title: Hirtionosides A-C, gallates of megastigmane glucosides, 3-hydroxyoctanoic acid glucosides and a phenylpropanoid glucoside from the whole plants of Euphorbia hirta.
abstract: From the 1-BuOH-soluble fraction of a MeOH extract of Euphorbia hirta, collected in the Okinawa islands, three new megastigmane glucoside gallates, named hirtionosides A-C, 3-hydroxyoctanoic acid glucosides and a phenylpropanoid glucoside were isolated along with 15 known compounds. The structures of the new compounds were elucidated by detailed analysis of physical data, including one- and two-dimensional NMR spectra, and those of known compounds were determined by comparison of physico-chemical data with those reported in the literature. The absolute structures of the megastigmanes were determined by comparison of NMR data and Cotton effects in the CD spectra. The modified Mosher's method was applied to determine the absolute structure of the chiral center in 3-hydroxyoctanoic acid. The DPPH radical-scavenging properties of megastigmane glucoside gallates were assayed and, as expected, they showed moderate activity.
authors: Department of Pharmacognosy, Graduate School of Biomedical and Health Sciences, Hiroshima University, 1-2-3 Kasumi, Minami-ku, Hiroshima, 734-8553, Japan.
authors: Yuya
authors: Y
authors: Nomoto
authors: Sachiko
authors: S
authors: Sugimoto
authors: Katsuyoshi
authors: K
authors: Matsunami
authors: Hideaki
authors: H
authors: Otsuka
mesh_terms: D001713:Biphenyl Compounds / Q000737:chemistry; D003512:Cyclohexanones / Q000737:chemistry*; D028481:Euphorbia / Q000737:chemistry*; D016166:Free Radical Scavengers / Q000737:chemistry*; D005960:Glucosides / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D045792:Norisoprenoids / Q000737:chemistry*; D010851:Picrates / Q000737:chemistry
chemical_list: D001713:Biphenyl Compounds; D003512:Cyclohexanones; D016166:Free Radical Scavengers; D005960:Glucosides; D045792:Norisoprenoids; D010851:Picrates; C413264:megastigmane; C004931:1,1-diphenyl-2-picrylhydrazyl