Abstract
A new pyrrolidine alkaloid, preussin B (1), was isolated from the culture extract of the fungus Simplicillium lanosoniveum TAMA 173 along with the known congener preussin (2). The structure and absolute configuration of 1 were determined by spectroscopic analysis and spectral comparison with 2. Feeding experiments with 13C-labeled precursors revealed that the pyrrolidine ring of 1 was assembled from acetate and l-phenylalanine by a PKS-NRPS hybrid biosynthetic pathway.
MeSH terms
-
Alkaloids / biosynthesis
-
Alkaloids / metabolism
-
Anisomycin / analogs & derivatives*
-
Anisomycin / chemistry
-
Anisomycin / isolation & purification
-
Hypocreales / chemistry*
-
Molecular Structure
-
Multienzyme Complexes / biosynthesis
-
Multienzyme Complexes / metabolism
-
Peptide Synthases / biosynthesis
-
Peptide Synthases / chemistry
-
Peptide Synthases / metabolism
-
Phenylalanine / biosynthesis
-
Phenylalanine / metabolism
-
Stereoisomerism
-
Streptomyces / metabolism
Substances
-
Alkaloids
-
Multienzyme Complexes
-
preussin B
-
preussin
-
Phenylalanine
-
Anisomycin
-
Peptide Synthases