Biosynthetic origin of butyrolactol A, an antifungal polyketide produced by a marine-derived Streptomyces
نویسندگان
چکیده
Butyrolactol A is an antifungal polyketide of Streptomyces bearing an uncommon tert-butyl starter unit and a polyol system in which eight hydroxy/acyloxy carbons are contiguously connected. Except for its congener butyrolactol B, there exist no structurally related natural products to date. In this study, inspired by our previous genomic analysis, incorporation of 13C- and 2H-labeled precursors into butyrolactol A was investigated. Based on the labeling pattern and sequencing analytical data, we confirmed that the tert-butyl group is derived from valine and its C-methylation with methionine and the polyol carbons are derived from a glycolysis intermediate, possibly hydroxymalonyl-ACP.
منابع مشابه
Reveromycins revealed: new polyketide spiroketals from Australian marine-derived and terrestrial Streptomyces spp. A case of natural products vs. artifacts.
Chemical analysis of fermentation products from two Australian Streptomyces isolates yielded all four known and twelve new examples of the rare reveromycin class of polyketide spiroketals, including hemi-succinates, hemi-fumarates and hemi-furanoates. Reveromycins were identified with the aid of HPLC-DAD-MS and HPLC-DAD-SPE-NMR methodology, and structures were assigned by detailed spectroscopic...
متن کاملHeterologous production of the antifungal polyketide antibiotic soraphen A of Sorangium cellulosum So ce26 in Streptomyces lividans.
The antifungal polyketide soraphen A is produced by the myxobacterium Sorangium cellulosum So ce26. The slow growth, swarming motility and general intransigence of the strain for genetic manipulations make industrial strain development, large-scale fermentation and combinatorial biosynthetic manipulation of the soraphen producer very challenging. To provide a better host for soraphen A producti...
متن کاملAntibacterial and antitumor potential of actinomycetes isolated from mangrove soil in the Maowei Sea of the southern coast of China
Mangroves are the tidal forest existing in the intertidal zone and usually considered as the special marine ecosystem. In the present study, 452 actinomycetes were recovered from nine diferent sites at Maowei Sea Mangrove Reserve in Qinzhou (Guangxi province, China). Among them, Seventy-four strains were purified for 16s RNA gene sequencing and further characterization. The results indicated th...
متن کاملAntibacterial and antitumor potential of actinomycetes isolated from mangrove soil in the Maowei Sea of the southern coast of China
Mangroves are the tidal forest existing in the intertidal zone and usually considered as the special marine ecosystem. In the present study, 452 actinomycetes were recovered from nine diferent sites at Maowei Sea Mangrove Reserve in Qinzhou (Guangxi province, China). Among them, Seventy-four strains were purified for 16s RNA gene sequencing and further characterization. The results indicated th...
متن کاملScreening for Non-polyenic Antifungal Produced by Actinobacteria from Moroccan Habitats: Assessment of Antimycin A19 Production by Streptomyces albidoflavus AS25
Fungal diseases are currently a serious public health problem, due to the limited number of really effective principles, and the emergence of resistant strains to the polyenic antifungals. The aim of this study was to screen, for non-polyenic antifungals production by Actinobacteria, and to validate the screening program by characterizing the produced compounds. Actinobacteria isolates were tes...
متن کامل