Isolation of high purity 1-[2',4'-dihydroxy-3',5'-di-(3"-methylbut-2"-enyl)-6'-methoxy] phenylethanone from Acronychia pedunculata (L.) Miq. by high-speed counter-current chromatography.
Following an initial clean-up step on silica, high-speed counter-current chromatography (HSCCC) was used to purify an aryl ketone, 1-[2',4'-dihydroxy-3',5'-di-(3"-methylbut-2"-enyl)-6'-methoxy] phenylethanone from an extract of the stem bark of the shrub Acronychia pedunculata. The two-phase solvent system used was composed of n-heptane-ethyl acetate-methanol-water at an optimized volume ratio of 4:1:4:1 (v/v/v/v). Target compound (58.1 mg) with a purity of 98.9% was obtained after HSCCC of 183.5 mg sample with a purity of 35.7% recovered after the silica clean-up step. Identification of the target compound was performed by 1H NMR, 13C NMR, two-dimensional NMR and LC-electrospray ionization MS.
Han
Xiao
X
Department of Surface Biotechnology, Uppsala Biomedical Centre, Uppsala University, PO Box 577, SE-751 23 Uppsala, Sweden.
Pathmasiri
Wimal
W
Bohlin
Lars
L
Janson
Jan-Christer
JC
D000475:Alkenes / Q000302:isolation & purification*; D002073:Butanes / Q000302:isolation & purification*; D003377:Countercurrent Distribution / Q000379:methods*; D051546:Cyclooxygenase 2; D052246:Cyclooxygenase 2 Inhibitors; D016861:Cyclooxygenase Inhibitors / Q000302:isolation & purification* / Q000494:pharmacology; D007527:Isoenzymes / Q000187:drug effects; D009682:Magnetic Resonance Spectroscopy; D011451:Prostaglandin-Endoperoxide Synthases / Q000187:drug effects; D027821:Rutaceae / Q000737:chemistry*; D021241:Spectrometry, Mass, Electrospray Ionization
C488656:1-(2',4'-dihydroxy-3',5'-di-(3''-methylbut-2''-enyl)-6'-methoxy) phenylethanone; D000475:Alkenes; D002073:Butanes; D052246:Cyclooxygenase 2 Inhibitors; D016861:Cyclooxygenase Inhibitors; D007527:Isoenzymes; D051546:Cyclooxygenase 2; D011451:Prostaglandin-Endoperoxide Synthases