synthesis of benzofuran derivatives via rearrangement and their inhibitory activity on acetylcholinesterase通过重排香豆酮衍生物的合成及其对乙酰胆碱酯酶的抑制活性.pdfVIP

Molecules 2010, 15, 8593-8601; doi:10.3390/molecule OPEN ACCESS molecules ISSN 1420-3049 /journal/molecules Article Synthesis of Benzofuran Derivatives via Rearrangement and Their Inhibitory Activity on Acetylcholinesterase Xiang Zhou 1, Miao Li 2, Xiao-Bing Wang 1, Tao Wang 2 and Ling-Yi Kong 1,* 1 Department of Natural Medicinal Chemistry, China Pharmaceutical University, 24 Tong Jia Xiang, Nanjing 210009, China 2 Jiangsu Center for Drug Screening, China Pharmaceutical University, 24 Tong Jia Xiang, Nanjing 210009, China * Author to whom correspondence should be addressed: E-Mail: cpu_lykong@126.com; Tel.: +86-25 Fax: +86-25 Received: 15 September 2010; in revised form: 18 November 2010 / Accepted: 24 November 2010 / Published: 29 November 2010 Abstract: During a synthesis of coumarins to obtain new candidates for treating Alzheimer’s Disease (AD), an unusual rearrangement of a benzopyran group to a benzofuran group occurred, offering a novel synthesis pathway of these benzofuran derivatives. The possible mechanism of the novel rearrangement was also discussed. All of the benzofuran derivatives have weak anti-AChE activities compared with the reference compound, donepezil. Keywords: coumarin; benzofuran; rearrangement; anti-AChE 1. Introduction Benzofuran derivatives are a major group of biologically active heterocycles, which are usually important constituents of plant extracts used