Function-oriented synthesis of simplified caprazamycins: Discovery of oxazolidine-containing uridine derivatives as antibacterial agents against drug-resistant bacteria

Journal of Medicinal Chemistry

Volumn 53, Issue 9, 2010, Pages 3793-3813

  Ii, Kensuke ^a   Ichikawa, Satoshi ^a   Al Dabbagh, Bayan ^b   Bouhss, Ahmed ^b   Matsuda, Akira ^a  

^a HOKKAIDO UNIVERSITY   (Japan)

^b INSTITUTE FOR INTEGRATIVE BIOLOGY OF THE CELL I2BC   (France)

Author keywords

[No Author keywords available]

Indexed keywords

2 AMINOETHYL 5 [2,3 DIHYDROXY 4 (URACIL 1 YL)]TETRAHYDROFURYL 3 PALMITOYL (1,3) OXAZOLIDINE 4 CARBOXYLIC ACID; 2 AMINOMETHYL 5 [2,3 DIHYDROXY 4 (URACIL 1 YL)]TETRAHYDROFURYL 3 PALMITOYL (1,3) OXAZOLIDINE 4 CARBOXYLIC ACID; 2 AMINOPROPYL 5 [2,3 DIHYDROXY 4 (URACIL 1 YL)]TETRAHYDROFURYL 3 PALMITOYL (1,3) OXAZOLIDINE 4 CARBOXYLIC ACID; 2 AZIDOETHYL 5 [2,3 DI TERT BUTYL DIMETHYLSILYLOXY 4 (URACIL 1 YL)]TETRAHYDROFURYL 3 PALMITOYL (1,3) OXAZOLIDINE 4 CARBOXYLIC ACID; 2 AZIDOETHYL 5 [2,3 DIHYDROXY 4 (URACIL 1 YL)]TETRAHYDROFURYL 3 PALMITOYL (1,3) OXAZOLIDINE 4 CARBOXYLIC ACID; 2 AZIDOMETHYL 5 [2,3 DI TERT BUTYLDIMETHYLSILYLOXY 4 (URACIL 1 YL)]TETRAHYDROFURYL 3 PALMITOYL (1,3) OXAZOLIDINE 4 CARBOXYLIC ACID; 2 AZIDOMETHYL 5 [2,3 DIHYDROXY 4 (URACIL 1 YL)]TETRAHYDROFURYL 3 PALMITOYL (1,3) OXAZOLIDINE 4 CARBOXYLIC ACID; 2 AZIDOPROPYL 5 [2,3 DI TERT BUTYLDIMETHYLSILYLOXY 4 (URACIL 1 YL)]TETRAHYDROFURYL 3 PALMITOYL (1,3) OXAZOLIDINE 4 CARBOXYLIC ACID; 2 AZIDOPROPYL 5 [2,3 DIHYDROXY 4 (URACIL 1 YL)]TETRAHYDROFURYL 3 PALMITOYL (1,3) OXAZOLIDINE 4 CARBOXYLIC ACID; 5 O (5 AMINO 5 DEOXY BETA DEXTRO RIBOFURANOSYL) 6 DEOXY 1 6 (4 OCTYLBENZOLYAMINO) 1 (URACIL 1 YL) BETA DEXTRO GLYCERO LEVO TALO HEPTOFURANURONIC ACID TRIFLUOROACETIC SALT; 5 O (5 AMINO 5 DEOXY BETA DEXTRO RIBOFURANOSYL) 6 DEOXY 1 6 (4 OCTYLPHENYLUREIDO)(URACIL 1 YL) BETA DEXTRO GLYCERO LEVO TALO HEPTOFURANURONIC ACID TRIFLUOROACETIC SALT; 5 O (5 AMINO 5 DEOXY BETA DEXTRO RIBOFURANOSYL) 6 DEOXY 6 DODECANOYLAMINO 1 (URACIL 1 YL) BETA DEXTRO GLYCERO LEVO TALO HEPTOFURANURONIC ACID TRIFLUOROACETIC SALT; 5 O (5 AMINO 5 DEOXY BETA DEXTRO RIBOFURANOSYL) 6 DEOXY 6 DODECYLUREIDO 1 (URACIL 1 YL) BETA DEXTRO GLYCERO LEVO TALO HEPTOFURANURONIC ACID TRIFLUOROACETIC SALT; 6 AMINO 5 O (5 AMINO 5 DEOXY BETA DEXTRO RIBOFURANOSYL) 6 DEOXY N DODECYL 1 (URACIL 1 YL) BETA DEXTRO GLYCERO LEVO TALO HEPTOFURANURONAMIDE TRIFLUOROACETIC SALT; 6 AMINO 5 O (5 AMINO 5 DEOXY BETA DEXTRO RIBOFURANOSYL)6 DEOXY 1 N (4 OCTYLPHENYL)(URACIL 1 YL) BETA DEXTRO GLYCERO LEVO TALO HEPTOFURANURONAMIDE; ANTIINFECTIVE AGENT; CAPRAZAMYCIN; CARBOXYLIC ACID; LIPOSIDOMYCIN; METHYL 2 AZIDOETHYL 5 [2,3 DI TERT BUTYLDIMETHYLSILYLOXY 4 (URACIL 1 YL)]TETRAHYDROFURYL 3 PALMITOYL (1,3) OXAZOLIDINE 4 CARBOXYLATE; METHYL 2 AZIDOMETHYL 5 [2,3 DI TERT BUTYLDIMETHYLSILYOXY 4 (URACIL 1 YL)]TETRAHYDROFURYL 3 PALMITOYL (1,3) OXAZOLIDINE 4 CARBOXYLATE; METHYL 2 AZIDOPROPYL 5 [2,3 DI TERT BUTYLDIMETHYLSILYLOXY 4 (URACIL 1 YL)]TETRAHYDROFURYL 3 PALMITOYL (1,3) OXAZOLIDINE 4 CARBOXYLATE; METHYL 6 BENZYLOXYCARBONYLAMINO 2,3 DI O (TERT BUTYLDIMETHYLSILYL) 6 DEOXY 1 (URACIL 1 YL) BETA DEXTRO GLYCELO LEVO TALO HEPTOFURANURONATE; METICILLIN; NATURAL PRODUCT; NUCLEOSIDE DERIVATIVE; OXAZOLIDINE DERIVATIVE; UNCLASSIFIED DRUG; UNINDEXED DRUG; URIDINE DERIVATIVE; VANCOMYCIN;

ANTIBACTERIAL ACTIVITY; ANTIBIOTIC RESISTANCE; ARTICLE; BACTERIAL STRAIN; DRUG CONFORMATION; DRUG DESIGN; DRUG ISOLATION; DRUG SCREENING; DRUG STRUCTURE; DRUG SYNTHESIS; HETERONUCLEAR MULTIPLE BOND CORRELATION; HETERONUCLEAR MULTIPLE QUANTUM COHERENCE; IC 50; METHICILLIN RESISTANT STAPHYLOCOCCUS AUREUS; MINIMUM INHIBITORY CONCENTRATION; NONHUMAN; PROTON NUCLEAR MAGNETIC RESONANCE; STRUCTURE ACTIVITY RELATION; VANCOMYCIN RESISTANT ENTEROCOCCUS;

ANTI-BACTERIAL AGENTS; ANTITUBERCULAR AGENTS; AZEPINES; DRUG RESISTANCE, BACTERIAL; LIPIDS; NUCLEOSIDES; OXAZOLES; URIDINE;

EID: 77952069960     PISSN: 00222623     EISSN: 15204804     Source Type: Journal    
DOI: 10.1021/jm100243n     Document Type: Article

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