期刊
TETRAHEDRON LETTERS
卷 58, 期 33, 页码 3319-3322出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2017.07.039
关键词
Nitrogen heterocycles; Quinolines; Selenium; Acetylcholinesterase; Memory
资金
- Brazilian agency CNPq [400150/2014-0, 447595/2014-8]
- Brazilian agency FAPERGS [PRONEM 16/2551-0000240-1, PRONUPEQ 16/2551-0000526-5]
- Brazilian agency FINEP
- Brazilian agency CAPES
- CNPq
We described here an alternative method for the synthesis of 4-arylselanyl-7-chloroquinolines through reactions of 4,7-dichloroquinoline with organylselenols, generated in situ by the reaction of diorganyl diselenides with H3PO2 (50 wt% in H2O). These reactions proceeded efficiently at 60 degrees C under N-2 atmosphere and are suitable to a range of diorganyl diselenides containing electron-donating and electron-withdrawing groups, affording the corresponding 4-aryl-7-chloroquinolines in high yields. The synthesized compounds were screened for their in vitro acetylcholinesterase (AChE) activity and our results demonstrated that the 7-chloro-4-[(4-fluorophenyl)selanyl]quinoline inhibited the AChE activity and improved memory in mice, making this compound is a potential therapeutic agent for the treatment of Alzheimer disease and other neurodegenerative disorders. (C) 2017 Elsevier Ltd. All rights reserved.
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