The Crystal and Molecular Structure of Demycarosyl Leucomycin A<SUB>3</SUB> Hydrobromide

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概要

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• The stereochemically-complete molecular structure of demycarosyl leucomycin A<SUB>3</SUB>, C<SUB>30</SUB>H<SUB>49</SUB>-NO<SUB>11</SUB>, has been determined by means of an X-ray crystal analysis of its hydrobromide. The crystals of the hydrobromide are orthorhombic with four chemical units in a unit cell with the dimensions of <I>a</I>=19.52±0.03, <I>b</I>=20.63±0.03, and <I>c</I>=9.28±0.03 Å. The space group is <I>P</I>2<SUB>1</SUB>2<SUB>1</SUB>2<SUB>1</SUB>. As a result of the present study, it has been found that the crystals contain about 0.6 mole of ethanol per mole of the hydrobromide as alcohol of crystallization. The intensity data were obtained from equi-inclination integrating Weissenberg photographs taken with Cu<I>K</I>α radiation around the <I>b</I> and <I>c</I> axes. The structure was elucidated by means of the minimum function, least-squares, and Fourier methods. The atomic coordinates obtained were refined by the block-diagonal least-squares method, anisotropic thermal motion being assumed for only the bromine atom. The final <I>R</I> factor is 14.6%. The molecular structure thus obtained corresponds exactly to that proposed in 1967 by Hata <I>et al</I>. on the chemical evidence, considering the allylic rearrangement in the hydrolysis of leucomycin A<SUB>3</SUB> with dilute hydrochloric acid. The conjugated diene system in the macro ring has the <I>trans</I>-<I>trans</I> configuration. The sugar component, mycaminose, forms a β-glycosidic linkage with the lactone ring.

• 公益社団法人 日本化学会の論文

著者

• Tomiie Yujiro

  Faculty Of Science Osaka University

• Nitta Isamu

  Faculty Of Science Osaka University

• Watanabe Tetsuo

  Research Division Toyo Jozo Co. Ltd.

• Hata Toju

  Kitasato Institute

• Naya Keizo

  Faculty of Science, Kwansei Gakuin University

• Furusaki Akio

  Faculty of Science, Kwansei Gakuin University

• Noda Toshiharu

  Faculty of Science, Kwansei Gakuin University

• Omura Satoshi

  Kitasato Institute

• Abe Jinnosuke

  Research Institute, Toyo Jozo Co., Ltd.

• Hiramatsu Mikio

  Faculty of Science, Kwansei Gakuin University

• Take Teruo

  Research Institute, Toyo Jozo Co., Ltd.

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