Amaryllidaceae alkaloids from Narcissus pseudonarcissus L. cv. Dutch Master as potential drugs in treatment of Alzheimer's disease Author Hulcová, Daniela ∗ & ADINACO Research Group, Department of Pharmaceutical Botany, Faculty of Pharmacy, Charles University, Heyrovského 1203, 500 05, Hradec Králové, Czech & Department of Pharmacognosy, Faculty of Pharmacy, Charles University, Heyrovského 1203, 500 05, Hradec Králové, Czech Republic Author Maříková, Jana Author Korábečný, Jan Author Hošťálková, Anna Author Jun, Daniel Author Kuneš, Jiří Author Chlebek, Jakub Author Opletal, Lubomír Author Simone, Angela De Author Nováková, Lucie Author Andrisano, Vincenza Author Růžička, Aleš Author Cahlíková, Lucie text Phytochemistry 2019 2019-09-30 165 1 9 http://dx.doi.org/10.1016/j.phytochem.2019.112055 journal article 286710 10.1016/j.phytochem.2019.112055 38410415-c902-4071-9cb0-b77f32823623 1873-3700 10483285

Table 2 h AChE, h BuChE, POP and GSK-3β inhibitory activities of the tested Amaryllidaceae alkaloids isolated from Narcissus pseudonarcissus cv. Dutch Master expressed as IC50.

Compound	h AChE IC (μM) a 50	h BuChE IC (μM) a 50	SI for h AChE b	POP IC a (μM) 50	GSK-3β (% inhib.) c	GSK-3β IC a (μM) 50
a Compound concentration required to decrease enzyme activity by 50%; the values are the mean ± SEM of three independent measurements, each performed in triplicate; b Selectivity index (SI) for h AChE is determined as ratio h BuChE IC / h AChE IC; c tested at 10 μM compound concentration; n.d. stands for not determined.
Homolycorine (1)	64 ± 4	151 ± 20	2.4	173 ± 41	54 ± 1	n.d.
Masonine (2)	305 ± 34	229 ± 24	0.8	314 ± 34	66 ± 4	27.9 ± 0.8
Seco-isopowellaminone (3)	294 ± 33	> 500	> 1.7	> 500	38 ± 1	n.d.
O -Ethyllycorenine (4)	> 500	> 500	n.d.	> 500	58 ± 3	n.d.
N -Demethylmasonine (5)	> 500	474 ± 13	<0.9	> 500	n.d.	n.d.
Narcimatuline (6)	489 ± 60	5.9 ± 0.2	0.01	29.2 ± 1.0	67 ± 3	20.7 ± 2.4
O -Acetylpluviine (7)	> 500	> 500	n.d.	n.d.	n.d.	n.d.
Tazettine (8)	> 500	> 500	n.d.	> 500	49 ± 0	n.d.
Galanthine (9)	606 ± 60	> 500	> 1.7	> 500	26 ± 7	n.d.
Galanthamine (10)	1.7 ± 0.1	42.3 ± 1.3	24.9	> 500	n.d.	n.d.
Narwedine (11)	281 ± 34	911 ± 69	3.2	907 ± 87	n.d.	n.d.
Caranine (12)	321 ± 42	487 ± 55	1.5	> 1000	58 ± 9	30.8 ± 0.3
Lycoraminone (13)	> 500	> 500	n.d.	n.d.	39 ± 1	n.d.
Lycoramine (14)	456 ± 57	> 500	> 1.1	> 500	n.d.	n.d.
O -Methyllycorenine (15)	> 500	> 500	n.d.	> 500	n.d.	n.d.
Lycorenine (16)	> 500	> 500	n.d.	> 500	48 ± 3	n.d.
Oduline (17)	> 500	> 500	n.d.	252 ± 27	58 ± 4	n.d.
Haemanthamine (18)	> 500	> 500	n.d.	> 500	52 ± 0	n.d.
Tetrahydromasonine (19)	> 500	> 500	n.d.	> 500	22 ± 0	n.d.
Hippeastrine (20)	> 500	> 500	n.d.	> 500	11 ± 2	n.d.
Crinine (21)	> 500	> 500	n.d.	> 500	40 ± 5	n.d.
Epimaritidine (22)	> 500	> 500	n.d.	n.d.	n.d.	n.d.
Huperzine A c	0.033 ± 0.001	> 500	> 15.151	n.d.	n.d.	n.d.
Berberine c	n.d.	n.d.	n.d.	142 ± 21	n.d.	n.d.
Z -Pro-prolinal c	n.d.	n.d.	n.d.	2.75 × 10−3	n.d.	n.d.
SB-415286 c	n.d.	n.d.	n.d.	n.d.	n.d.	70 nM