Coelobillardin, an iridoid glucoside dimer from Coelospermum billardieri.
A new iridoid glucoside dimer, coelobillardin (1), was isolated from the aerial parts of Coelospermum billardieri. Its structure has been elucidated on the basis of MS and NMR data. From a biogenetic point of view, this compound, which includes a cyclobutane basic core, should be considered as a [2+2] dimerization product of (E)-10-(4-hydroxycinnamoyloxy)loganin, which is the major iridoid isolated from the plant.
Magiatis
Prokopios
P
Laboratory of Pharmacognosy, Department of Pharmacy, University of Athens, Panepistimiopolis Zografou, GR-15771 Athens, Greece.
Skaltsounis
Alexios-Leandros
AL
Tillequin
François
F
Seguin
Elisabeth
E
Cosson
Jean-Pierre
JP
D000215:Acylation; D002845:Chromatography / Q000379:methods; D003503:Cyclobutanes / Q000737:chemistry; D019281:Dimerization; D005947:Glucose / Q000737:chemistry; D006868:Hydrolysis; D039823:Iridoids / Q000737:chemistry* / Q000302:isolation & purification*; D000432:Methanol / Q000737:chemistry; D009510:New Caledonia; D019906:Nuclear Magnetic Resonance, Biomolecular / Q000379:methods; D010936:Plant Extracts; D019666:Rubiaceae / Q000737:chemistry*; D016339:Spectrometry, Mass, Fast Atom Bombardment; D013055:Spectrophotometry, Infrared; D013056:Spectrophotometry, Ultraviolet; D013237:Stereoisomerism
D003503:Cyclobutanes; D039823:Iridoids; D010936:Plant Extracts; C059516:loganin; D005947:Glucose; D000432:Methanol