Studies on Pillaromycin A. II. The Structure of Pillaromycinone

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概要

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• The structure of pillaromycinone (II) was elucidated. The ultraviolet (UV) spectrum of PMN tetraacetate (VI) was similar to that of 1,2,3,4-tetrahydro-1-oxophenanthrene. On oxidative degradation pillaromycinone dimethyl ether (IX) gave 3-methoxy-1,2,4,5-benzenetetracarboxylic acid (X) and 3-methoxyphthalic acid (XI). Zinc dust distillation of II gave anthracene and naphthacene. The UV spectrum of II resembles to that of anhydrodemethyltetracycline. From the chemical and spectrometric data the structure of β-substance (IV) was suggested to be 1,2,3,4,4a, 5,12,12a-octahydro-12-oxo-4,10,11,12a-tetrahydroxynaphthacene. The nuclear magnetic resonance (NMR) and the spin decouplings of isopropylidene PMN (XVI) and PMN (II) gave the structure (3(S), 4(R), 4a(R), 12a(R)) 2-acetyl-3,4,4a, 5,12,12a-hexahydro-12-oxo-3,4,10,11,12a-pentahydroxynaphthacene to PMN (II).

• 公益社団法人日本薬学会の論文
• 1970-09-25

著者

• 浅井 満子

  Microbiological Research Laboratories, Central Research Division, Takeda Chemical Industries, Ltd.

• 浅井 満子

  Microbiological Research Laboratories Central Research Division Takeda Chemical Industries Ltd.

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• Analytical Studies and Preparative Separation of Ansamitocins and Related Antibiotics Using High-Performance Liquid Chromatography
• Studies on Pillaromycin A. III. The Structure of Pillarose
• Studies on Pillaromycin A. II. The Structure of Pillaromycinone
• Studies on Pillaromycin A. I. The Properties of Pillaromycin A and Pillaromycinone

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