Synthesis and biological evaluation of 3-carbamate smilagenin derivatives as potential neuroprotective agents. Issue 19 (1st October 2019)

• Record Type: Journal Article
• Authors: Zhang, Cong; Wu, Yan; Li, Jie; Yang, Gui-Xiang; Su, Lin; Huang, Yan; Wang, Rui; Ma, Lei
• Is Part Of: Bioorganic & medicinal chemistry letters. Volume 29:Issue 19(2019)
• Publication Date: 2019-10-01
• Subjects: Smilagenin derivatives -- Alzheimer's disease -- Oxidative stress -- Neuroprotective activity; Bioorganic chemistry -- Periodicals; Pharmaceutical chemistry -- Periodicals; 572
• DOI: 10.1016/j.bmcl.2019.08.026
• Languages: English
• ISSNs: 0960-894X

Abstract

Graphical abstract: Highlights: Fourteen smilagenin derivatives were designed and synthesized. Three cell models were investigated to evaluate the neuroprotective activity. Compound A12 showed better activity in all three cell models. Abstract: Studies indicated that smilagenin, isolated from Anemarrhena asphodeloides Bunge, could improve cognitive impairment and exhibit neuroprotective activity. On the basis of the structure of smilagenin, a series of derivatives were synthesized and evaluated for their neuroprotective effects of H2 O2 -induced, oxygen glucose deprivation-induced neurotoxicity in SH-SY5Y cells and LPS-induced NO production in RAW264.7 cells. Structure activity relationship of derivatives revealed that benzyl-substituted piperazine formate derivatives showed the potent neuroprotective activity such as A12 . These findings may provide new insights for the development of neuroprotective agents against Alzheimer's disease.