Design, synthesis, and biological evaluation of N-alkylated deoxynojirimycin (DNJ) derivatives for the treatment of dengue virus infection
…, H Ye, X Qu, JT Guo, A Cuconati, K Zhao…
Index: Yu, Wenquan; Gill, Tina; Wang, Lijuan; Du, Yanming; Ye, Hong; Qu, Xiaowang; Guo, Ju-Tao; Cuconati, Andrea; Zhao, Kang; Block, Timothy M.; Xu, Xiaodong; Chang, Jinhong Journal of Medicinal Chemistry, 2012 , vol. 55, # 13 p. 6061 - 6075
Full Text: HTML
Citation Number: 23
Abstract
We recently described the discovery of oxygenated N-alkyl deoxynojirimycin (DNJ) derivative 7 (CM-10–18) with antiviral activity against dengue virus (DENV) infection both in vitro and in vivo. This imino sugar was promising but had an EC50 against DENV in BHK cells of 6.5 μM, which limited its use in in vivo. Compound 7 presented structural opportunities for activity relationship analysis, which we exploited and report here. These ...
Related Articles:
Total synthesis of palmyrolide A and its 5, 7-epi isomers
[Sudhakar, Gangarajula; Reddy, Karla Janardhan; Nanubolu, Jagadeesh Babu Tetrahedron, 2013 , vol. 69, # 11 p. 2419 - 2429]
Synthesis of fused bicyclic glutarimides
[Chang, Meng-Yang; Chen, Chung-Yi; Chen, Shui-Tein; Chang, Nein-Chen Tetrahedron, 2003 , vol. 59, # 38 p. 7547 - 7553]
[Hamilton, Lynne; Stevenson, M. Hilary; Boyd, Derek R.; Brannigan, Ian N.; Treacy, Alan B.; Hamilton, John T. G.; McRoberts, W. Colin; Elliott, Christopher T. Journal of the Chemical Society - Perkin Transactions 1, 1996 , # 2 p. 139 - 146]
Polarity reversal catalysis in radical reductions of halides by N-heterocyclic carbene boranes
[Pan, Xiangcheng; Lacote, Emmanuel; Lalevee, Jacques; Curran, Dennis P. Journal of the American Chemical Society, 2012 , vol. 134, # 12 p. 5669 - 5674]