Isolation and structure determination of allopteridic acids A-C and allokutzmicin from an unexplored actinomycete of the genus Allokutzneria

Two classes of new polyketides, allopteridic acids A-C (1-3) and allokutzmicin (4), were isolated from the culture extract of an actinomycete of the genus Allokutzneria. The structures of 1-4 were elucidated through the interpretation of NMR and MS analytical data. Compounds 1-3 possess the same carbon skeleton with pteridic acids but their monocyclic core structures are distinct from the spiro-bicyclic acetal structures of pteridic acids. Compound 4 is a linear polyketide of an unprecedented class, featured by a guanidino-terminus and an epoxide modification. Compounds 1-3 promoted the root elongation of germinated lettuce seeds by ca. 10-40% at 1 similar to 10 mu M whereas 4 retarded the seed growth. Compound 4 exhibited weak antimicrobial activity against Candida albicans with MIC 25 mu g mL(-1).

Automated summary

Two classes of new polyketides, allopteridic acids A-C (1-3) and allokutzmicin (4), were isolated from an actinomycete of the genus Allokutzneria culture. The structures of 1-4 were determined through NMR and MS analysis. Compounds 1-3 have a similar carbon skeleton to pteridic acids but have distinct monocyclic core structures. Compound 4 is a linear polyketide with a unique guanidino-terminus and an epoxide modification. Compounds 1-3 significantly promoted lettuce seed root elongation at concentrations of 1 to 10 μM, while compound 4 inhibited seed growth. Compound 4 showed weak antimicrobial activity against Candida albicans with a minimum inhibitory concentration (MIC) of 25 μg mL(-1).