Unsaturated fatty acids and a prenylated tryptophan derivative from a rare actinomycete of the genus .

Beilstein J Org Chem

Biotechnology Research Center and Department of Biotechnology, Toyama Prefectural University, 5180 Kurokawa, Imizu, Toyama 939-0398, Japan.

Published: December 2021

A genome mining survey combined with metabolome analysis of publicly available strains identified sp. RD010705, a strain belonging to an underexplored genus of rare actinomycetes, as a producer of new metabolites. HPLC-DAD-guided fractionation of its fermentation extracts resulted in the isolation of five new methyl-branched unsaturated fatty acids, (2,4)-2,4-dimethyl-2,4-octadienoic acid (), (2,4)-2,4,7-trimethyl-2,4-octadienoic acid (), ()-(-)-phialomustin B (), (2,4)-7-hydroxy-2,4-dimethyl-2,4-octadienoic acid (), (2,4)-7-hydroxy-2,4,7-trimethyl-2,4-octadienoic acid (), and one prenylated tryptophan derivative, 6-(3,3-dimethylallyl)--acetyl-ʟ-tryptophan (). The enantiomer ratio of was determined to be approximately / = 56:44 by a recursive application of Trost's chiral anisotropy analysis and chiral HPLC analysis of its methyl ester. Compounds - were weakly inhibitory against at MIC 100 μg/mL and none were cytotoxic against P388 at the same concentration.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC8685556PMC
http://dx.doi.org/10.3762/bjoc.17.203DOI Listing

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