Iridoid glucosides from the aerial parts of Globularia alypum L. (Globulariaceae).
From the hydromethanolic extract of the aerial parts of Globularia alypum grown in Morocco, a new chlorinated iridoid glucoside, globularioside has been isolated beside 5 known iridoid glycosides, globularin, globularicisin, globularidin, globularinin and globularimin. This is the first report of a chlorinated iridoid in G. alypum and in the Globulareaceae. Unlike all other known 7-chlorinated iridoid glucosides where the chlorine atom exhibits an alpha configuration, globularioside incorporate the chlorine atom as a 7beta substituent. The structures of the isolated compounds were established on the basis of ESI-MS, MS-MS, 1D and 2D NMR spectral analysis.
Es-Safi
Nour-Eddine
NE
Unité de Phytopharmacie et Médiateurs Chimiques, INRA, Versailles Cedex, France. nouressafi@yahoo.fr
Khlifi
Samira
S
Kollmann
Albert
A
Kerhoas
Lucien
L
El Abbouyi
Ahmed
A
Ducrot
Paul-Henri
PH
D000975:Antioxidants / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D001713:Biphenyl Compounds; D002240:Carbohydrate Sequence; D002853:Chromatography, Liquid; D005609:Free Radicals / Q000737:chemistry; D005960:Glucosides / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D039823:Iridoids / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D008969:Molecular Sequence Data; D010851:Picrates / Q000737:chemistry; D010936:Plant Extracts / Q000737:chemistry / Q000494:pharmacology; D028083:Scrophulariaceae / Q000737:chemistry*; D021241:Spectrometry, Mass, Electrospray Ionization; D013056:Spectrophotometry, Ultraviolet; D017550:Spectroscopy, Fourier Transform Infrared
D000975:Antioxidants; D001713:Biphenyl Compounds; D005609:Free Radicals; D005960:Glucosides; D039823:Iridoids; D010851:Picrates; D010936:Plant Extracts; C004931:1,1-diphenyl-2-picrylhydrazyl