title: Development of new stereodiverse diaminocyclitols as inhibitors of influenza virus neuraminidase.
abstract: A concise and modular approach to synthesize a new type of cyclopentene-based diaminocyclitol library from D-serine and L-serine has been developed, and key steps in this synthesis are an aza-Claisen rearrangement, a ring-closing metathesis, and a Baylis-Hillman reaction. The developed chemistry may offer a unique way to investigate the neuraminidase (NA) mutation by systematically mapping the changes within its binding sites.
authors.affiliation: Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School, Shenzhen 518055, China.
authors.forename: Yi
authors.initials: Y
authors.lastname: Cui
authors.forename: Zhaodong
authors.initials: Z
authors.lastname: Jiao
authors.forename: Jianxian
authors.initials: J
authors.lastname: Gong
authors.forename: Quan
authors.initials: Q
authors.lastname: Yu
authors.forename: Xiaofeng
authors.initials: X
authors.lastname: Zheng
authors.forename: Junmin
authors.initials: J
authors.lastname: Quan
authors.forename: Ming
authors.initials: M
authors.lastname: Luo
authors.forename: Zhen
authors.initials: Z
authors.lastname: Yang
mesh_terms: D002384:Catalysis; D054812:Cyclitols / Q000494:pharmacology*; D053118:Influenza A Virus, H1N1 Subtype / Q000187:drug effects* / Q000201:enzymology*; D015394:Molecular Structure; D009439:Neuraminidase / Q000037:antagonists & inhibitors*; D009975:Orthomyxoviridae / Q000235:genetics*
chemical_list: D054812:Cyclitols; D009439:Neuraminidase