J. 2000. Phenols in reproductive and somatic structures of lichens: a case of optimal defence? -Oikos 91: 371-375.Optimal defence theory (ODT) attempts to explain variation in plant secondary compounds between different species, different growth conditions and different parts of individual plants. The theory is widely applied to vascular plants and more recently also to seaweeds. Surprisingly, ODT has gained little attention as potential explanation on the distribution of lichen secondary metabolites. In the present study, we analysed intrathalline variation in total phenol content and phenol spectra between reproductive and somatic structures of three foliose lichens, Xanthoria parietina, Vulpicida pinastri and Hypogymnia physodes. The results showed that the concentration of phenolic compounds is higher in sorediate than in non-sorediate lobe ends of V. pinastri and H. physodes as well as in apothecia of X. parietina compared to other parts of the thallus. These results were in accordance with ODT predicting higher allocation of phenols in structures that are most important for the fitness of an individual genet or ramet. This pattern was parallel in all species regardless whether the compounds originate from either acetate-mevalonate or shikimic acid pathways. Moreover, both sexual (X. parietina apothecia) and asexual (soralia of V. pinastri and H. physodes) reproductive structures were higher in phenols compared to somatic tissue.

We analysed concentrations of phenols and key macro‐nutrients in a dominant mat‐forming lichen, Cladina stellaris, in dry heath forests subjected to heavy reindeer grazing in Finnish Lapland. Lichen samples were collected in the beginning of two growth seasons from six to eight sites with old reindeer exclosures that served as control plots within sites. The concentration of perlatolic acid in lichen apices (top 10 mm) was higher in grazed plots than in control ones, whereas usnic acid did not seem to respond unequivocally to grazing. Moreover, there was a strong negative relationship between nitrogen and phenolic content of Cladina stellaris in intact plots but this relationship was absent in grazed ones. Changes in nitrogen and phosphorus contents caused by reindeer grazing were not correlated with changes in the level of phenolics in lichen thalli. The present result demonstrated that the carbon‐nutrient balance (CNB) hypothesis may well explain some of the variation in lichen phenolic content but is not sufficient for explaining changes caused by reindeer grazing. We hypothesized that physical changes in the lichen microenvironment induced by reindeer have more profound impact on lichen phenolic content than alterations in thallus nutrient content.

Responses of concentrations of usnic (UA) and perlatolic (PA) acids and the relative growth rate (RGR) of a mat-forming lichen, Cladina stellaris, to enhanced N and P input were studied in a fertilisation experiment. It was predicted on the basis of carbon-nutrient balance (CNB) hypothesis that the concentrations of these phenolics would decline and the growth rate increase in response to increased nutrient uptake. The concentration of UA showed a convex response pattern to increased N input whereas the concentration of PA was non-responsive. An ecologically realistic, "moderate", N treatment clearly lowered the level of UA both with and without the P application. Applying P alone caused a significant increase in the level of UA. The RGR of C. stellaris did not respond to nutrient addition. The results indicate that even though the CNB hypothesis may be applicable in explaining concentrations of lichen secondary metabolites, it may be applied under a relatively narrow set of conditions. Especially inherited constraints in the growth of lichen fungi may seriously limit the responsiveness of lichens to short-time changes in the availability of resources. These limitations may also apply to other perennials adapted to nutrient-poor conditions.

Following records about feeding habits of nymphalid butterflies, a novel nonproteinogenic L-amino acid, (S)-2-(3'-cyclopentenyl)glycine (11), was discovered in Rinorea ilicifolia, a species where the presence of a cyclopentanoid natural product of this kind was neither known nor anticipated from the taxonomic point of view. Another novel amino acid, (2S,1'S,2'S)-2-(2'-hydroxy-3'-cyclopentenyl)glycine (12), the stereochemistry of which was determined by single-crystal X-ray diffraction, was shown to occur in species belonging to Flacourtiaceae, Passifloraceae, and Turneraceae. These species, many of which serve as hosts for nymphalid butterflies (Acraeinae, Heliconiinae, Argynninae), also produce 2-(2'-cyclopentenyl)glycine. Cyclopentenylglycines are proposed to be novel chemical recognition templates for plant-insect interactions. Ratios between the epimers of (2S)-2-(2'-cyclopentenyl)glycine, which co-occur in plants, were determined by (1)H NMR spectroscopy. Contrary to a previous report, the (2S,1'R) epimer always appears to predominate over the (2S,1'S) epimer. Stereochemical aspects of biosynthesis of natural cyclopentanoid cyanogenic glycosides are discussed in relation to these findings.