Studies on terpenoids and steroids - 18 balaenonol, balaenol and isobalaendiol: Three new 14(15)-ene-quinone-methide triterpenoids from cassine balae

H. Chandrasiri Fernando, A. A. Leslie Gunatilaka, Yasuhiro Tezuka, Tohru Kikuchi

Research output: Contribution to journalArticle

12 Scopus citations

Abstract

The three new 14(15)-ene-quinone-methide triterpenoids, balaenonol, balaenol and isobalaendiol, isolated from Cassine balae have been shown to be 3,21β-dihydroxy-2,22-dioxo-3,5,7,10(1),14(15)-pentaen-(14→15)-D:A-friedo-24,29-dinoroleanane (1), 3,21β-dihydroxy-2-oxo-3,5,7,10(1),14(15)-pentaen-(14→15)-D:A-friedo-24,29-dinoroleanane (2) and 3,21β,22β-trihydroxy-2-oxo-3,5,7,10(1),14(15)-pentaen-(14→15)-D:A-friedo-24,30-dinoroleanane (3), respectively, on the basis of spectroscopic evidence. The possible biosynthetic origin of these 14(15)-ene-quinone-methides from pristimerin is discussed.

Original languageEnglish (US)
Pages (from-to)5867-5876
Number of pages10
JournalTetrahedron
Volume45
Issue number18
DOIs
StatePublished - 1989
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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