Dihydrotentoxin and a related dipeptide produced by Alternaria alternata

• Published in: Phytochemistry (Oxford) Vol. 27; no. 2; pp. 357 - 359
• Main Authors: Liebermann, Bernd, Ihn, Wolfgang, Baumann, Eckehard, Tresselt, Dieter
• Format: Journal Article
• Language: English
• Published: Amsterdam Elsevier Ltd 1988; Elsevier
• Subjects: Alternaria alternata; Biological and medical sciences; chemical analysis; cyclic peptides; cyclo-( l-leucyl- N-methyl- l-phenylalanyl); dihydrotentoxin; Fundamental and applied biological sciences. Psychology; Fungal plant pathogens; fungi; Pathology, epidemiology, host-fungus relationships. Damages, economic importance; Phytopathology. Animal pests. Plant and forest protection; phytotoxins; structure; structure elucidation; tentoxin; cyclic peptides; cyclo-( l-leucyl- N-methyl- l-phenylalanyl); Alternaria alternata; structure elucidation; fungi; dihydrotentoxin; Molecular structure; Cyclic peptides; Identification; Phytopathogen; Fungi; Biological compound; Separation method; Toxin; Microbial origin; Tetrapeptide; Dipeptides; Fungi Imperfecti; Thallophyta
• ISSN: 0031-9422; 1873-3700
• DOI: 10.1016/0031-9422(88)83097-8

Alternaria alternata produces, besides tentoxin, two other cyclic peptides. The most abundant compound is dihydrotentoxin. Its structure was elucidated as cyclo-( l-leucyl- N-methyl- l-phenylalanyl-glycyl- N-methyl- l-alanyl). A related dipeptide was found to be cyclo-( l-leucyl- N-methyl- l-phenylalanyl). It is the first time that these compounds have been isolated as natural substances.