P-29 Streptomyces sp. USF-6280が生産するsurugapyrone類の構造と生合成(ポスター発表の部)

概要

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During the course of screening for antioxidants from microorganism metabolites our research group so far isolated several interesting 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical-scavenging compounds. Recently we found a Streptomyces sp. USF-6280 strain isolated from the soil sample collected in Shizuoka-city, Japan, produced new 2-pyrone compounds which had a DPPH radical-scavenging activity. The cultivation of Streptomyces sp. USF-6280 was done at 30℃ for four days in the following medium: glucose 1%, polypeptone 0.2%, meat extract 0.1%, yeast extract 0.1%, adjusted at pH 7.2. The culture filtrate was extracted with ethyl acetate (EtOAc) at pH 3, and the extract was applied to silica gel column chromatography and Sephadex LH-20 column chromatography. Finaly, Compound 1, Compound 2 and Compound 3 were isolated by ODS-HPLC. The structures of these compounds were determined by the analysis of the FABMS, 1D-NMR and 2D-NMR spectra. Compound 1 and Compound 2 were novel 2-pyrone compounds, and these were designated surugapyrone A and surugapyrone B, respectively. Compound 3 was identified as germicidin. Biosynthesis of surugapyrone A (1) was studied by feeding experiments with a variety of ^<13>C-labeled compounds. The results of feeding experiments indicated that surugapyrone A was biosynthesized via a polylketide pathway of isobutyrate (a starter unit), acetate, and propionate.
天然有機化合物討論会の論文
2007-08-24