title: A set of two diastereomers of cyanogenic glycosides from Passiflora quadrangularis.
abstract: A set of two diastereomers of phenylcyano glycosides, (7S)- and (7R)-phenylcyanomethyl 1'-O-alpha-L-rhamnopyranosyl-(1-->6)-beta-D-glucopyranoside (1, 2), were isolated from the methanol extract of dried vines of P. quadrangularis. The absolute configurations of the benzylic methine centers were determined mainly by the comparison of 13C NMR spectra of these compounds, prunasin (3) and sambunigrin (4), of which the last two cyanoglycosides are known to have (R)- and (S)-configurations, respectively.
authors.affiliation: Osaka University of Pharmaceutical Sciences, 4-20-1, Nasahara, Takatsuki, Osaka 569-1094, Japan.
authors.forename: Daisuke
authors.initials: D
authors.lastname: Saeki
authors.forename: Takeshi
authors.initials: T
authors.lastname: Yamada
authors.forename: Tetsuya
authors.initials: T
authors.lastname: Kajimoto
authors.forename: Osamu
authors.initials: O
authors.lastname: Muraoka
authors.forename: Reiko
authors.initials: R
authors.lastname: Tanaka
mesh_terms: D006027:Glycosides / Q000737:chemistry*; D015394:Molecular Structure; D029598:Passiflora / Q000737:chemistry*
chemical_list: C561791:(7R)-phenylcyanomethyl 1'-O-alpha-L-rhamnopyranosyl-(1-6)-beta-D-glucopyranoside; D006027:Glycosides; C007173:cyanogenic glycosides