title: Flavonoid glycosides from Adina racemosa and their inhibitory activities on eukaryotic protein synthesis.
abstract: From the dried leaves, flowers, and twigs of Adina racemosa, five new flavonoid glycosides, quercetin 3-O-alpha-l-rhamnopyranosyl(1-->6)-(3-O-trans-p-coumaroyl)-beta-d-galactopyranoside (1), quercetin 3-O-alpha-l-rhamnopyranosyl(1-->6)-[(4-O-trans-p-coumaroyl)-alpha-l-rhamnopyranosyl(1-->2)]-(4-O-trans-p-coumaroyl)-beta-d-galactopyranoside (2), kaempferol 3-O-alpha-l-rhamnopyranosyl(1-->6)-[(4-O-trans-p-coumaroyl)-alpha-l-rhamnopyranosyl(1--> 2)]-(4-O-trans-p-coumaroyl)-beta-d-galactopyranoside (3), quercetin 3-O-alpha-l-rhamnopyranosyl(1-->6)-[(4-O-trans-p-coumaroyl)-alpha-l-rhamnopyranosyl(1-->2)]-(3-O-trans-p-coumaroyl)-beta-d-galactopyranoside (4), and quercetin 3-O-alpha-l-rhamnopyranosyl(1-->6)-[(4-O-trans-caffeoyl)-alpha-l-rhamnopyranosyl(1-->2)]-(3-O-trans-p-coumaroyl)-beta-d-galactopyranoside (5), and eight known compounds were isolated. The structures of the new compounds were determined by spectroscopic and chemical means. Their inhibitory activities on protein synthesis were assessed. The new glycosides were found to be inhibitors of eukayrotic, but not prokaryotic, protein synthesis.
authors.affiliation: Kobe Pharmaceutical University, Higashinada-ku, Kobe 658-8558, Japan.
authors.forename: Atsuko
authors.initials: A
authors.lastname: Itoh
authors.forename: Takao
authors.initials: T
authors.lastname: Tanahashi
authors.forename: Naotaka
authors.initials: N
authors.lastname: Nagakura
authors.forename: Yukiko
authors.initials: Y
authors.lastname: Takenaka
authors.forename: Cheng-Chang
authors.initials: CC
authors.lastname: Chen
authors.forename: Jerry
authors.initials: J
authors.lastname: Pelletier
mesh_terms: D005057:Eukaryotic Cells / Q000187:drug effects; D005419:Flavonoids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D035264:Flowers / Q000737:chemistry; D006027:Glycosides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D018515:Plant Leaves / Q000737:chemistry; D011387:Prokaryotic Cells / Q000187:drug effects; D011500:Protein Synthesis Inhibitors / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D012270:Ribosomes / Q000187:drug effects / Q000502:physiology; D019666:Rubiaceae / Q000737:chemistry*; D013237:Stereoisomerism; D013624:Taiwan
chemical_list: D005419:Flavonoids; D006027:Glycosides; D011500:Protein Synthesis Inhibitors