title: 6S,8R-Stereochemistry of the C27- and C29-alkane-6,8-diols isolated from three compositae flowers.
abstract: The Deltadelta (deltaS-deltaR) values for the C-1 methyl 1H signals in the 1H-NMR spectroscopy of the bis-MTPA esters of four synthetic stereoisomers of alkane-6,8-diols, viz., bis-MTPA esters of (6S,8R)-C27- (1a) and C29- (3a) (Deltadelta = -0.05 ppm), (6R,8S)-C27- (2a) and C29- (4a) (Deltadelta = +0.05 ppm), (6S,8S)-C27- (5a) (Deltadelta = -0.01 ppm), and (6R,8R)-C27- (6a) (Deltadelta = +0.01 ppm) alkane-6,8-diols, made it possible to differentiate unequivocally among the four stereoisomers. This allowed the determination of the (6S,8R)-stereochemistry (Deltadelta = -0.05 ppm for the bis-MTPA esters) for the natural C27- and C29-alkane-6,8-diols isolated from the flowers of three Compositae plants, Carthamus tinctorius, Cynara cardanclus, and Taraxacum platycarpum.
authors.affiliation: College of Science and Technology, Nihon University, Tokyo, Japan.
authors.forename: M
authors.initials: M
authors.lastname: Ukiya
authors.forename: T
authors.initials: T
authors.lastname: Akihisa
authors.forename: S
authors.initials: S
authors.lastname: Motohashi
authors.forename: K
authors.initials: K
authors.lastname: Yasukawa
authors.forename: Y
authors.initials: Y
authors.lastname: Kimura
authors.forename: Y
authors.initials: Y
authors.lastname: Kasahara
authors.forename: M
authors.initials: M
authors.lastname: Takido
authors.forename: N
authors.initials: N
authors.lastname: Tokutake
mesh_terms: D000473:Alkanes / Q000737:chemistry*; D019659:Asteraceae / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D013237:Stereoisomerism
chemical_list: D000473:Alkanes