Absolute configuration of a tetrahydrophenanthrene from Heliotropium ovalifolium by LC-NMR of its Mosher esters.
A new tetrahydrophenanthrene (1, (1R,2R)-1-hydroxy-2-methoxy-6,9-dimethyl-2,3-dihydrophenanthren-4(1H)-one (heliophenanthrone)) has been isolated from the aerial parts of Heliotropium ovalifolium. Its structure was elucidated on the basis of spectroscopic data, and the absolute configuration of the asymmetric centers was determined from LC-NMR data of the Mosher ester derivatives.
Guilet
David
D
Institut de Pharmacognosie et Phytochimie, Université de Lausanne, BEP, CH-1015 Lausanne, Switzerland.
Guntern
Alain
A
Ioset
Jean-Robert
JR
Queiroz
Emerson F
EF
Ndjoko
Karine
K
Foggin
Chris M
CM
Hostettmann
Kurt
K
D004952:Esters / Q000737:chemistry; D028162:Heliotropium / Q000737:chemistry*; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010616:Phenanthrenes / Q000737:chemistry* / Q000302:isolation & purification*; D010946:Plants, Medicinal / Q000737:chemistry*; D015030:Zimbabwe
D004952:Esters; D010616:Phenanthrenes; C473999:heliophenanthrone