Table 1.
Compounds | R0 | R1 | R2 | R3 | R4 | R5 | R6 | R7 | DYRK1A (IC50 in μM) a | CDK1/Cyclin B (IC50 in μM) a |
Aristolactams | ||||||||||
aristolactam AII (1) | H | OH | OCH3 | H | H | H | H | H | >30 | >30 |
aristolactam BII (2) | H | OCH3 | OCH3 | H | H | H | H | H | >30 | >30 |
velutinam (3) | H | OCH3 | OCH3 | H | H | H | OH | H | 0.6 | 1.5 |
aristolactam AIIIA (4) | H | OH | OCH3 | H | OH | H | H | H | 0.08 | 0.2 |
N-Methylaporphines | ||||||||||
(+)-corydine (6) | H | OCH3 | OH | OCH3 | OCH3 | H | H | CH3 | >30 | >30 |
(−)-roemerine (7) | H | O-CH2-O | H | H | H | H | CH3 | 15.0 | >30 | |
(+)-bulbocapnine (9) | H | O-CH2-O | OH | OCH3 | H | H | CH3 | >30 | >30 | |
(+)-N-methyllindcarpine (10) | H | OH | OCH3 | OH | OCH3 | H | H | CH3 | >30 | >30 |
(+)-boldine (16) | H | OH | OCH3 | H | OCH3 | OH | H | CH3 | >30 | >30 |
Aporphines | ||||||||||
(+)-actinodaphnine (11) | H | O-CH2-O | H | OCH3 | OH | H | H | >30 | >30 | |
(+)-11-methoxynorneolistine (12) | H | O-CH2-O | OCH3 | O-CH2-O | H | H | 2.5 | >30 | ||
(−)-O-methylisopiline (14) | OCH3 | OCH3 | OCH3 | H | H | H | H | H | >30 | >30 |
(+)-N-nornuciferine (15) | H | OCH3 | OCH3 | H | H | H | H | H | 4.2 | >30 |
Oxo-aporphines | ||||||||||
liriodenine (8) | H | O-CH2-O | H | H | H | H | - | 3.1 | >30 | |
lysicamine (13) | H | OCH3 | OCH3 | H | H | H | H | - | 2.4 | >30 |
Other | ||||||||||
(−)-medioresinol (5) | 0.1 | 1.3 | ||||||||
6-bromoindirubin-3'-monoxime b | 0.52 | 0.32 |
a IC50 are mean values from triplicates (the variation is a maximum of 20%); b positive control; IC50 = 3 µg/mL on CDK1-CyclinB for G. dumontetii EtOAc extract, and IC50 = 3.6 and 1.0 μg/mL on DYRK1A for O. asbeckii EtOAc extract and S. pachyantha total alkaloid extract, respectively.