Studies on Uncaria Alkaloid. XVIII. Structure of Uncarine. (13). Structure of Uncarine-A and Uncarine-B.

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概要

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• A spiro-type ring was found to be attached to the 3-position of the oxindole ring in uncarine-A and -B from the fact that lithium aluminum hydride reduction of these compounds afforded indoline derivatives and that the application of methyl iodide in the presence of sodium methoxide afforded 1-methyluncarine-A and 1-methyluncarine-B methiodide. Examination was made as to which carbon in the uncarine molecule this spiro bonding existed and the possibilities of the formulae (XIV) and (XV) were considered. However, measuremnt of pK revealed that N_b and the carbonyl in the oxindole were in very close proximity in the uncarine-A molecule. Relationship between uncarine-A and -B would be well explainable by assuming 4-epimeric structures and conformational formulae (XXI) for uncarine-A and (XXII) for uncarine-B were for warded.

• 公益社団法人日本薬学会の論文
• 1958-06-20

著者

• 野副 利一

  Meiji College of Pharmacy

• 野副 利一

  ITSUU Laboratory

関連論文

• Reactions of Indole Related Compounds. III. (E) and (Z)-2-Oxoindolin-3-ethylidenes
• Reactions of 2-Hydroxytryptophol. II. : Solvolysis of 3-Substituted-2-hydroxytryptophol and N-Methyl Derivatives with Alcoholic Alkali
• Reactions of 2-Hydroxytryptophol : Results of Strong Acid and Alkaline Treatments of 2-Hydroxytryptophol
• Studies on Uncaria Alkaloid. XX. Structure of Rhynchophylline. (5). Structure of Rhynchophylline and Isorhynchophylline.
• Studies on Uncaria Alkaloid. XIX. On Mitraphylline.
• Studies on Uncaria Alkaloid. XVIII. Structure of Uncarine. (13). Structure of Uncarine-A and Uncarine-B.

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