Chrysomelid Beetle Herbivores and Salix Phenolglycosides


Amy L. Seidl
Colorado State University
Fort Collins, Colorado 80523

Chemical Ecology Review Paper
EN 570
Spring 1994

Abstract

	Salix spp. are known to contain phenolglycosides as main secondary 
compounds (Palo 1984). Salicortin and salicin, the primary 
phenolglycosides, are found in the bark and leaves of Salix spp. 
respectively. Plants with high levels of these compounds tend to be 
eaten by specialized herbivores, including chrysomelid beetles in the 
genus Phratora and Chrysomela. Closely related chrysomelid beetles 
synthesize chemical defenses both autogenously and through the use of 
plant precursors. In Ph. vitellinae, salicin is the plant precursor used 
to synthesize the volatile irritant salicylaldehyde. Researchers have 
speculated that beetles have evolved the use of host plant precursors 
from de novo biosynthesis due to (1) a host plant shift from herbaceous 
plants to trees, and (2) the superior metabolic efficiency of using a 
plant precursor. Coevolution of chrysomelid beetles and Salix toxins has 
been aided by a unique exaptation: enzymes used in autogenous production 
of chemical defenses are the same as those used in the synthesis of 
chemical defenses with a plant precursor.   

Introduction
	Ehrlich and Raven (1965) defined the term coevolution as "the 
patterns of interaction in between two major groups of organisms with a 
close and evident ecological relationship, such as plants and 
herbivores." In their seminal paper, they identified five steps of 
coevolution between plants and herbivores. Briefly, they are (1) plants 
make secondary compounds through mutation and recombination, compounds 
which are not necessary for primary metabolism, (2) by chance, secondary 
compounds alter plant suitability for herbivores, (3) plants, freed from 
herbivory, adaptively radiate, (4) herbivores evolve mechanisms of 
resistance by mutation and recombination, and (5) herbivores exploit 
previously unsuitable resources and adaptively radiate (Ehrlich and 
Raven 1965). Berenbaum (1983) has elegantly shown this sequence of 
coevolution in her study of coumarins and caterpillars, where toxic and 
phototoxic coumarins in species of the plant family Apiaceae make them 
unpalatable to generalist herbivores. Only specialized herbivores, 
including Papilio polyxenes, are unaffected by the plants' toxicity 
(Berenbaum 1983).
	This paper reviews a similar system where coevolution has occurred 
between plant and herbivore. Interestingly however, the plant's toxic 
compound, salicin, enhances the survivorship of the specialist 
herbivore, via its chemical defense, a mechanism of resistance not due 
to mutation or recombination but by an exapted trait. In turn, the 
herbivores have a negative effect, through herbivory, on the plant and 
are defended from their predators as well (Smiley et al. 1985). 


Chemical Ecology of Willows
	Willows in the genus Salix (Salicaceae) contain phenolglycosides, 
phenolic compounds which are bitter tasting to herbivores (Palo 1984). 
Salicin and salicortin are the identified toxic compounds found in 
willow, birch and poplar species, all in the family Salicaceae. 
Salicortin is found in the bark of almost all species of Salix, and 
contains higher levels of phenolic concentration and glucoside diversity 
than salicin in leaves (Palo 1984). In Finnish Salix species, Julkunen-
Tiitto (1989) found the amount and composition of phenolgylcosides in 
each willow was moderately species-specific.  Additionally, the 
magnitude of concentration varied considerably in twigs and leaves, 
between 0.05% to 12.0%, as did glucoside levels in buds and flowers 
(Julkunen-Tiitto 1989). Salix spp. of Central and Northern Europe are 
known to have differing levels of phenolglycosides as well, from none as 
in S. alba to high levels as in S. nigricans (Rowell-Rahier 1984b). 
Salix not defended by phenolglycosides are often defended by 
proanthocyanidins or by morphological structures such as trichomes that 
deter herbivores (Rowell-Rahier 1984a, Pasteels et al. 1989). Glucoside 
content in willow parts has been reported to be dependent on the 
physiological activity of willow tissue, including diurnal, seasonal and 
intra-species fluctuations (Julkunen-Tiitto 1989). Altitudinal gradients 
may also affect glucoside content (Smiley et al. 1985).
	Because phenolglycosides are carbon-based secondary compounds 
(Price et al. 1989), willow plants are hypothesized to maintain a 
balance between nutrient and carbohydrate concentrations in the tissues 
of their leaves and twigs (Price et al. 1989). Bryant et al. (1983) 
proposed a carbon-nutrient balance hypothesis wherein plants, which are 
under nutrient stress, will continue to photosynthesize such that 
carbohydrates and carbon-based compounds like phenolgylcosides 
accumulate. Interestingly, in Salix lasiolepis male plants have a 
different carbon balance than female willow plants and have lower 
concentrations of phenolglycosides, especially salicortin and tremulacin 
(Price et al. 1989). Similar differences in male and female 
phenolglycoside levels were found in S. caprea, where females had two 
times the concentration of males (Palo 1984).  	  Differences in plant 
toxin between sexes represents differences in plant quality as well: 
female willows are better defended and therefore less palatable (Price 
et al. 1989). Female clones invest more resources into sexual 
reproduction and defense and less into vegetative growth whereas male 
clones invest more into growth, and thereby may be prone to greater 
herbivory (Price et al. 1989). This is most clearly seen in S. 
lasiolepis where shoot length is longer in males than females of the 
same species (Price et al. 1989). How these differences translate into 
sex-biased herbivory is largely correlative (Boecklen et al. 1990). 
However bud-galling sawflies Euura mucronata (Hymenoptera: 
Tentredinidae) oviposit preferentially on the more vigorously growing 
male clones of S. cinerea (Roimnen 1991), a fact which may be 
phenologically based with a secondary result being lower phenol levels 
(Roimnen 1991). Alternatively, females may be responding to the rapidly 
growing longer shoots, rather than to low phenolglycoside content, since 
vigorous growth often signals high sugar and photosynthate resources 
(Roimnen 1991).   
	Studies of the effects of salicortin and salicin on herbivores 
include (1) digestibility of phenols in apical parts of Salix twigs on 
ungulate browsers (Palo et al. 1992), (2) premature leaf abscission and 
subsequent loss of host plant resource for Phyllonorycter spp. 
(Lepidoptera) (Preszler et al. 1993), (3) sexually dimorpic leaf 
chemistry and phenology on sawfly oviposition sites (Boecklen et al. 
1990, Roimnen 1991), and (4) coevolution of chrysomelid beetles to 
salicin and salicortin and subsequent production of the defensive 
compound salicylaldehyde (Eggenberger and Rowell-Rahier 1993, Pasteels 
et al. 1983, Pasteels et al. 1989, Pasteels et al. 1990, Rowell-Rahier 
1984a, 1984b, 1984c, Tahvanainen et al. 1985). The remainder of this 
paper will focus on how some chrysomelid beetles have become specialists 
on Salix spp. and what adaptations and/or exaptations exist for them to 
detoxify phenolglycosides for proximate use in their own defense against 
predators.

Chemical Defense in Chrysomelid Beetles
	Chrysomelid beetles feed in large aggregations on patchy food 
plants in open habitats, and are likely prey to predators such as birds 
(Pasteels et al. 1989).  Chrysomelid (leaf) beetles are known for their 
aposematic coloration, they often have bright metallic markings which 
serve as intra- or interspecific signals to other individuals signaling 
their toxicity (Pasteels et al. 1989). Visual aposematism works as a 
rapid and powerful negative reinforcement and serves to protect the 
species as a whole. Like other aposematic species, chrysomelid beetles 
have evolved non-cryptic behaviors, for instance they feed on young 
nutritious leaves that are often on the exposed tops of plants, and 
their aggregation behavior makes them conspicuous. Specialization on 
plants which live in open habitats may have supported the adaptation of 
aposematism and defense by autogenously produced toxins (Pasteels et al. 
1989).
	The larvae of the chrysomelid beetles Chrysomela tremulae and 
Phratora vitellinae use salicin as the precursor for salicylaldehyde 
(Pasteels et al. 1983). Salicylaldehyde is a volatile irritant and is 
frequently used as a defensive secretion by arthropods, especially 
against parasitoids and small predators such as ants (Pasteels and 
Gregoire 1983). In Ph. vitellinae there is no autogenous source of 
salicylaldehyde. This was shown by feeding Ph. vitellinae a salicin-free 
diet and then examining its excretion, which did not contain 
salicylaldehyde (Pasteels et al. 1983).  When fed its host plant 
however, S. nigricans, salicylaldehyde was produced (Pasteels et al. 
1983).	 		 	The use of salicin as a biosynthetic 
precursor is advantageous to the larvae because (1) larvae do not need 
to make the initial compound, making the production of salicylaldehyde 
less metabolically expensive, (2) larvae are able to continue to feed on 
willow and sequester salicin, an ability which would otherwise not allow 
them to exploit a nutritional resource, (3) salicylaldehyde deters ants, 
the main predator of chrysomelid beetles, better than salicin (Pasteels 
et al. 1983), and (4) larvae are able to mobilize the glucose released 
through the hydrolysis of salicin (Soetens et al. 1993).
	The evolution of salicylaldehyde has evolved three times in 
chrysomelid beetles, in the genera Chrysomela and Phratora and in the 
species Plagiodera versicolora (Pasteels et al. 1983).  Shift in host 
plant affinities and the adaptation by chrysomelid beetles to Salix 
toxins, changed the physiological and morphological structure of 
defensive glands (Pasteels et al. 1983, Pasteels et al. 1989). The 
beetles became much more efficient in not only breaking down toxins but 
in restructuring defensive glands so that new and less costly compounds 
could be made, ones that were chemically based on the plant's toxin 
(Pasteels et al. 1989). 
	Although identical defensive allomones have been observed in 
unrelated species, convergence of chemical defenses in sympatric or 
allopatric species is unknown (Pasteels and Gregoire 1983).  In 
chrysomelid beetle larvae, distinctly different mixtures of chemical 
defenses are used (Pasteels and Gregoire 1983).  There are two 
hypotheses why closely related species may have different chemical 
defenses: (1) predators may differ (Pasteels and Gregoire 1983), and (2) 
a community of arthropods with a diverse chemical defense system is more 
likely to limit the ability of predators to overcome chemical defenses, 
i.e. a generalist predator could not detoxify a number of different 
chemical defenses simultaneously (Pasteels and Gregoire 1983). However, 
Mullerian mimicry of odors is frequent among aposematic beetles, 
including aposematic lycids, cerambycids and coccinellids (Rothschild 
1961). Similar defensive odors, but different main toxins, send a strong 
"community" signal to predators and more rapidly reinforces the 
ecological message of warning coloration and unpalatability (Pasteels 
and Gregoire 1983).
	
Phratora vitellinae (Coleoptera:Chrysomelidae): A Case Study	
	Phratora vitellinae, a leaf beetle, specializes on Salix spp. with 
high levels of salicin (S. nigricans, S. purpurea, S. repens) which it 
then converts into salicylaldehyde (Pasteels et al. 1983). Ph. 
vitellinae overwinter in sheltered spaces and emerge in the spring to 
colonize Salicaceous trees and to feed, mate, and reproduce on them 
(Rowell-Rahier 1984b). Ph. vitellinae has nine pairs of eversible glands 
through which they secrete an aqueous emulsion containing 
salicylaldehyde. The secretion accumulates in vacuoles that converge on 
a linear duct and ends in an opening onto the body surface (Pasteels et 
al. 1989) (Fig. 1). Openings exist all over the pronotum and the elytra 
(Pasteels et al. 1989). Defensive glands (whose parts include vacuoles, 
linear ducts, and openings) are hypothesized to be the derived state of 
the primitive dermal glands and are most abundant along the lateral 
portion of the body (Pasteels et al. 1989). 
	To derive salicylaldehyde from salicin two enzymes are needed (1) 
B-glucosidase and (2) oxidase (Soetens et al. 1993).  B-glucosidase 
hydrolyses the salicin into saligenin and glucose.  Glucose is later 
recovered by the beetle larvae.  Pasteels et al.(1983) suggested that 
the reabsorbed glucose may cover as much as 31.6% of the daily caloric 
requirement.  The second enzyme, oxidase, is used to transform saligenin 
into salicylaldehyde (Soetens et al. 1993). Interestingly, the walnut-
feeding chrysomelid Gastrolina depressa utilizes the same two classes of 
enzymes in its secretion of the toxin juglone (Matsuda and Sugawara 
1980).  
	Closely related species to Ph. vitellinae biosynthesize iridoid 
monoterpenes de novo, suggesting that the primitive condition for 
Phratora spp. is autogenous production of chemical defenses (Pasteels et 
al. 1990). The shift made by Ph.      vitellinae to derived chemical 
defenses is probably due to a shift in host plant, i.e. to Salix  spp. 
In their review of toxins in chrysomelid beetles, Pasteels et al. (1990) 
illustrate how the enzymes used for de novo synthesis are those that 
would permit the evolution and synthesis of plant-derived glucosides for 
defense.  This evolutionary sequence, wherein a previous adaptation is 
used secondarily for a present benefit is termed  "exaptation", sensu 
Gould and Vrba (1983). 
	Pasteels et al. (1990) explain that species which secrete iridoid 
monoterpenes do so because they are relatively stable and less toxic and 
are easy to transfer across membranes, i.e.  from internal glands and 
cells to the external openings which release the poison to the outside. 
Additionally, because so much glucose is recovered by the larvae after 
the transformation of saligenin to salicylaldehyde, and because glucose 
increases as the quantity of hydrolyzed salicin increases, sequestration 
and subsequent use of plant toxins has become adaptive.  Chemical 
defenses replaced autogenous synthesis because they are less costly and 
yield a net energetic advantage to the beetles (Pasteels et al. 1990).

Conclusion
	What is unique about the coevolution scenario of chrysomelid 
beetles and Salix spp. is that the adaptation of the beetles to the 
plant toxins is not due to the evolution of resistance mechanisms 
"through mutation and recombination" as Ehrlich and Raven (1965) 
proscribed. Instead, resistance is due to exaptations, the presence of 
key enzymes and defensive gland physiology both of which aid in 
detoxifing and sequestering  plant toxins. A similar scenario of 
exaptation and insect resistance to plant toxins was described by Brower 
et al. (1988) in their study of monarch sequestering of cardenolides. 
Therefore, although chrysomelid beetles use "preadaptive" traits to 
convert salicin to salicylaldehyde, thereby not evolving specific 
adaptive traits of resistance, their specialist nature has allowed them 
to adaptively radiate onto, and coevolve with, Salicaceous plants which 
other herbivores find unpalatable.     
	Finally, chrysomelid aposematism has been suggested as an  
exaptation as well (Pasteels et al. 1989). Aposematism in beetles is 
hypothesized to be as ancestral a trait as de novo biosynthesis, and the 
two are in fact coupled. Aposematic coloration reinforced beetle 
toxicity to predators in their primitive state since autogenously 
produced toxins make the beetles as unpalatable as using plant 
precursors (Pasteels et al. 1989).  Although intuitively this hypothesis 
appears reasonable there is no conclusive evidence for it. More 
taxonomic and ecological research is needed to ascertain if changes in 
coloration have occurred simultaneously with changes in the synthesis of 
chemical defenses.

 
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