Synthesis and in vitro evaluation of new tacrine derivates-bis-alkylene linked 7-MEOTA

Letters in Organic Chemistry

Volumn 7, Issue 4, 2010, Pages 327-331

  Korabecny, Jan ^a,b   Holas, Ondrej ^a,b   Musilek, Kamil ^a   Pohanka, Miroslav ^d   Opletalova, Veronika ^b   Dohnal, Vlastimil ^c   Kuca, Kamil ^a,d  

^a UNIVERSITY OF DEFENCE   (Czech Republic)

^b Charles University in Prague Faculty of Pharmacy   (Czech Republic)

^c J E PURKINJE UNIVERSITY   (Czech Republic)

^d UNIVERSITY OF DEFENCE   (Czech Republic)

Author keywords

Acetylcholinesterase; Alzheimer's disease; Butyrylcholinesterase; Inhibition selectivity; Tacrine

Indexed keywords

EID: 77951493772     PISSN: 15701786     EISSN: None     Source Type: Journal    
DOI: 10.2174/157017810791130540     Document Type: Article

References (16)

1. Walsh, D. M.; Selkoe, D. J. Deciphering the molecular basis of memory failure in Alzheimer's disease. Neuron. 2004, 44, 181.
2. Selkoe, D. Alzheimer's disease: genes, proteins, and therapy. J. Phys. Rev. 2001, 81, 741.
3. Tariot, P. N.; Federoff, H. J. Current treatment for Alzheimer disease and future prospects. Alzheimer Dis. Assoc. Disord. 2003, 17, 105-113.
4. Perry, E. K.; Perry, R. H.; Blessed, G.; Tomlinson, B. E. Necropsy evidence of central cholinergic deficits in senile dementia. Lancet 1977, 1, 189.
5. Coyle, J. T.; Price, D. T.; DeLong, M. R. Alzheimer's disease: a disorder of cortical cholinergic innervation. Science 1983, 219, 1184.
6. Marx, J. L. Alzheimer's drug trial put on hold. Science 1987, 238, 1041.
7. Ames, D. J.; Bhathal, P. S.; Davies, B. M.; Fraser, J. R. E. Hepatotoxicity of tetrahydroacridine. Lancet 1988, 1, 887.
8. Patocka, J. Anticholinesterase activity of 9-amino-7-methoxy- 1,2,3,4-tetrahydroacridine and some derivatives and analogues. Sbornik Ved. Prac. VLVDU Hradec Kralove 1986, 102, 123.
9. Patocka, J. Anticholinesterase properties of 9-amino-7-methoxy- 1,2,3,4-tetrahydroacridine. Sbornik Ved. Prac. VLVDU Hradec Kralove 1988, 108, 51.
10. Bajgar, J.; Fusek, J.; Patocka, J.; Hrdina, V. In vivo kinetics of blood cholinesterase inhibition by 9-amino-1, 2, 3, 4-tetrahydroacridine, its 7-methoxy derivative and physostigmine in rats. Physiol. Bohemoslov. 1979, 28, 31.
11. Pang, Y.-P.; Hong, F.; Quiram, P.; Jelacic, T.; Brimijon, S. Synthesis of alkylene linked bis-THA and alkylene linked benzyl-THA as highly potent and selective inhibitors and molecular probes of acetylcholinesterase. J. Chem. Soc. Perkin Trans. 1, 1997, 171.
12. Bielavsky, J. Analogues of 9-amino-1,2,3,4-tetrahydroacridine. Collect Czech Chem. Commun., 1977, 42(9), 2802.
13. Pohanka, M.; Jun, D.; Kuca, K. Improvement of acetylcholinesterase-based assay for organophosphates in way of identification by reactivators. Talanta 2008, 77(1), 451.
14. Zhao, Y.; Li, W.; Chow, PC.; Lau, DT.; Lee, NT.; Pang, Y.; Zhang, X.; Wang, X.; Han. Y. Bis(7)-tacrine, a promising anti-Alzheimer's dimer, affords dose- and time-dependent neuroprotection against transient focal cerebral ischemia. Neurosci. Lett., 2008, 439, 160.
15. Bolognesi, ML.; Cavalli, A.; Valgimigli, L.; Bartolini, M.; Rosini, M.; Andrisano, V.; Recanatini, M.; Melchiorre, C. Multi-targetdirected drug design strategy: from a dual binding site acetylcholinesterase inhibitor to a trifunctional compound against Alzheimer's disease. J. Med. Chem., 2007, 50, 6446.
16. Li, WM.; Kan, KK.; Carlier, PR.; Pang, YP.; Han, YF.East meets West in the search for Alzheimer's therapeutics - novel dimeric inhibitors from tacrine and huperzine A. Curr. Alzheimer Res., 2007, 4, 386.