Trehalose- and glucose-derived glycoamphiphiles: Small-molecule and nanoparticle toll-like receptor 4 (TLR4) modulators

Journal of Medicinal Chemistry

Volumn 57, Issue 21, 2014, Pages 9105-9123

  Rodriguez Lavado, Julio ^a   Sestito, Stefania E ^b   Cighetti, Roberto ^b   Aguilar Moncayo, Eva M ^a   Oblak, Alja ^c   Lainšček, Duško ^c   Jiménez Blanco, José Luis ^a   García Fernández, José Manuel ^d   Ortiz Mellet, Carmen ^a   Jerala, Roman ^c   Calabrese, Valentina ^b   Peri, Francesco ^b  

^a UNIVERSITY OF SEVILLE   (Spain)

^b UNIVERSITY OF MILANO BICOCCA   (Italy)

^c NATIONAL INSTITUTE OF CHEMISTRY   (Slovenia)

^d CSIC   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

2,3,4,2',3',4 HEXA O HEXYL ALPHA,ALPHA' TREHALOSE; 2,3,4,2',3',4 HEXA O TETRADECYL 6,6' DI O TRITYL ALPHA,ALPHA' TREHALOSE; 2,3,4,2',3',4 HEXA O TETRADECYL ALPHA,ALPHA' TREHALOSE; 2,3,4,2',3',4' HEXA O HEXYL 6,6' DI O TRITYL ALPHA,ALPHA' TREHALOSE; AMPHOPHILE; GLUCOSE DERIVATIVE; GLYCOLIPID; GOLD NANOPARTICLE; METHYL 2,3 DI O HEXYL 4 O (P METHOXYBENZYL) ALPHA DEXTRO GLUCOPYRANOSIDE; METHYL 2,3 DI O TETRADECYL 6 DEOXY 6 IODO ALPHA DEXTRO GLUCOPYRANOSIDE; METHYL 2,3 DI O TETRADECYL ALPHA DEXTRO GLUCOPYRANOSIDE; METHYL 4,6 O (4 METHOXYBENZYLIDENE) 2,3 DI O HEXYL ALPHA DEXTRO GLUCOPYRANOSIDE; METHYL 4,6 O (4 METHOXYBENZYLIDENE) 2,3 DI O TETRADECYL ALPHA DEXTRO GLUCOPYRANOSIDE; METHYL 6 (2 AMINOETHYLTHIO) 2,3 DI O HEXYL ALPHA DEXTRO GLUCOPYRANOSIDE; METHYL 6 (2 AMINOETHYLTHIO) 2,3 DI O TETRADECYL ALPHA DEXTRO GLUCOPYRANOSIDE; METHYL 6 (2 AMINOETHYLTHIO) 2,3,4 TRI O HEXANOYL ALPHA DEXTRO GLUCOPYRANOSIDE; METHYL 6 (2 TERT BUTOXYCARBONYLAMINOETHYLTHIO) 2,3 DI O HEXYL 4 O P METHOXYBENZYL ALPHA DEXTRO GLUCOPYRANOSIDE; METHYL 6 (2 TERT BUTOXYCARBONYLAMINOETHYLTHIO) 2,3 DI O TETRADECYL ALPHA DEXTRO GLUCOPYRANOSIDE; METHYL 6 (2 TERT BUTOXYCARBONYLAMINOETHYLTHIO) 2,3,4 TRI O HEXANOYL ALPHA DEXTRO GLUCOPYRANOSIDE; METHYL 6 AMINO 6 DEOXY 2,3,4 TRI O HEXYL ALPHA DEXTRO GLUCOPYRANOSIDE; METHYL 6 AMINO 6 DEOXY 2,3,4 TRI O TETRADECYL ALPHA DEXTRO GLUCOPYRANOSIDE; METHYL 6 AZIDO 6 DEOXY 2,3,4 TRI O HEXYL ALPHA DEXTRO GLUCOPYRANOSIDE; METHYL 6 AZIDO 6 DEOXY 2,3,4 TRI O TETRADECYL ALPHA DEXTRO GLUCOPYRANOSIDE; METHYL 6 DEOXY 2,3 DI O HEXYL 6 IODO 4 O (P METHOXYBENZYL) ALPHA DEXTRO GLUCOPYRANOSIDE; METHYL 6 DEOXY 6 [4 (2,2 DIAMINOETHYLAMINOMETHYL) 1H 1,2,3 TRIAZOL 1 YL] 2,3,4 TRI O HEXANOYL ALPHA DEXTRO GLUCOPYRANOSIDE DIHYDROCHLORIDE; METHYL 6 [2 [N' [2 [N,N BIS(2 AMINOETHYL)AMINO]ETHYL] THIOUREIDO]ETHYLTHIO] 2,3,4 TRI O HEXANOYL ALPHA DEXTRO GLUCOPYRANOSIDE TRIHYDROCHLORIDE; METHYL 6 [2 [N' [2 [N,N DI [2 (N TERT BUTOXYCARBONYLAMINO) ETHYL]AMINO]ETHYL]THIOUREIDO] ETHYLTHIO] 2,3,4 TRI O HEXANOYL ALPHA DEXTRO GLUCOPYRANOSIDE; PROTEIN INHIBITOR; TREHALOSE; UNCLASSIFIED DRUG; UNINDEXED DRUG; ENDOTOXIN; ENDOTOXIN, ESCHERICHIA COLI; GLUCOSE; METAL NANOPARTICLE; SURFACTANT; TLR4 PROTEIN, HUMAN; TOLL LIKE RECEPTOR 4;

ACYLATION; ALKYLATION; ANIMAL CELL; ANISOTROPY; ARTICLE; AUTOIMMUNE DISEASE; BIOLOGICAL ACTIVITY; CATALYST; CELL MEMBRANE; CONTROLLED STUDY; CRITICAL MICELLE CONCENTRATION; CYCLOADDITION; DRUG CONFORMATION; DRUG SYNTHESIS; ENZYME LINKED IMMUNOSORBENT ASSAY; ESCHERICHIA COLI; GENETIC TRANSFECTION; HEK293 CELL LINE; HUMAN; HUMAN CELL; IC50; IN VITRO STUDY; IN VIVO STUDY; INFECTION; INFLAMMATORY DISEASE; IODINATION; MACROPHAGE; MOUSE; NONHUMAN; NUCLEOPHILICITY; SIGNAL TRANSDUCTION; STRUCTURE ACTIVITY RELATION; AGONISTS; ANALOGS AND DERIVATIVES; ANIMAL; ANTAGONISTS AND INHIBITORS; C57BL MOUSE; CHEMISTRY; DRUG EFFECTS; METABOLISM; SYNTHESIS;

ANIMALS; ENDOTOXINS; GLUCOSE; GLYCOLIPIDS; HEK293 CELLS; HUMANS; MACROPHAGES; METAL NANOPARTICLES; MICE, INBRED C57BL; SIGNAL TRANSDUCTION; STRUCTURE-ACTIVITY RELATIONSHIP; SURFACE-ACTIVE AGENTS; TOLL-LIKE RECEPTOR 4; TREHALOSE;

EID: 84923771438     PISSN: 00222623     EISSN: 15204804     Source Type: Journal    
DOI: 10.1021/jm501182w     Document Type: Article

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