Instituto de Química, Universidade Federal do Rio Grande do Sul, Av Bento Gonçalves, 9500 Campus do Vale, 91501-970 Porto Alegre, RS, Brazil.
Eur J Med Chem. 2010 Feb;45(2):526-35. doi: 10.1016/j.ejmech.2009.10.039. Epub 2009 Nov 10.
This work describes the enantioselective synthesis of a new series of terpenic chiral 9-aminotetrahydroacridine analogues. Several chiral ketones were synthesized from natural monoterpenes in an optically active form and subjected to the cyclodehydration reactions with anthranilonitrile in the presence of BF(3).Et(2)O as catalyst. The 9-aminotetrahydroacridine analogues were tested as acetylcholinesterase (AChE) inhibitors. Based on qualitative structure-activity relationship some trends are suggested.
本工作描述了一系列新型萜类手性 9-氨基四氢吖啶类似物的对映选择性合成。几种手性酮是从天然单萜中以光学活性形式合成的，并在 BF(3)·Et(2)O 作为催化剂的存在下与邻苯二甲酰亚胺进行环脱水反应。将 9-氨基四氢吖啶类似物作为乙酰胆碱酯酶 (AChE) 抑制剂进行了测试。根据定性构效关系，提出了一些趋势。
