Unprecedented spirocyclization of 3-methyleneindoline-2-thiones during hydrolysis of the phytoalexin cyclobrassinin.

The phytoalexin cyclobrassinin is a plant defense that has additional importance since it inhibits brassinin hydrolase, a phytoalexin detoxifying enzyme produced by the plant pathogen Alternaria brassicicola. Hence, the 1,3-thiazino[6,5-b]indole scaffold of cyclobrassinin has great application as a lead structure to design potential inhibitors of brassinin detoxification. For this reason, it is necessary to determine whether A.

Maculansins, cryptic phytotoxins from blackleg fungi.

The phytotoxins and other metabolites produced by isolates L2/M2 of the fungal species Leptosphaeria maculans under different culture conditions, together with those of two new, but related isolates are disclosed. The common metabolic characteristics suggest a phylogenetic similarity between these isolates with potential to become widespread in mustard growing areas.

The phytopathogenic fungus Alternaria brassicicola: phytotoxin production and phytoalexin elicitation.

The metabolites and phytotoxins produced by the phytopathogenic fungus Alternaria brassicicola (Schwein.) Wiltshire, as well as the phytoalexins induced in host plants, were investigated. Brassicicolin A emerged as the most selective phytotoxic metabolite produced in liquid cultures of A.

The phytopathogenic fungi Leptosphaeria maculans and Leptosphaeria biglobosa: chemotaxonomical characterization of isolates and metabolite production in different culture media.

Previous molecular chemotaxonomic analyses of isolates of the plant pathogenic fungus Leptosphaeria maculans (Desm.) Ces. et de Not.

New sesquiterpenic phytotoxins establish unprecedented relationship between different groups of blackleg fungal isolates.

A comprehensive search for sesquiterpenic metabolites produced by isolates of the blackleg fungus [Leptosphaeria maculans (Desm.)] Ces. et de Not.

Phomapyrones from blackleg causing phytopathogenic fungi: isolation, structure determination, biosyntheses and biological activity.

The isolation and structure determination of phomapyrones D-G, three 2-pyrones and a coumarin, from a group of isolates of the fungal pathogen Leptosphaeria maculans (Desm.) Ces. et de Not.

Chemical mediators: the remarkable structure and host-selectivity of depsilairdin, a sesquiterpenic depsipeptide containing a new amino acid.

The chemical structure determination of depsilairdin, a highly selective phytotoxin produced by the plant pathogenic fungus Leptosphaeriamaculans/Phoma lingam, is described. The elucidation of the unusual chemical structure used a combination of NMR spectral data and X-ray crystallography. The absolute configuration was established using chemical degradation and synthesis of (3S,6R)-3,6-diisopropyl-2,5-morpholinedione and its (3R,6S) and (3R,6R) stereoisomers.