title: Occurrence of C-glucoside of resveratrol oligomers in Hopea parviflora.
abstract: Investigation of the highly polar chemical constituents in the stem of Hopea parviflora (Dipterocarpaceae) resulted in the isolation of four new resveratrol derivatives, hopeasides A and B (1, 2) (resveratrol pentamers), C (3) (resveratrol trimer), and D (4) (resveratrol dimer) together with nine known resveratrol oligomers (5-13). The new structures have a common partial structure of the 1-hydroxy-1-(3,5-dihydroxy-2-C-glucopyranosylphenyl)-2-(4-hydroxyphenyl)ethane-2-yl group after oxidative condensation of (E)-resveratrol-10-C-β-glucopyranoside (14). The structures were determined by spectroscopic analysis including 2D-NMR and computer-aided molecular modeling. The biogenetic relationship of the isolates and NMR characteristics caused by steric hindrance are also discussed in this paper.
authors.affiliation: Laboratory of Pharmacognosy, Gifu Pharmaceutical University, Gifu, Japan.
authors.forename: Naohito
authors.initials: N
authors.lastname: Abe
authors.forename: Tetsuro
authors.initials: T
authors.lastname: Ito
authors.forename: Masayoshi
authors.initials: M
authors.lastname: Oyama
authors.forename: Ryuichi
authors.initials: R
authors.lastname: Sawa
authors.forename: Yoshikazu
authors.initials: Y
authors.lastname: Takahashi
authors.forename: Veliah
authors.initials: V
authors.lastname: Chelladurai
authors.forename: Munekazu
authors.initials: M
authors.lastname: Iinuma
mesh_terms: D053958:Dipterocarpaceae / Q000737:chemistry*; D005960:Glucosides / Q000737:chemistry* / Q000302:isolation & purification; D024301:Plant Bark / Q000737:chemistry*; D010936:Plant Extracts / Q000737:chemistry* / Q000302:isolation & purification; D000077185:Resveratrol; D013267:Stilbenes / Q000737:chemistry*
chemical_list: D005960:Glucosides; D010936:Plant Extracts; D013267:Stilbenes; D000077185:Resveratrol