Introduction of an Alcoholic Hydroxyl Group into 2,3-Dibenzylbutyrolactone Lignans with Oxidizing Agents and Carbon-13 Nuclear Magnetic Resonance Spectra of the Oxidation Products

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概要

• 論文の詳細を見る

• Attempts were made to introduce an alcoholic hydroxyl group stereospecifically at the C-5 or C-6 position of 2,3-dibenzylbutyrolactone lignans with lead tetraacetate and osmic acid as oxidizing agents. 5-Acetoxyarctigenin monoacetate (III) was obtained from arctigenin monoacetate (II), 5-acetoxyisoarctigenin monoacetate (XIII) from isoarctigenin monoacetate (XII) and 5-acetoxytrachelogenin diacetate (XXIII) from trachelogenin diacetate (XXII) by oxidation with lead tetraacetate in acetic acid. 6-Hydroxyisomethyltrachelogenin (XXXII) was obtained from 3-(3,4-dimethoxybenzyl)-2-(3,4-dimethoxybenzylidene) butyrolactone (XXXI) by oxidation with osmic acid. The ^<13>C-NMR spectra of these oxidation products and analogs are discussed with regard to the differences of the chemical shifts resulting from changes in the substituents and the stereochemistry of the 2,3-dibenzylbutyrolactone skeleton.

• 社団法人日本薬学会の論文
• 1980-03-25

著者

• 三川 潮

  Faculty of Pharmaceutical Sciences, University of Tokyo

• 三川 潮

  Faculty Of Pharmaceuical Sciences The University Of Tokyo

• 三川 潮

  Faculty Of Pharmaceutical Sciences University Of Tokyo

• 滝戸 道夫

  Department of Pharmacy, College of Science and Technology, Nihon University

• 山内 盛

  College of Science and Technology, Nihon University

• 三川 潮

  東大 薬

• 久田 末雄

  Faculty of Pharmaceutical Sciences, Higashi Nippon Gakuen University

• 榊原 彰

  Faculty of Agriculture, Hokkaido University

• 久田 末雄

  Faculty Of Pharmaceutical Sciences Higashi Nippon Gakuen University

• 佐久嶋 明世

  北海道医療大学薬学部

• 滝戸 道夫

  日本大学薬学部生薬学研究室

• 佐久嶋 明世

  Faculty Of Pharmaccutical Sciences Higashi Nippon Gakuen University

• 西部 三省

  北海道医療大 薬

• 西部 三省

  Faculty Of Pharmaceutical Sciences Health Sciences University Of Hokkaido

• 山内 盛

  College Of Science And Technology Nihon University

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