Acetylcholinesterase and Butyrylcholinesterase Inhibitory Compounds from Chelidonium majus (Papaveraceae)

0436956 - ÚCHP 2015 RIV US eng J - Journal Article
Cahlíková, L. - Opletal, L. - Kurfürst, Milan - Macáková, K. - Kulhánková, A. - Hošťálková, A.
Acetylcholinesterase and Butyrylcholinesterase Inhibitory Compounds from Chelidonium majus (Papaveraceae).
Natural Product Communications. Roč. 5, č. 11 (2010), 1751-1754. ISSN 1934-578X. E-ISSN 1555-9475
Institutional research plan: CEZ:AV0Z40720504
Keywords : chelidonium majus * papaveraceae * isoquinoline alkaloids
Subject RIV: CI - Industrial Chemistry, Chemical Engineering
Impact factor: 0.894, year: 2010

The roots and aerial parts of Chelidonium majus L were extracted with EtOH and fractionated using CHCl(3) and EtOH Repeated column chromatography, preparative TLC and crystallization led to the isolation of five isoquinoline alkaloids stylopine (3), chelidonine (4), homochelidonine (5), protopine (6), and allocryptopine (7), along with two isolation artifacts 6-ethoxydihydrosanguinarine (1) and 6-ethoxydihydrochelerythrine (2) All isolated compounds were tested for human blood acetylcholinesterase (HuAChE) and human plasma butyrylcholinesterase (HuBuChE) inhibitory activity The isolation artifacts exhibited the highest activity against HuAChE and HuBuChE with IC(50) values of 0 83 +/- 0 04 mu M and 4 20 +/- 0 19 mu M for 6-ethoxydihydrochelerythrine and 3 25 +/- 0 24 mu M and 4 51 +/- 0 31 mu M for 6-ethoxydihydrosanguinarine The most active of the naturally-occurring alkaloids was chelidonine, which inhibited both HuAChE and HuBuChE in a dose-dependent manner with IC(50) values of 26 8 +/- 1 2 mu M and 31 9 +/- 1 4 mu M, respectively.
Permanent Link: http://hdl.handle.net/11104/0240551