Synthesis and anti-acetylcholinesterase activities of novel glycosyl coumarylthiazole derivatives. Issue 5 (May 2021)

• Record Type: Journal Article
• Authors: Wang, You-Xian; Liu, Shu-Hao; Shao, Zhong-Bai; Cao, Lian-Gong; Jiang, Kai-Jun; Lu, Xing; Wang, Lei; Liu, Wei-Wei; Shi, Da-Hua; Cao, Zhi-Ling
• Is Part Of: Journal of chemical research. Volume 45:Issue 5/6(2021)
• Page Start: 359
• Page End: 364
• Publication Date: 2021-05
• Subjects: acetylcholinesterase inhibitory activity -- coumarylthiazole -- glucosamine; Chemistry -- Research -- Periodicals; Chemistry -- Periodicals; 540.5
• DOI: 10.1177/1747519820948358
• Languages: English
• ISSNs: 1747-5198

Abstract

Eleven glycosyl coumarylthiazole derivatives are synthesized by cyclization and condensation of glycosyl thiourea with 3-bromoacetyl coumarins in ethanol. The reaction conditions are optimized and good yields of products (80%–95%) are obtained. The structures of all new products were confirmed by IR, 1 H and 13 C NMR, and by HRMS (electrospray ionization). The in vitro acetylcholinesterase (AChE) inhibitory activities of these new compounds are tested by Ellman's method. Among them, N -(2-acetamido-3, 4, 6-tri- O -acetyl-2-deoxy-β-D -glucopyranosyl)-4-(6-nitrocoumarinyl)-1, 3-thiazole-2-amine showed the best activity with an in vitro AChE inhibitory rate of 58% and an IC50 value of 12 ± 0.38 μg/mL.