Archives of Pharmacal Research

The Pharmaceutical Society of Korea (대한약학회)
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Studies on Triterpenoid Corticomimetics (IV) - E-Ring Opening of Pomolic Acid by Retrograde Aldol Condensation

  • Han, Yong-Nam (Natural Products Research Institute, Seoul National University) ;
  • Han, Byung-Hoon (Natural Products Research Institute, Seoul National University) ;
  • Park, Eun-Tae (College of Pharmacy, Sookmyung Womens University) ;
  • Kim, Tae-Hee (College of Pharmacy, Sookmyung Womens University)
  • Published : 1985.12.01
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Abstract

Acetyl-11-ketopomolic acid methyl ester (VI), mp 276-$278^{\circ}$ was synthesized from pomolic acid (III). The mild alkaline treatment of VI induced the opening of ring E on carbone skeleton to yield VII, and then VII was deacetylated to give VIII, mp 82-$84^{\circ}$ Compound VIII was established as 11, 19-diketo-18, 19-secoursolic acid methylester. The E-ring opening was believed to be due to regrograde aidol condensation.

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