Synthesis and bioactivity of novel C2-glycosyl benzofuranylthiazoles derivatives as acetylcholinesterase inhibitors. Issue 7 (July 2019)

• Record Type: Journal Article
• Authors: Wang, Lei; Wu, Yu-Ran; Ren, Shu-Ting; Yin, Long; Wang, You-Xian; Liu, Shu-Hao; Liu, Wei-Wei; Shi, Da-Hua; Cao, Zhi-Ling; Sun, Hui-Min
• Is Part Of: Journal of chemical research. Volume 43:Issue 7/8(2019)
• Page Start: 257
• Page End: 261
• Publication Date: 2019-07
• Subjects: acetylcholinesterase inhibitors -- glycosyl benzofuranylthiazole -- synthesis; Chemistry -- Research -- Periodicals; Chemistry -- Periodicals; 540.5
• DOI: 10.1177/1747519819856973
• Languages: English
• ISSNs: 1747-5198

Abstract

A new series of C2-glycosyl benzofuranylthiazole derivatives was synthesised by the further cyclization of glycosyl thiourea and 2-(bromoacetyl)-benzofuran via Hantzsch's method. The corresponding 2-(bromoacetyl)-benzofuran derivatives were obtained by the reaction from various salicylaldehydes, and the glycosyl thiourea was prepared through a series of steps from D-Glucosamine. The acetylcholinesterase-inhibitory activities of the products were tested by Ellman's method. The most active compounds were subsequently evaluated for the 50% inhibitory concentration values. N-(1, 3, 4, 6-tetra-O-benzyl-2-deoxy-β-D-glucopyranosyl)-4-(5-methoxy-benzofuran-2-yl)-1, 3-thiazole-2-amine possessed the best acetylcholinesterase-inhibition activity with a 50% inhibitory concentration of 2.03 ± 0.26 μM.