37 ポリオキシンの構造研究

概要

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Polyoxin complex is an antibiotic mixture produced by Streptmyces cacaoi var. asoensis and is active specifically against phytopathogenic fungi. Polyoxins A, B, C, D, E, F, G, H and I were isolated in pure forms out of it. The structure of polyoxin C, the smallest molecule, was elucidated as 1-β-(5'-amino5'-deoxy-D-allofuranuronosyl)-5-hydroxy-methyluracil (I). The position of the amino group was determined spectroscopically and the aminouronic acid moiety was derived into D-allose (IX) after deamination and solvolysis. Polyoxin A was hydrolyzed into four moieties evolving each one mole of NH_3 and CO_2; 5-hydroxymethyluracil, polyoxin C and two amino acids, polyoximic acid (XIII) and polyoxamic acid (XIV). The structure of XIII was proposed as 3-ethylidene-L-azetidine-2-carboxylic acid and XIV was presumed to be α-amino-β,γ,δ-trihydroxyvaleric acid. The structures of the molecular components of polyoxin A were summerized in Fig. 6. The close structural relations of polyoxin A〜I were also discussed.
天然有機化合物討論会の論文
1967-09-25