6533b7d9fe1ef96bd126ce0f
RESEARCH PRODUCT
Neoclerodane Diterpenoids from Scutellaria pontica
And Franco PiozziNadia VassalloBenjamín RodríguezOrietta ServettazMaría C. De La TorreMaurizio BrunoMarialuisa BondìMaría-luisa Jimenosubject
Pharmacologychemistry.chemical_classificationBicyclic moleculebiologyStereochemistryOrganic ChemistryAbsolute configurationPharmaceutical ScienceEpoxidebiology.organism_classificationAnalytical Chemistrychemistry.chemical_compoundComplementary and alternative medicinechemistryDrug DiscoveryScutellariaMolecular MedicineDiterpeneChirality (chemistry)Derivative (chemistry)Lactonedescription
Seven novel neoclerodane diterpenoids, scupontins A-G, have been isolated from the Me2CO extract of the aerial parts of Scutellaria pontica (1-7), together with the known neoclerodanes scutalbin A and scutalpin M. Structures 1-7 were established by exhaustive NMR spectroscopic studies and chemical transformations. Scupontins A-D(1-4, respectively) and scupontins E (5)andF(6) possess unusual [(3¢S,3¢¢S)-3¢-[(3¢¢-acetoxybutyryl)oxy]butyryloxy and [(3¢S,3¢¢S,3¢¢¢S)- 3¢-[[3¢¢-[(3¢¢¢-hydroxybutyryl)oxy]butyryl]oxy]butyryl]oxy substituents, respectively, attached to the C-19 position of the neoclerodane framework. In the case of the 6R,7â-dibenzoate derivative 7 (scupontin G) its absolute configuration was established by the CD exciton chirality method.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 1997-04-01 | Journal of Natural Products |