mitorubrinic-acid and orsellinic-acid

The Hypoxyloideae (Xylariaceae with Nodulisporium-like anamorphs) were evaluated by a morphological and HPLC-based chemotaxonomic survey of more than 2000 specimens and cultures. Conspecificity of recent records with ancient type specimens were established in many cases by HPLC, since their characteristic metabolites may remain stable for over 200 years. Most constitute novel natural products that were identified in the course of concurrent "mycochemical" studies. A comparison of HPLC profiles considering relationships within the Hypoxyloideae as inferred from the biogenesis of these pigments agreed fairly with concurrent molecular phylogenetic studies, based on sequences of actin, beta-tubulin, and 5.8S/ITS nrDNA genes. Anamorphic morphology and secondary metabolism of cultures agreed well at generic level and above. A combination of chemical and morphological traits is favored over PCR-based approaches for species discrimination, if only relatively few taxa of these diverse genera have been sequenced. An overview on the chemical structures and biological activities of the characteristic metabolites is provided, their ecological importance is discussed, and the utility of chemotaxonomy to support and predict phylogenetic relationships in the Hypoxyloidae is demonstrated. A polythetic approach is most useful to elucidate the phylogeny of the Xylariaceae. Chemotaxonomy to assess fungal biodiversity has considerable utility.

Topics: Benzoates; Benzopyrans; Chromatography, High Pressure Liquid; DNA, Fungal; DNA, Ribosomal Spacer; Fungal Proteins; Genes, Fungal; Molecular Structure; Naphthalenes; Phylogeny; Pigments, Biological; Polymerase Chain Reaction; Resorcinols; Terminology as Topic; Tubulin; Xylariales