Synthesis and in vitro evaluation of N-(Bromobut-3-en-2-yl)-7-methoxy-1,2,3,4-tetrahydroacridin-9-amine as a cholinesterase inhibitor with regard to Alzheimer's disease treatment.
A new tacrine based cholinesterase inhibitor, N-(bromobut-3-en-2-yl)-7-methoxy-1,2,3,4-tetrahydroacridin-9-amine (1), was designed and synthesized to interact with specific regions of human acetylcholinesterase and human butyrylcholinesterase. Its inhibitory ability towards cholinesterases was determined and compared to tacrine (THA) and 9-amino-7-methoxy-1,2,3,4-tetrahydroacridine (7-MEOTA). The assessment of IC50 values revealed 1 as a weak inhibitor of both tested enzymes.
Department of Pharmaceutical Chemistry and Drug Control, Faculty of Pharmacy in Hradec Kralove, Charles University in Prague, Heyrovskeho 1203, 500 05 Hradec Kralove, Czech Republic. korabecny.jan@gmail.com
Jan
J
Korabecny
Kamil
K
Musilek
Ondrej
O
Holas
Eugenie
E
Nepovimova
Daniel
D
Jun
Filip
F
Zemek
Veronika
V
Opletalova
Jiri
J
Patocka
Vlastimil
V
Dohnal
Florian
F
Nachon
Jana
J
Hroudova
Zdenek
Z
Fisar
Kamil
K
Kuca
D000166:Acridines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D000544:Alzheimer Disease / Q000188:drug therapy* / Q000201:enzymology; D002091:Butyrylcholinesterase / Q000737:chemistry / Q000494:pharmacology; D002800:Cholinesterase Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D002802:Cholinesterases / Q000737:chemistry*; D004353:Drug Evaluation, Preclinical; D006575:Heterocyclic Compounds, 3-Ring / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D006801:Humans; D013619:Tacrine / Q000737:chemistry / Q000494:pharmacology
D000166:Acridines; D002800:Cholinesterase Inhibitors; D006575:Heterocyclic Compounds, 3-Ring; C556445:N-(bromobut-3-en-2-yl)-7-methoxy-1,2,3,4-tetrahydroacridin-9-amine; D013619:Tacrine; D002091:Butyrylcholinesterase; D002802:Cholinesterases