1. Synthesis and Acetylcholinesterase Inhibitory Evaluation of Coumarin‐Linked Carbazole Derivatives.
- Author
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Tharamak, Sorachat, Wisarutwanit, Tipanan, Songoen, Weerasak, Saparpakorn, Patchreenart, and Pluempanupat, Wanchai
- Subjects
CARBAZOLE derivatives ,ACETYLCHOLINESTERASE ,CARBAZOLE ,PIPERAZINE ,ACETYLCHOLINESTERASE inhibitors ,MOLECULES ,ALZHEIMER'S disease - Abstract
The cholinesterase inhibitory activity was examined of synthetic carbazole‐coumarin hybrids, with long chain hydrocarbons, triazole, or piperazine as linkers. The most effective acetylcholinesterase inhibitor was 7‐((12‐(9H‐carbazol‐9‐yl)dodecyl)oxy)‐2H‐chromen‐2‐one (3 l), with an IC50 value of 6.86 μM and a high selectivity over butyrylcholinesterase. Compound 3 l also exhibited mixed‐type AChE inhibition in a kinetic study, with a Ki value of 4.87 μM. In addition, molecular docking of compound 3 l toward AChE was done to elucidate the inhibition at both the peripheral anionic and catalytic active sites. Furthermore, the HepG2 and Vero cells were unaffected by toxicity from compound 3 l. Therefore, these findings could be exploited to create a number of carbazole‐coumarin hybrids for future potential treatments for Alzheimer's disease. [ABSTRACT FROM AUTHOR]
- Published
- 2023
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