15 13-Acetyl-8-p-bromobenzoyl serratinineの結晶構造

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概要

• 論文の詳細を見る

• Serratinine, which is a new alkaloid isolated by Inubushi et al. in 1962, has essentially an unique backbone structure other than any Lycopodium alkaloid which had been found so far. Its chemical structure was already determined and its absolute structure was also suggested by Inubushi et al., while the present authors tried to confirm this structure by X-ray method. Using a single crystal of the serratinine derivative, 13-acetyl-8-p-bromobenzoyl serratinine, for the X-rays, we measured the intensities by the photographic method with Cu-Ka radiation, and tried to determine the absolute structure by the Bijvoet's method. The crystallographic data are: monoclinic, a=12.47A, b=11.44A, c=17.52A and B=104°15', observed density, ρ0=1.38g/cc., the number of molecules per unit cell, Z=4, and space group C2. The structure determination was carried out by heavy atom method using 968 reflections from b-axis Weissenberg photographs. After several cycles of the block diagonal least squares refinement, the reliability factor, R, was dropped to 10%. The stereostructure thus established is either (V) or its mirror image, (VI), and comparing this with the structure (I) which was determined chemically, it was clearly shown that the former is different from the latter in the stereochemical configuration around C4: the spatial relation between C_4-N bond and C_<12>-C_<13> bond in either (V) or (VI) is trans form to the B ring, while the relation in (I) is cis form as shown in Pig. 4. The obtained bond lengths and bond angles are all acceptable values, and the absolute structure determination of this compound is now in progress.

• 天然有機化合物討論会の論文
• 1968-09-20

著者

• 冨田 研一

  Faculty of Pharmaceutical Sciences, Osaka University

• 原山 尚

  Faculty Of Pharmaceutical Sciences Kyoto University

• 藤原 隆二

  Faculty of Pharmaceutical Sciences, Osaka University

• 石井 永

  千葉大薬学部

• 西尾 健司

  阪大薬学部

• 藤原 隆二

  阪大薬学部

• 冨田 研一

  阪大薬学部

• 犬伏 康夫

  京大薬学部

• 原山 尚

  京大薬学部

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