6533b828fe1ef96bd1288c92

RESEARCH PRODUCT

Rearranged abietane diterpenoids from the root of two Teucrium species

María C. De La TorreMaurizio BrunoMaurizio BrunoMaria J. Sexmero CuadradoGiuseppe SavonaGiuseppe SavonaFranco PiozziFranco PiozziBenjamín Rodríguez

subject

biologyStereochemistryPlant ScienceGeneral MedicineHorticulturebiology.organism_classificationBiochemistryTeucrium poliumfood.foodTeucriumFerruginolchemistry.chemical_compoundfoodchemistryDiterpeneMolecular BiologyAbietane

description

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.

https://doi.org/10.1016/0031-9422(92)83131-h