4,4-Dimethyl Effect. (7). The A-Ring Conformation of 4,4-Dimethyl-3-keto Steroids in Solution. The Circular Dichroism Spectra of Onoceranediones

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概要

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• The circular dichroism (CD) spectra of variously C-8 (and C-14) substituted onocerane-3,21-diones can be well interpreted by assuming that ring A (and ring D) of the compounds is in equilibrium between chair and twist (T_1) forms with variable ratios. This equilibrium was affected by minor structural changes at remote positions and by the polarity of the solvent. Increase of the steric bulkiness of the 8β-substitutent increases the proportion of twist form. The A-ring conformation of compounds which carry an oxygenated function at 8β was greatly affected by changes of the solvent polarity, while that of the compounds without an 8β-oxygenated substituent was almost solvent-independent. These conclusions were supported by measurements of solvent shift in the proton nuclear magnetic resonance (^1H-NMR) spectra (TH-effect) of the compounds. The presence of a new kind of steric effect, trivially named the"8α-substituent effect"(for details, see the text), is proposed.

• 社団法人日本薬学会の論文
• 1984-12-25

著者

• 津田 喜典

  Faculty of Pharmaceutical Sciences, Kanazawa University

• 山下 武志

  Faculty Of Pharmaceutical Sciences Kanazawa University

• 津田 喜典

  Faculty Of Pharmaceutical Sciences Kanazawa University

• 佐野 武弘

  Showa College of Pharmaceutical Sciences.

• 津田 喜典

  金沢大薬

• 山下 武志

  Faculty Of Pharmaceutical Sciences Kanazawa University:(present Address) Institute Of Pharmaceutical

• 佐野 武弘

  Showa College Of Pharmaceutical Sciences

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