitten et al.,
1997). It is well recognized that soybeans
contain relatively high concentrations of
the glycosides of the isoflavones, daidzein,
genistein and glycitein. In subterranean
clover (Trifolium subterraneum) and in red
clover (T. pratense), an important isoflavone
is formononetin (Adams, 1995).
Other plant secondary compounds
A diverse array of other plant secondary
metabolites have been associated with
specific toxic effects in farm animals.
These include steroidal saponins which
occur as glycosides in certain pasture
plants (e.g. Brachiaria decumbens and
Panicum spp.), vasoactive lipids of western
yellow pine (Pinus ponderosa), gossypol
pigments of the cotton plant (Gossypium
spp.) and HCN present as glycosides in a
wide range of plants such as linseed
(Linum usitatissimum), cassava (Manihot
esculenta) and sorghum (Sorghum spp.).
Mycotoxins
The major toxigenic species of fungi and
their respective toxic metabolites are
presented in Table 18.2. These metabolites
are known as mycotoxins, while the
deleterious effects they precipitate are
referred to as mycotoxicosis. The synthesis
of a particular mycotoxin generally is
restricted to a relatively small number of
fungal species and may be species- or even
strain-specific. A significant feature now
emerging is the co-production of two or
more mycotoxins by the same species of
fungus which offers a different perspective
to the interpretation of well-known cases of
mycotoxicoses.
Aflatoxins
Over the past 30 years or so, attention has
focused predominantly on the aflatoxins
386 J.P.F. D’Mello