6533b7cffe1ef96bd125858d

RESEARCH PRODUCT

Left, Right, or Both? On the Configuration of the Phenanthroindolizidine Alkaloid Tylophorine from Tylophora indica

Theodor Edmund PeezTill OpatzAlexander Stoye

subject

PharmacologyMolecular StructureChemistryAlkaloidOrganic ChemistryIndolizinesPharmaceutical ScienceTylophoraPhenanthrenesHigh-performance liquid chromatographyLevorotatoryAnalytical ChemistryChiral column chromatographyAlkaloidsTylophora indicaComplementary and alternative medicineDrug DiscoveryMolecular MedicineOrganic chemistryRacemic mixturePhenanthrolines

description

The alkaloid (-)-tylophorine was isolated from a sample of Tylophora indica, and the crude extract was analyzed by HPLC/MS(n) and chiral HPLC/MS. While the literature states that the naturally occurring form of this alkaloid is the R-enantiomer and that its S-antipode is usually not found in nature, we confirmed the hypothesis of Govindachari and Nagarajan that natural levorotatory tylophorine is indeed a nearly racemic mixture with a slight excess of the R-enantiomer.

https://doi.org/10.1021/np300838w