Left, right, or both? On the configuration of the phenanthroindolizidine alkaloid tylophorine from Tylophora indica.
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.
Institute of Organic Chemistry, Johannes Gutenberg-University, Duesbergweg 10-14, Mainz, Germany.
Alexander
A
Stoye
Theodor Edmund
TE
Peez
Till
T
Opatz
D000470:Alkaloids / Q000737:chemistry*; D007212:Indolizines / Q000737:chemistry*; D015394:Molecular Structure; D010616:Phenanthrenes; D010618:Phenanthrolines / Q000737:chemistry*; D031110:Tylophora / Q000737:chemistry*
D000470:Alkaloids; D007212:Indolizines; D010616:Phenanthrenes; D010618:Phenanthrolines; C521640:phenanthroindolizidine; C004218:tylophorine