Decomposition of Usnic Acid. VII. Pyrolysis of Dihydrousnic Acid. (3). Isodihydrousnic Acid.
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概要
- 論文の詳細を見る
The structure of (+) isodihydrousnic acid (IDHU), C_<18>H_<18>O_7,m.p. 128°, [α]_D+57.5°, which was obtained from (-) dihydrousnic acid (DHU), C_<18>H_<18>O_7,m.p. 149°, [α]_D-86.8°, by heating above 200°was studied. IDHU was separated from DHU by recrystallization from MeOH or by paper electrophoresis. DHU and IDHU were distinguished by their Cu-complex salts which gave markedly different optical rotation. DHU and IDHU are interconvertible to form an equilibrium mixture in pyridine or in aq. alkaline solution, which showed an equilibrium value of optical rotation. The former suggestion that DHU and IDHU would be cis-trans isomers at B/C ring fusion has now been revised. The N.M.R. spectra showed a cis-ring fusion in both DHU and IDHU. The chemical and N.M.R. spectral studies of DHU, IDHU and their model compounds resulted that a rearrangement of A-ring occurs by the cleavage of B-ring in the course of interconversion of DHU and IDHU. The N.M.R. spectra of IDHU showed that it exists in an equilibrium state of different situation of hydrogen bonding, which is represented as in the formulas (A) and (B).
- 公益社団法人日本薬学会の論文
- 1962-06-25
著者
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庄司 順三
School of Pharmaceutical Sciences, Showa University
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庄司 順三
School Of Pharmaceutical Sciences Showa University
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庄司 順三
Faculty of Pharmaceutical Sciences, Showa University
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