6-Hydroxy- and 6-methoxy-β-carbolines as acetyl- and butyrylcholinesterase inhibitors

Bioorganic & Medicinal Chemistry Letters
2006.0

Abstract

In the course of studies directed toward the discovery of novel acetyl- and butyrylcholinesterase (AChE and BChE) inhibitors for the treatment of Alzheimer's disease, we focused on beta-carbolines (BCs). 6-Oxygenated beta-carboline and beta-carbolinium derivatives based on the serotonin template were synthesized and tested in vitro for their ability to inhibit AChE and BChE, respectively. Particularly the carbolinium salts, which can be formed by intracerebral methylation out of the tertiary-BC prodrugs, show inhibitory activity levels reaching those of galantamine, physostigmine, and rivastigmine.

Knowledge Graph

Similar Paper

6-Hydroxy- and 6-methoxy-β-carbolines as acetyl- and butyrylcholinesterase inhibitors
Bioorganic & Medicinal Chemistry Letters 2006.0
Nostocarboline:  Isolation and Synthesis of a New Cholinesterase Inhibitor from<i>Nostoc</i>78-12A
Journal of Natural Products 2005.0
Novel tetrahydrocarbazole benzyl pyridine hybrids as potent and selective butryl cholinesterase inhibitors with neuroprotective and β-secretase inhibition activities
European Journal of Medicinal Chemistry 2018.0
Synthesis and biological activity of galanthamine derivatives as acetylcholinesterase (AChE) inhibitors
Bioorganic &amp; Medicinal Chemistry Letters 1991.0
Bivalent β-Carbolines as Potential Multitarget Anti-Alzheimer Agents
Journal of Medicinal Chemistry 2010.0
Methyl Analogues of the Experimental Alzheimer Drug Phenserine:  Synthesis and Structure/Activity Relationships for Acetyl- and Butyrylcholinesterase Inhibitory Action
Journal of Medicinal Chemistry 2001.0
Cholinesterase Inhibitors:  Xanthostigmine Derivatives Blocking the Acetylcholinesterase-Induced β-Amyloid Aggregation
Journal of Medicinal Chemistry 2005.0
Synthesis and application of β-carbolines as novel multi-functional anti-Alzheimer’s disease agents
Bioorganic &amp; Medicinal Chemistry Letters 2017.0
Design, synthesis, and biological evaluation of selective and potent Carbazole-based butyrylcholinesterase inhibitors
Bioorganic &amp; Medicinal Chemistry 2018.0
Design, synthesis and evaluation of carbamate-modified (−)-N1-phenethylnorphysostigmine derivatives as selective butyrylcholinesterase inhibitors
Bioorganic &amp; Medicinal Chemistry Letters 2010.0