7-O-6'-O-malonylcachinesidic acid, a new macrocyclic iridoid ester of malonic acid from the Tunisian plant Ajuga pseudoiva.
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.
Chaari
Atef
A
Laboratoire de Chimie des Substances Naturelles et de Synthèse Organique, Faculté des Sciences de Monastir, 5000 Monastir, Tunisia.
Jannet
Hichem Ben
HB
Mighri
Zine
Z
Lallemand
Marie-Christine
MC
Kunesch
Nicole
N
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
C458580:7-O-6'-O-malonylcachinesidic acid; C458579:7-O-6'-O-malonylcachinesidic acid, triacetyl derivative; D005960:Glucosides; D008314:Malonates