6533b855fe1ef96bd12afec3

RESEARCH PRODUCT

New Alkaloids of the Sarpagine Group from Rauvolfia serpentina Hairy Root Culture

Irina GerasimenkoY. V. SheludkoHeinz KolshornJoachim Stöckigt

subject

Monoterpenoid Indole AlkaloidsStereochemistryPharmaceutical SciencePharmacognosyPlant RootsRauwolfiaIndole AlkaloidsAnalytical ChemistryRauvolfia serpentinaDrug DiscoveryNuclear Magnetic Resonance BiomolecularPharmacologyFolk medicinePlants MedicinalMolecular StructurebiologyApocynaceaeChemistryAlkaloidOrganic ChemistryStereoisomerismbiology.organism_classificationSecologanin Tryptamine AlkaloidsTerpenoidComplementary and alternative medicineHairy root cultureMolecular MedicineChromatography Thin LayerRhizobium

description

Three new monoterpenoid indole alkaloids, 19(S),20(R)-dihydroperaksine (1), 19(S),20(R)-dihydroperaksine-17-al (2), and 10-hydroxy-19(S),20(R)-dihydroperaksine (3), along with 16 known alkaloids 4-19 were isolated from hairy root culture of Rauvolfia serpentina, and their structures were elucidated by 1D and 2D NMR analyses. Taking into account the stereochemistry of the new alkaloids and results of preliminary enzymatical studies, the putative biosynthetical relationships between the novel alkaloids are discussed.

https://doi.org/10.1021/np0200919