8-hydroxydihydrochelerythrine and 8-hydroxydihydrosanguinarine with a potent acetylcholinesterase inhibitory activity from Chelidonium majus L.
Ethanol extract of the aerial portion of Chelidonium majus L. inhibited acetylcholinesterase (AChE) activity without a significant inhibition of butyrylcholinesterase (BuChE). Using mass spectrometry and NMR studies, three active constituents were isolated and identified: 8-hydroxydihydrochelerythrine (1), 8-hydroxydihydrosanguinarine (2), and berberine (3). Compounds 1-3 showed potent inhibitory activity against AChE, with IC50 (microM) values of 0.61-1.85. Compound 1 exhibited competitive and selective inhibition for AChE.
Cho
Kyung-Mi
KM
Korea Research Institute of Bioscience and Biotechnology, Daejeon, Korea.
Yoo
Ick-Dong
ID
Kim
Won-Gon
WG
D000110:Acetylcholinesterase / Q000378:metabolism; D001599:Berberine / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D002091:Butyrylcholinesterase / Q000378:metabolism; D028281:Chelidonium / Q000737:chemistry*; D002725:Chloroform / Q000737:chemistry; D002800:Cholinesterase Inhibitors / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D002845:Chromatography / Q000379:methods; D004305:Dose-Response Relationship, Drug; D000431:Ethanol / Q000737:chemistry; D029001:Herbal Medicine; D006576:Heterocyclic Compounds, 4 or More Rings / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D000432:Methanol / Q000737:chemistry; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular / Q000379:methods; D035261:Plant Components, Aerial / Q000737:chemistry; D010936:Plant Extracts / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D011083:Polycyclic Compounds / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology
C517197:8-hydroxydihydrochelerythrine; C517196:8-hydroxydihydrosanguinarine; D002800:Cholinesterase Inhibitors; D006576:Heterocyclic Compounds, 4 or More Rings; D010936:Plant Extracts; D011083:Polycyclic Compounds; D001599:Berberine; D000431:Ethanol; D002725:Chloroform; D000110:Acetylcholinesterase; D002091:Butyrylcholinesterase; D000432:Methanol