Synthesis of S-linked NeuAc-α(2-6)-di-LacNAc Bearing Liposomes for H1N1 Influenza Virus Inhibition Assays

Publication date: Available online 12 February 2018
Source:Bioorganic & Medicinal Chemistry
Author(s): Hou-Wen Cheng, Hsiao-Wen Wang, Tsung-Yun Wong, Hsien-Wei Yeh, Yi-Chun Chen, Der-Zen Liu, Pi-Hui Liang
S-NeuAc-α(2-6)-di-LacNAc (5) was efficiently synthesized by a [2+2] followed by a [1+4] glycosylation, and later conjugated with 1,2-dilauroyl-sn-glycero-3-phosphoethano-lamine (DLPE) to form both single-layer and multi-layer homogeneous liposomes in the presence of dipalmitoyl phosphatidylcholine (DPPC) and cholesterol. These liposomes were found to be weak inhibitors in both the influenza virus entry assay and the hemagglutination inhibition assay. The single layer liposome was found to more efficiently interfere with the entry of the H1N1 influenza virus into MDCK cells than the multilayer liposome containing 5.

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