Studies on Pillaromycin A. II. The Structure of Pillaromycinone

• 浅井 満子

抄録

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).

収録刊行物

• ＣＨＥＭＩＣＡＬ　＆　ＰＨＡＲＭＡＣＥＵＴＩＣＡＬ　ＢＵＬＬＥＴＩＮ

  ＣＨＥＭＩＣＡＬ　＆　ＰＨＡＲＭＡＣＥＵＴＩＣＡＬ　ＢＵＬＬＥＴＩＮ 18 (9), 1706-1712, 1970

  公益社団法人 日本薬学会

キーワード

• Drug Discovery
• General Chemistry
• General Medicine

詳細情報

• CRID: 1390282679148876800
• NII論文ID: 110003632498
• NII書誌ID: AA00602100
• DOI: 10.1248/cpb.18.1706
• ISSN: 13475223
• ISSN: 00092363
• Web Site: http://www.jstage.jst.go.jp/article/cpb1958/18/9/18_9_1706/_pdf
• Web Site: https://search.jamas.or.jp/link/ui/1971087873
• 本文言語コード: en
• データソース種別:
  • JaLC
  • Crossref
  • CiNii Articles
• 抄録ライセンスフラグ: 使用不可