title: n-Octyl α-L-rhamnopyranosyl-(1→2)-β-D-glucopyranoside derivatives from the glandular trichome exudate of Geranium carolinianum.
abstract: Chemical investigation of the glandular trichome exudate from Geranium carolinianum L. (Geraniaceae) led to the characterization of unique disaccharide derivatives, n-octyl 4-O-isobutyryl-α-L-rhamnopyranosyl-(1→2)-6-O-isobutyryl-β-D-glucopyranoside (1), n-octyl 4-O-isobutyryl-α-L-rhamnopyranosyl-(1→2)-6-O-(2-methylbutyryl)-β-D-glucopyranoside (2) and n-octyl 4-O-(2-methylbutyryl)-α-L-rhamnopyranosyl-(1→2)-6-O-isobutyryl-β-D-glucopyranoside (3), named caroliniasides A-C, respectively. These structures were determined by spectral means. n-Alkyl glycoside derivatives have been isolated from the glandular trichome exudates for the first time. This rare type of secondary metabolites could be applicable to chemotaxonomic perspective because they are found in glandular trichome exudates of plants belonging to the genus Geranium, according to our studies.
authors.affiliation: Department of Chemistry and Materials Science, Tokyo Institute of Technology, Meguro, Tokyo, Japan.
authors.forename: Teigo
authors.initials: T
authors.lastname: Asai
authors.forename: Takaomi
authors.initials: T
authors.lastname: Sakai
authors.forename: Kiyoshi
authors.initials: K
authors.lastname: Ohyama
authors.forename: Yoshinori
authors.initials: Y
authors.lastname: Fujimoto
mesh_terms: D004187:Disaccharides / Q000737:chemistry* / Q000302:isolation & purification; D031315:Geranium / Q000737:chemistry*; D006027:Glycosides / Q000737:chemistry* / Q000302:isolation & purification; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D053147:Plant Exudates / Q000737:chemistry
chemical_list: D004187:Disaccharides; D006027:Glycosides; D053147:Plant Exudates; C561256:caroliniaside A; C561254:caroliniaside B