Studies on terpenoids and steroids-2. Structures of two new tri- and tetra-oxygenated D:A-friedo-oleanan triterpenes from kokoona zeylanica

A. A. Leslie Gunatilaka, N. P. Dhammika Nanayakkara

Research output: Contribution to journalArticle

12 Scopus citations

Abstract

The two D:A-friedo-oleanane triterpenes kokzeylanol and kokzeylanonol isolated from the inner bark of Kokoona zeylanica have been characterized as 6β,27-dihydroxy-D:A -friedo-olean-3-one and 6β,27-dihydroxy-D:A-friedo-olean-3,21-dione, respectively, by the deoxygenation of their 27-acetoxy derivatives using lithium-ethylenediamine reduction coupled with spectroscopic and irradiation methods. Kokzeylanonol represents the first tetra-oxygenated D:A-friedo-oleanane triterpene obtained from a nautral source. Significance of some of these D:A-friedo-oleananes in the biosynthesis of quinonoid triterpenes in Celastraceae is discussed.

Original languageEnglish (US)
Pages (from-to)805-809
Number of pages5
JournalTetrahedron
Volume40
Issue number4
DOIs
StatePublished - 1984
Externally publishedYes

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ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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