Ampullosine, a new isoquinoline alkaloid from Sepedonium ampullosporum (Ascomycetes).
A new isoquinoline alkaloid, ampullosine (3-methyl-isoquinoline-6-carboxylic acid, 1), was isolated from Sepedonium ampullosporum and characterized by spectroscopic analysis and chemical reactions. This compound is responsible for the deep yellow color of the culture fluid of this species. Moreover, the known compounds sepedonin (2) and anhydrosepedonin (3) were detected. Twelve strains belonging to eight species of Sepedonium have been screened for these three metabolites by LC/ESI-SRM (selected reaction monitoring). Ampullosine (1) could be detected in almost all species in Sepedonium, but not in the phylogenetically more distant species S. brunneum and S. tulasneanum. Anhydrosepedonin (3) showed antifungal activity against the phytopathogenic fungus Cladosporium cucumerinum.
Quang
Dang Ngoc
DN
Department of Bioorganic Chemistry, Leibniz Institute of Plant Biochemistry, Halle (Saale), Germany.
Schmidt
Jürgen
J
Porzel
Andrea
A
Wessjohann
Ludger
L
Haid
Mark
M
Arnold
Norbert
N
D000470:Alkaloids / Q000737:chemistry* / Q000494:pharmacology*; D000935:Antifungal Agents / Q000737:chemistry / Q000494:pharmacology; D001203:Ascomycota / Q000737:chemistry*; D007546:Isoquinolines / Q000737:chemistry* / Q000494:pharmacology*; D015394:Molecular Structure
D000470:Alkaloids; D000935:Antifungal Agents; D007546:Isoquinolines; C551425:ampullosine