Synthesis of sialic acid derivatives having a C=C double bond substituted at the C-5 position and their glycopolymers.
Glycomonomers of sialic acid in which the acetamide group at C-5 was converted into two kinds of C=C double bond substituents were prepared and the fully protected glycomonomers were directly polymerized before deprotection steps. Radical polymerization with acrylamide in DMF in the presence of ammonium persulfate and N,N,N',N'-tetramethylethylenediamine proceeded smoothly and gave corresponding sialopolymers. Interestingly glycomonomers had hemagglutination inhibitory activities not only for H1N1 but also for H3N2 of human influenza virus strains.
Suzuki
Kaori
K
Division of Material Science, Graduate School of Science and Engineering, Saitama University, Sakura, Saitama, Japan.
Sakamoto
Jun-Ichi
J
Koyama
Tetsuo
T
Yingsakmongkon
Sangchai
S
Suzuki
Yasuo
Y
Hatano
Ken
K
Terunuma
Daiyo
D
Matsuoka
Koji
K
D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D019267:Hemagglutinin Glycoproteins, Influenza Virus / Q000737:chemistry* / Q000378:metabolism; D006801:Humans; D009980:Influenza A virus / Q000187:drug effects; D019158:N-Acetylneuraminic Acid / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D011108:Polymers / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
D000998:Antiviral Agents; D019267:Hemagglutinin Glycoproteins, Influenza Virus; D011108:Polymers; D019158:N-Acetylneuraminic Acid