Identification of Lichen Substances

ISBN-13: 9783642852459 / Angielski / Miękka / 2012 / 493 str.

Siegfried Huneck; Isao Yoshimura

Opis

Saxony, Germany, died 1917 at Feuerbach near 1. 1 Stuttgart), who published 18 papers on lichen Short History of the Study substances in the period between 1861 and 1905 of Lichen Substances and wrote an article on Flechtenstoffe in the Lichens - symbiotic organisms of fungi and 1912 edition of Abderhalden's Biochemisches Handlexikon. algae - contain a great number of organic compounds, the so-called lichen substances The lichen substances first known in their structure were vulpinic acid (Spiegel 1883) and which are more or less typical of this group of cryptogames. The lichen substances com prise quite different classes of compounds like amino acid derivatives, sugar alcohols, aliphatic acids, 'Y-, 0- and macrocyclic lactones, mono cyclic aromatic compounds, quinones, chromones, xanthones, dibenzofuranes, de psides, depsidones, depsones, terpenoids, ste roids and carotenoids. This multitude of compounds made the study of their chemistry attractive from the early times of organic chem istry. Bebert (1831) isolated vulpinic acid in 1831, Alms (1832) picrolichenic acid in 1832, and Knop (1844) usnic acid in 1844. Gmelin (1858) published a review on lichen substances already in 1858. The classical period of lichen chemistry is connected with two names: W. Zopf and O. Hesse. W. Zopf (Fig. 1) was a botanist (born 1846 at Ro: Bleben, Thuringia, Germany, died 1909 at Miinster/Westfalen) and published a series of papers on lichen substances which he summarized in the well-known book Die Flechtenstoffe in chemischer, botanischer, pharmakologischer und technischer Beziehung, published in 1907."

Spis treści

1 Introduction.- 1.1 Short History of the Study of Lichen Substances.- 1.2 General Meaning of Lichen Substances and Their Use in Past and Present Time.- 1.2.1 Biological Activities of Lichen Substances.- 1.2.2 Use of Lichens in Folk Medicine.- 1.2.3 Lichens as Raw Material for Dyes.- 1.2.4 Lichens as Basic Material for Perfume.- 1.2.5 The Biological Meaning of Lichen Substances.- 1.2.6 Lichens as Biomonitors.- 1.2.7 Lichens as Biodeterioration.- 1.2.8 Chemotaxonomy of Lichens.- 1.3 Culture of Lichens and Their Symbionts.- 2 Identification of Lichen Substances.- 2.1 Extraction and Purification of Lichen Substances.- 2.2 Melting Point.- 2.3 Colour Reactions and Other Reactions for the Identification of Lichen Substances.- 2.4 UV Spectroscopy.- 2.4.1 Depsides.- 2.4.2 Depsidones.- 2.4.3 ?-Lactones.- 2.4.4 Chromones and Xanthones.- 2.4.5 Dibenzofuranes.- 2.4.6 Pulvinic Acid Derivatives.- 2.4.7 Quinones.- 2.5 IR Spectroscopy.- 2.6 NMR Spectroscopy.- 2.6.1 1H-NMR Spectroscopy.- 2.6.2 13C-NMR Spectroscopy.- 2.7 Mass Spectrometry.- 2.8 Optical Rotation.- 2.9 Optical Rotatory Dispersion (ORD) and Circular Dichroism (CD).- 2.10 Microcrystallization.- 2.11 Thin Layer Chromatography.- 2.12 High Performance Liquid Chromatography (HPLC).- 2.13 Gas Liquid Chromatography (GLC).- 2.14 X-Ray Analysis.- 2.15 Laser Microprobe Mass Spectrometry (LAMMA).- 2.16 Derivatization.- 2.17 Cleavage of Depsides.- 3 Data of Lichen Substances.- 3.1 General Remarks and Abbreviations of the Data.- 3.2 N-Containing Compounds.- 3.3 P-Containing Compounds.- 3.4 S-Containing Compounds.- 3.5 Polyols, Monosaccharides, Carbohydrates.- 3.6 Aliphatic and Cycloaliphatic Compounds.- 3.6.1 Neutral Compounds.- 3.6.2 Acids.- 3.7 Aromatic Compounds.- 3.7.1 Monocyclic Aromatic Compounds.- 3.8 Quinones.- 3.8.1 Benzoquinones.- 3.8.2 Naphthaquinones and bis-Naphthaquinones.- 3.8.3 Anthraquinones, Anthrones, bis-Anthraquinones and bis-Anthrones.- 3.8.4 Biphenylquinones.- 3.8.5 Terphenylquinones.- 3.8.6 Phenanthrenequinones.- 3.8.7 Perylenequinones.- 3.9 Chromanes and Chromones.- 3.10 Xanthones and bis-Xanthones.- 3.11 Dibenzofuranes.- 3.12 Diphenylether.- 3.13 Biphenyls.- 3.14 Diphenylmethanes.- 3.15 Nostoclides.- 3.16 Depsides.- 3.16.1 Didepsides.- 3.16.2 Tri- and Tetra-Depsides.- 3.16.3 Benzyldepsides.- 3.17 Depsidones.- 3.18 Depsones.- 3.19 Naphthopyranes.- 3.20 Terpenoids.- 3.20.1 Monoterpenoids.- 3.20.2 Sesquiterpenoids.- 3.20.3 Diterpenoids.- 3.20.4 Sesterterpenoids.- 3.20.5 Triterpenoids.- 3.20.6 Steroids.- 3.20.7 Carotenoids.- 3.21 Pulvinic Acid Derivatives.- 3.22 Cleavage Products of Depsides and Depsidones.- Literature.- Addenda.

Blurb

This handbook is an indispensable tool for the isolation, identification and structural analysis of the approx. 700 substances currently known to occur in lichens. The first part covers all necessary methods for the analysis of lichen metabolites; the second part gives the analytical and spectroscopical data of all known lichen substances as well as a key to their identification and differentiation.
Besides its high value for all chemists working with these substances as a basis for other products, the book serves as a chemotaxonomical key to the identification of lichen species and as a reference for all those who use lichens for the biomonitoring of environmental pollution.