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棉酚的异构化

ISOMERISM OF GOSSYPOL

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【作者】 应慧卿;

【Author】 Ying Hui-qing (Nanjing Institute of Materia Medica)

【机构】 南京药物研究所;

【摘要】 本文讨论了棉酚的结构及其异构化问题,以化学反应为依据,提出其可能存在三种互变异构式的假设。近年来,用核磁共振谱证明,在中性或酸性条件下棉酚以醛式与半缩醛式混合存在,而在碱性条件下则以酮式为主。红外及紫外光谱研究证明,棉酚在溶液中存在着分子内氢键;而且证明,由于两萘环相连处碳—碳键的旋转受阻而存在着光学活性(阻碍异构)。

【Abstract】 The chemical structure of Gossypol(Ⅰ)and its isomerism were reviewed.Based onthe chemical reactions,it was proposed that(Ⅰ)could exist in three tautomeric forms.Re-cently,it has been identified by NMR that the aldehyde form and hemiacetal form existas a mixture of tautomers in neutral or acidic conditions and the keto form as the majortautomer in basic solvent systems.The IR and UV spectra of(Ⅰ)were studied,and evidences showed that in solution itpossessed an intramolecular hydrogen bond and that its optical activity was due to restrictedrotation of the two naphthalene units about the interlinking C-C bond(atropisomerism).

  • 【文献出处】 生殖与避孕 ,Reproduction & Contraception , 编辑部邮箱 ,1981年04期
  • 【被引频次】3
  • 【下载频次】49
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