title: 7-O-6'-O-malonylcachinesidic acid, a new macrocyclic iridoid ester of malonic acid from the Tunisian plant Ajuga pseudoiva.
abstract: A new iridoid glucoside, 7-O-6'-O-malonylcachinesidic acid (1), was isolated from the leaves of Ajuga pseudoiva and characterized as its triacetyl derivative (1a). Its structure was established by spectroscopic methods and showed an unusual feature, in which an alcoholic function of the iridoid moiety and the primary alcohol of a glucopyranose unit form a 13-membered heterocycle with malonic acid.
authors.affiliation: Laboratoire de Chimie des Substances Naturelles et de Synthèse Organique, Faculté des Sciences de Monastir, 5000 Monastir, Tunisia.
authors.forename: Atef
authors.initials: A
authors.lastname: Chaari
authors.forename: Hichem Ben
authors.initials: HB
authors.lastname: Jannet
authors.forename: Zine
authors.initials: Z
authors.lastname: Mighri
authors.forename: Marie-Christine
authors.initials: MC
authors.lastname: Lallemand
authors.forename: Nicole
authors.initials: N
authors.lastname: Kunesch
mesh_terms: D002855:Chromatography, Thin Layer; D005960:Glucosides / Q000737:chemistry / Q000302:isolation & purification*; D019686:Lamiaceae / Q000737:chemistry*; D008314:Malonates / Q000737:chemistry / Q000302:isolation & purification*; D008968:Molecular Conformation; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D018515:Plant Leaves / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry*; D021241:Spectrometry, Mass, Electrospray Ionization; D017550:Spectroscopy, Fourier Transform Infrared; D014416:Tunisia
chemical_list: C458580:7-O-6'-O-malonylcachinesidic acid; C458579:7-O-6'-O-malonylcachinesidic acid, triacetyl derivative; D005960:Glucosides; D008314:Malonates