Synthesis and biological evaluation of sialic acid derivatives containing a long hydrophobic chain at the anomeric position and their C-5 linked polymers as potent influenza virus inhibitors

Bioorganic and Medicinal Chemistry

Volumn 20, Issue 1, 2012, Pages 446-454

  Suzuki, Kaori ^a   Koyama, Tetsuo ^a   Yingsakmongkon, Sangchai ^b   Suzuki, Yasuo ^c,d   Hatano, Ken ^a   Matsuoka, Koji ^a  

^a SAITAMA UNIVERSITY   (Japan)

^b KASETSART UNIVERSITY   (Thailand)

^c CHUBU UNIVERSITY   (Japan)

^d JAPAN SCIENCE AND TECHNOLOGY AGENCY   (Japan)

Author keywords

Glycoclusters; Glycopolymers; Hemagglutinin; Influenza viruses; Inhibitors; Neuraminidase; Sialic acid; Thioglycosides

Indexed keywords

ANTIVIRUS AGENT; DODECYL N 6 ACRYLOYLAMINOHEXYLAMINO 3,5 DIDEOXY 2 THIO DEXTRO GLYCERO DEXTRO GALACTO 2NONULOPYRANOSAMINIC ACID; DODECYL N ACRYLAMIDO 3,5 DIDEOXY 2 THIO ALPHA DEXTRO GLYCERO DEXTRO GALACTO 2 NONULOPYRANOSAMINIC ACID; METHYL (DODECYL N 6 ACRYLOYLAMINOHEXYLAMINO 4,7,8,9 TETRA O ACETYL 3,5 DIDEOXY 2 THIO ALPHA DEXTRO GLYCERO DEXTRO GALACTO 2 NONULOPYRANOSID)ONATE; METHYL (DODECYL N 6 ACRYLOYLAMINOHEXYLAMINO 4,7,8,9 TETRA O ACETYL 3,5 DIDEOXY 2 THIO BETA DEXTRO GLYCERO DEXTRO GALACTO 2 NONULOPYRANOSID)ONATE; METHYL (DODECYL N 6 AZIDEHEXYLAMINO 4,7,8,9 TETRA O ACETYL 3,5 DIDEOXY 2 THIO ALPHA DEXTRO GLYCERO DEXTRO GALACTO 2 NONULOPYRANOSID)ONATE; METHYL (DODECYL N 6 AZIDEHEXYLAMINO 4,7,8,9 TETRA O ACETYL 3,5 DIDEOXY 2 THIO BETA DEXTRO GLYCERO DEXTRO GALACTO 2 NONULOPYRANOSID)ONATE; METHYL (DODECYL N 6 BROMOHEXYLAMINO 4,7,8,9 TETRA O ACETYL 3,5 DIDEOXY 2 THIO ALPHA DEXTRO GLYCERO DEXTRO GALACTO 2 NONULOPYRANOSID)ONATE; METHYL (DODECYL N ACRYLAMIDO 4,7,8,9 TETRA O ACETYL 3,5 DIDEOXY 2 THIO ALPHA DEXTRO GLYCERO DEXTRO GALACTO 2 NONULOPYRANOSID)ONATE; METHYL (N 6 BROMOHEXYLAMINO 4,7,8,9 TETRA O ACETYL 3,5 DIDEOXY 2 THIO BETA DEXTRO GLYCERO DEXTRO GALACTO 2 NONULOPYRANOSID)ONATE; METHYL N ACRYLAMIDO 4,7,8,9 TETRA O ACETYL 3,5 DIDEOXY DEXTRO GLYCERO DEXTRO GALACTO 2 NONULOSAMINATE; MONOMER; N ACRYLAMIDO 3,5 DIDEOXY DEXTRO GLYCERO DEXTRO GALACTO 2 NONULOSAMINIC ACID; POLYMER; SIALIC ACID DERIVATIVE; SIALIDASE; UNCLASSIFIED DRUG;

ARTICLE; CARBOHYDRATE ANALYSIS; CHEMICAL BINDING; CHEMICAL MODIFICATION; CONTROLLED STUDY; CRITICAL MICELLE CONCENTRATION; DEPROTECTION REACTION; DRUG STRUCTURE; DRUG SYNTHESIS; ENZYME INHIBITION; HEMAGGLUTINATION; IC 50; INFLUENZA VIRUS; INFLUENZA VIRUS A H1N1; INFLUENZA VIRUS A H3N2; NONHUMAN; POLYMERIZATION; VIRUS INHIBITION;

ANIMALS; ANTIVIRAL AGENTS; HEMAGGLUTININ GLYCOPROTEINS, INFLUENZA VIRUS; HUMANS; HYDROPHOBIC AND HYDROPHILIC INTERACTIONS; INFLUENZA A VIRUS; INFLUENZA A VIRUS, H1N1 SUBTYPE; INFLUENZA A VIRUS, H3N2 SUBTYPE; N-ACETYLNEURAMINIC ACID; NEURAMINIDASE; POLYMERS;

AVIAN INFLUENZA VIRUS; HUMAN INFLUENZA VIRUS; ORTHOMYXOVIRIDAE;

EID: 84855191110     PISSN: 09680896     EISSN: 14643391     Source Type: Journal    
DOI: 10.1016/j.bmc.2011.10.064     Document Type: Article

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