MARRUBINONE-A AND MARRUBINONE-B, NEW LABDANE DITERPENOIDS FROM MARRUBIUM-ASTRACANICUM (LABIATAE)


IIDA A., TANAKA Y., MIHARA T., TABATA M., HONDA G., SHINGU T., ...More

CHEMICAL & PHARMACEUTICAL BULLETIN, vol.43, no.9, pp.1454-1457, 1995 (Journal Indexed in SCI) identifier

  • Publication Type: Article / Article
  • Volume: 43 Issue: 9
  • Publication Date: 1995
  • Title of Journal : CHEMICAL & PHARMACEUTICAL BULLETIN
  • Page Numbers: pp.1454-1457

Abstract

Two new labdane diterpenoids, marrubinones A (1) and B (2), were isolated from aerial parts of Marrubium astracanicum collected in Turkey. Compounds 1 and 2 were mostly characterized by two-dimensional NMR. For determination of the absolute configuration, the modified Mosher's method was applied to the 12-hydroxy forms of 1 and 2. Compounds 1 and 2 are pentacyclic diterpenoids, which differ from each other only in the stereochemistry at C-13, and they were identified as 9 alpha,13S:15,16-diepoxy-12-oxo-14-labden-19,6 beta-olide and 9 alpha,13R:15,16-diepoxy-12-oxo-14-labden-19,6 beta-olide, respectively.