title: Structure and absolute configuration of methyl (3R)-malonyl-(13S)-hydroxycheilanth-17-en-19-oate, a sesterterpene derivative from the roots of Aletris farinosa.
abstract: We report the isolation and structure elucidation of a new cheilanthane sesterterpene from the roots of Aletris farinosa that possesses an unusual malonate half-ester functional group. The structure of 1 was determined via mass spectrometry and 1D and 2D NMR spectroscopy, while its absolute configuration was determined via X-ray crystallographic analysis performed on its methyl ester derivative 2.
authors.affiliation: School of Chemistry and Molecular Biosciences, The University of Queensland, Brisbane 4072, Australia.
authors.forename: Victoria L
authors.initials: VL
authors.lastname: Challinor
authors.forename: Sonet
authors.initials: S
authors.lastname: Chap
authors.forename: Reginald P
authors.initials: RP
authors.lastname: Lehmann
authors.forename: Paul V
authors.initials: PV
authors.lastname: Bernhardt
authors.forename: James J
authors.initials: JJ
authors.lastname: De Voss
mesh_terms: D018360:Crystallography, X-Ray; D008968:Molecular Conformation; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D018517:Plant Roots / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry*; D054830:Sesterterpenes / Q000737:chemistry* / Q000302:isolation & purification*
chemical_list: D054830:Sesterterpenes; C582539:methyl (3R)-malonyl-(13S)-hydroxycheilanth-17-en-19-oate