Conformational Analysis of Curdione and Neocurdione(Organic,Chemical)

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概要

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• Molecular mechanics calculations of flexible germacrenediones, especially curdione (1) and neocurdione (2), isolated from Curcuma wenyujin (Zingiberaceae), were used to identify the stable conformations among forty-eight conformers for each compound. The calculated ratios (70:30 for 1 and 68:32 for 2) of conformations of anti and syn type (C(5)=O/C(10)-CH_3) are in reasonably good accordance with the ratios (5:1 for 1 and 2:1 for 2) which were estimated from low-temperature nuclear magnetic resonance (NMR) measurements. The populations of the intermediate conformations considered to be involved in the biomimetic conversions from 1 to curcumol (3) and curcumalactone (4) were found to be 11.9% of syn type and 1.0% of anti type, respectively.

• 公益社団法人日本薬学会の論文
• 1987-09-25

著者

• IITAKA YOICHI

  Faculty of Pharmaceutical Sciences, Univesity of Tokyo

• Iitaka Yoichi

  Faculty Of Pharmaceutical Sciences The University Of Tokyo

• Iitaka Yoichi

  Faculty Of Medicine Teikyo University

• Gao J‐f

  Keio Univ. Tokyo Jpn

• OSAWA Eiji

  Department of Chemistry, Faculty of Science, Hokkaido University

• INAYAMA Seiichi

  Institute of Oriental Medical Sciences

• INAYAMA Seiichi

  Pharmaceutical Institute, School of Medicine, Keio University

• Osawa Eiji

  Department Of Chemistry Faculty Of Science Hokkaido University

• HARIMAYA Kenzo

  Pharmaceutical Research Center, Meiji Seika Kaisha Ltd.

• Harimaya K

  Keio Univ. Tokyo Jpn

• Harimaya Kenzo

  Pharmaceutical Research Center

• OHKURA TAMIKO

  Pharmaceutical Institute, School of Medicine, Keio University

• Osawa E

  Toyohashi Univ. Technol. Aichi

• Ohkura T

  Pharmaceutical Institute School Of Medicine Keio University

• Inayama S

  Pharmaceutical Institute School Of Medicine Keio University

• Inayama Seiichi

  Pharmaceutical Institute School Of Medicine Keio University

• HARIMAYA KENZO

  Pharmaceutical Institute, School of Medicine, Keio University

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