Syntheses of 2-deoxy-2,3-didehydro-N-acetylneuraminic acid analogues modified by N-sulfonylamidino groups at the C-4 position and biological evaluation as inhibitors of human parainfluenza virus type 1

Bioorganic and Medicinal Chemistry

Volumn 19, Issue 7, 2011, Pages 2418-2427

  Nishino, Reiko ^a   Ikeda, Kiyoshi ^b   Hayakawa, Takuya ^a   Takahashi, Tadanobu ^a   Suzuki, Takashi ^a   Sato, Masayuki ^a  

^a UNIVERSITY OF SHIZUOKA   (Japan)

^b HIROSHIMA INTERNATIONAL UNIVERSITY   (Japan)

Author keywords

2 Deoxy 2,3 didehydro N acetylneuraminic acid; Human parainfluenza virus type 1 sialidase inhibition; N Sulfonylamidino group; Sialic acid; Three component coupling reaction

Indexed keywords

2 DEOXY 2,3 DIDEHYDRO N ACETYLNEURAMINIC ACID DERIVATIVE; 5 ACETAMIDO 2,6 ANHYDRO 3,5 DIDEOXY 4 [2 (4 FLUOROPHENYL) N' (METHYLSULFONYL)ACETIMIDAMIDO] DEXTRO GLYCERO DEXTRO GALACTO NON 2 ENONIC ACID; 5 ACETAMIDO 2,6 ANHYDRO 3,5 DIDEOXY 4 [2 (THIOPHEN 2 YL) N' (METHYLSULFONYL)ACETIMIDAMIDO] DEXTRO GLYCERO DEXTRO GALACTO NON 2 ENONIC ACID; 5 ACETAMIDO 2,6 ANHYDRO 3,5 DIDEOXY 4 [2 4 TOLYL N' (METHYLSULFONYL)ACETIMIDAMIDO] DEXTRO GLYCERO DEXTRO GALACTO NON 2 ENONIC ACID; 5 ACETAMIDO 2,6 ANHYDRO 3,5 DIDEOXY 4 [2 CYCLOHEXENYL N' (METHYLSULFONYL)ACETIMIDAMIDO] DEXTRO GLYCERO DEXTRO GALACTO NON 2 ENONIC ACID; 5 ACETAMIDO 2,6 ANHYDRO 3,5 DIDEOXY 4 [2 PHENYL N' (METHYLSULFONYL)ACETIMIDAMIDO] DEXTRO GLYCERO DEXTRO GALACTO NON 2 ENONIC ACID; 5 ACETAMIDO 2,6 ANHYDRO 3,5 DIDEOXY 4 O [3 (DIETHYLAMINO) 3 (METHYLSULFONYLIMINO)PROPOXY] DEXTRO GLYCERO DEXTRO GALACTO NON 2 ENONIC ACID; 5 ACETAMIDO 2,6 ANHYDRO 3,5 DIDEOXY 4 O [3 (DIETHYLAMINO) 3 (TOSYLIMINO)PROPOXY] DEXTRO GLYCERO DEXTRO GALACTO NON 2 ENONIC ACID; 5 ACETAMIDO 2,6 ANHYDRO 3,5 DIDEOXY 4 O [3 (DIISOPROPYLAMINO) 3 (TOSYLIMINO)PROPOXY] DEXTRO GLYCERO DEXTRO GALACTO NON 2 ENONIC ACID; 5 ACETAMIDO 2,6 ANHYDRO 3,5 DIDEOXY 4 O [3 (PHENYLAMINO) 3 (METHANESULFONYLIMINO)PROPOXY] DEXTRO GLYCERO DEXTRO GALACTO NON 2 ENONIC ACID; ANTIVIRUS AGENT; CARBON; CHEMICAL COMPOUND; COPPER; METHYL 5 ACETAMIDO 2,6 ANHYDRO 3,5 DIDEOXY 4 O [3 (DIETHYLAMINO) 3 (METHYLSULFONYLIMINO)PROPOXY] 8,9 O ISOPROPYLLIDENE DEXTRO GLYCERO DEXTRO GALACTO NON 2 ENONATE; METHYL 5 ACETAMIDO 2,6 ANHYDRO 3,5 DIDEOXY 8,9 O ISOPROPYLIDENE 4 [2 (4 FLUOROPHENYL) N' (METHYLSULFONYL)ACETIMIDAMIDO] DEXTRO GLYCERO DEXTRO GALACTO NON 2 ENONATE; METHYL 5 ACETAMIDO 2,6 ANHYDRO 3,5 DIDEOXY 8,9 O ISOPROPYLIDENE 4 [2 (THIOPHEN 2 YL) N' (METHYLSULFONYL)ACETIMIDAMIDO] DEXTRO GLYCERO DEXTRO GALACTO NON 2 ENONATE; METHYL 5 ACETAMIDO 2,6 ANHYDRO 3,5 DIDEOXY 8,9 O ISOPROPYLIDENE 4 [2 4 TOLYL N' (METHYLSULFONYL)ACETIMIDAMIDO] DEXTRO GLYCERO DEXTRO GALACTO NON 2 ENONATE; METHYL 5 ACETAMIDO 2,6 ANHYDRO 3,5 DIDEOXY 8,9 O ISOPROPYLIDENE 4 [2 CYCLOHEXENYL N' (METHYLSULFONYL)ACETIMIDAMIDO] DEXTRO GLYCERO DEXTRO GALACTO NON 2 ENONATE; METHYL 5 ACETAMIDO 2,6 ANHYDRO 3,5 DIDEOXY 8,9 O ISOPROPYLIDENE 4 [2 PHENYL N' (METHYLSULFONYL)ACETIMIDAMIDO] DEXTRO GLYCERO DEXTRO GALACTO NON 2 ENONATE; METHYL 5 ACETAMIDO 2,6 ANHYDRO 3,5 DIDEOXY 8,9 O ISOPROPYLIDENE 4 [N' (METHYLSULFONYL)ACETIMIDAMIDO] DEXTRO GLYCERO DEXTRO GALACTO NON 2 ENONATE; METHYL 5 ACETAMIDO 2,6 ANHYDRO 3,5 DIDEOXY 8,9 O ISOPROPYLIDENE 4 O [3 (DIETHYLAMINO) 3 (4 METHYLBENZENESULFONYLIMINO)PROPOXY] DEXTRO GLYCERO DEXTRO GALACTO NON 2 ENONATE; METHYL 5 ACETAMIDO 2,6 ANHYDRO 3,5 DIDEOXY 8,9 O ISOPROPYLIDENE 4 O [3 (DIISOPROPYLAMINO) 3 (4 METHYLBENZENESULFONYLIMINO)PROPOXY] DEXTRO GLYCERO DEXTRO GALACTO NON 2 ENONATE; METHYL 5 ACETAMIDO 2,6 ANHYDRO 3,5 DIDEOXY 8,9 O ISOPROPYLIDENE 4 O [3 (ISOPROPYLAMINO) 3 (4 METHYLBENZENESULFONYLIMINO)PROPOXY] DEXTRO GLYCERO DEXTRO GALACTO NON 2 ENONATE; METHYL 5 ACETAMIDO 2,6 ANHYDRO 3,5 DIDEOXY 8,9 O ISOPROPYLIDENE 4 O [3 (PHENYLAMINO) 3 (METHYLSULFONYLIMINO)PROPOXY] DEXTRO GLYCERO DEXTRO GALACTO NON 2 ENONATE; METHYL 5 ACETAMIDO 4 O [3 AMINO 3 (METHANESULFONYLIMINO)PROPOXY] 8,9 O ISOPROPYLIDENE DEXTRO GLYCERO DEXTRO GALACTO NON 2 ENONATE; N SULFONYLAMIDINO GROUP; SIALIDASE; SIALIDASE INHIBITOR; UNCLASSIFIED DRUG; UNINDEXED DRUG;

ARTICLE; CATALYSIS; CHEMICAL MODIFICATION; CONTROLLED STUDY; DRUG SCREENING; DRUG STRUCTURE; DRUG SYNTHESIS; ENZYME ACTIVITY; ENZYME INHIBITION; PARAINFLUENZA VIRUS 1;

ANTIVIRAL AGENTS; HUMANS; N-ACETYLNEURAMINIC ACID; NEURAMINIDASE; PARAINFLUENZA VIRUS 1, HUMAN; STRUCTURE-ACTIVITY RELATIONSHIP;

HUMAN PARAINFLUENZA VIRUS 1;

EID: 79953182653     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2011.02.010     Document Type: Article

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