Rearranged abietane diterpenoids from the root of two Teucrium species

Abstract

From the root of Teucrium fruticans, two new rearranged abietane diterpenoids, teuvincenones F and G, have been isolated together with the known diterpene teuvincenone E. The acetone extract of the root of T. polium subsp. expansum yielded three previously known compounds (ferruginol and teuvincenones A and B) and two new 17(15 → 16)- abeo-abietane derivatives (teuvincenones H and I). The structures of the new diterpenoids [12,16-epoxy-11,14-dihydroxy-17(15 → 16), 18(4 → 3)- diabeo-abieta-3,5,8,11,13,15-hexaene-2,7-dione (teuvincenone F), (16 S)-12,16-epoxy-11,14-dihydroxy-17(15 → 16)- abeo-abieta-8,11,13-triene-3,7-dione (teuvincenone G), 12,16-epoxy-6,11,14-trihydroxy-17(15 → 16)- abeo-abieta-5,8,11,13,15-pentaene-3,7-dione (teuvincenone H) and 12,16-epoxy-6-hydroxy-17(15 → 16)- abeo-abieta-5,8,12,15-tetraene-3,7,11,14-tetraone (teuvincenone I)] were established by spectroscopic means and by comparison with closely related compounds.