Study on the Correspondence of Color Change with Polyenyl Cation Formation of Cholesterol in Strong Acids

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概要

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• A method was developed to study the correspondence of color change with structural change of the polyenyl cation in the color reaction of cholesterol in strong acid. Five unsaturated steroids having conjugated systems consisting of 3,5-diene (I), 3,5,7-triene (II), 4,6,8(14)-triene (III), 3α, 5-cyclo-6,8 (14)-diene (IV) and 2,4,6-triene (V), and four bisteroids having 3,3'-linkages and conjugated systems consisting of 3,3', 5-triene (VI), 3,3', 5,5'-tetraene (VII), 3,3', 5,5', 7-pentaene (VIII) and 3,3', 5,5', 7,7'-hexaene (IX) were prepared and their electronic spectra were measured in trifluoroacetic acid (TFA), in a CHCl_3 solution of TFA, in H_2SO_4 and in 80% H_2SO_4. The absorption maxima observed immediately after the preparation of the solution and those observed after standing for various times at room temperature were correlated with the chemical species presumed to be produced in strong acids. The following chemical conversions were found to take place : ready conversion of I to VI and VII, and of VI to VII ; very rapid conversions of both II and IV to III ; ready conversion of V to a dimeric molecule ; conversion of III to a dimeric molecule. The color change of cholesterol in strong acid was found to be mainly due to the formation of VI and VII and to their chemical conversions.

• 社団法人日本薬学会の論文
• 1980-06-25

著者

• 後藤 良宣

  福岡大学薬学部

• 上田 陽

  Faculty of Pharmaceutical Sciences, Kyushu University

• 小野 行雄

  福山大学薬学部

• 上田 陽

  九州大学薬学部

• 後藤 良宣

  Faculty of Pharmaceutical Sciences, Fukuoka University

• 新矢 時寛

  福岡大学薬学部

• 上田 陽

  Faculty Of Pharmaceutical Sciences Kyushu University

• 新矢 時寛

  福岡大・薬

• 後藤 良宣

  Faculty Of Pharmaceutical Sciences Fukuoka University

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