Fortschritte der Chemie organischer Naturstoffe / Progress in the Chemistry of Organic Natural Products, Softcover reprint of the original 1st ed. 1985 Fortschritte der Chemie organischer Naturstoffe Progress in the Chemistry of Organic Natural Products Series, Vol. 48

The metabolic products of micro-organisms can be classified either as compounds of primary metabolic concern or else as secondary metabolites - substances which are apparently non-essential to the producing or­ ganism. Fungi have a remarkable capacity to produce such secondary metabolites, e. g. mycotoxins with a diverse array of structural and pharmacological properties (1). The present resurgence of interest in all aspects of mycotoxin research (2, 3) can be related to the impact of the hepatotoxins (aflatoxin, sporidesmin, and phomopsin), nephrotoxins (ochratoxin and citrinin), and dermal toxins (trichothecenes) on human and animal health. Some of the mycotoxins appear to act at the level of the central nervous system. Ergotism, the earliest known mycotoxicosis, that is a disease caused by mycotoxins, was attributed to the contamination of wheat by the parasitic neurotoxin-producing fungus, C/aviceps purpurea. These neuro­ toxins elaborated by C. purpurea are collectively called the ergot toxins (4). The neurotoxin, citreoviridin (1) which causes paralysis in the extremities of laboratory animals, followed sometimes by convulsions and respiratory arrest, has been implicated in acute cardiac beri-beri in Japan (5). Tremoring has not been associated with citreoviridin or the structurally related aurovertins (2) (6) and asteltoxin (3) (7); these compounds are therefore excluded from this review. However, verrucosidin (4) (8), a tremorgenic compound which structurally resembles (1)-(3), will be described later.

Tremorgenic Mycotoxins.- 1. Introduction.- 2. The Penitrems, Janthitrems, Lolitrems, Aflatrem, Paxilline, Paspaline, Paspalicine, Paspalinine, and Paspalitrems A and B.- 3. The Territrems.- 4. Verrucosidin.- 5. Verruculotoxin.- 6. Tremorgens Containing a 6-Methoxyindole Moiety: The Verruculogens and Fumitremorgins.- 7. The Tryptoquivalines.- References.- Structure of Palytoxin.- I. Introduction.- II. Isolation.- III. Characterization.- IV. Gross Structure Determination.- V. Stereochemistry.- VI. Conclusions.- Acknowledgement.- References.- Sesterterpenes: An Emerging Group of Metabolites from Marine and Terrestrial Organisms.- I. Introduction.- II. Summary of Carbon Skeletons and Structural Variations.- III. Biosynthetic and Comparative Biochemical Observations.- IV. Synthesis and Biological Activity.- V. Spectroscopic Analysis.- VI. Physical and Spectroscopic Tables.- References.- Author Index.