5-Ethynyl-1-β-d-ribofuranosyl-1H-[1,2,3]triazole-4-carboxylic acid amide (ETCAR) and its analogues: Synthesis and cytotoxic properties

Bioorganic and Medicinal Chemistry

Volumn 19, Issue 14, 2011, Pages 4386-4398

  Ostrowski, Tomasz ^a   Januszczyk, Piotr ^a   Cieslak, Marcin ^b   Kazmierczak Baranska, Julia ^b   Nawrot, Barbara ^b   Bartoszak Adamska, Elzbieta ^c   Zeidler, Joanna ^a  

^a INSTITUTE OF BIOORGANIC CHEMISTRY   (Poland)

^b CENTRE OF MOLECULAR AND MACROMOLECULAR STUDIES   (Poland)

^c ADAM MICKIEWICZ UNIVERSITY   (Poland)

Author keywords

1,2,3 Triazole nucleosides; Cytotoxic activity; Hydrodehalogenation; Pd catalysed coupling; Ribavirin

Indexed keywords

1 [2,3 O ISOPROPYLIDENE BETA DEXTRO RIBOFURANOSYL] 1H [1,2,3]TRIAZOLE 4 CARBOXYLIC ACID AMIDE; 1 [2,3 O ISOPROPYLIDENE BETA DEXTRO RIBOFURANOSYL] 5 IODO 1H [1,2,3]TRIAZOLE 4 CARBOXYLIC ACID AMIDE; 1 [2,3 O ISOPROPYLIDENE BETA DEXTRO RIBOFURANOSYL] 5 PHENYL ETHYNYL 1H [1,2,3]TRIAZOLE 4 CARBOXYLIC ACID AMIDE; 1 [2,3 O ISOPROPYLIDENE BETA DEXTRO RIBOFURANOSYL]1H [1,2,3]TRIAZOLE 4 CARBOXYLIC ACID AMIDE; 1 [2,3,5 TRI O ACETYL BETA DEXTRO RIBOFURANOSYL] 1H [1,2,3]TRIAZOLE 4 CARBOXYLIC ACID AMIDE; 1 [2,3,5 TRI O ACETYL BETA DEXTRO RIBOFURANOSYL] 5 TRIMETHYLSILYLETHYNYL 1H [1,2,3]TRIAZOLE 4 CARBOXYLIC ACID AMIDE; 1 [5 O ACETYL 2,3 O ISOPROPYLIDENE BETA DEXTRO RIBOFURANOSYL] 1H [1,2,3]TRIAZOLE 4 CARBOXYLIC ACID AMIDE; 1 [5 O ACETYL 2,3 O ISOPROPYLIDENE BETA DEXTRO RIBOFURANOSYL] 5 AMINO 1H [1,2,3]TRIAZOLE 4 CARBOXYLIC ACID AMIDE; 1 [5 O ACETYL 2,3 O ISOPROPYLIDENE BETA DEXTRO RIBOFURANOSYL] 5 PHENYLETHYNYL 1H [1,2,3]TRIAZOLE 4 CARBOXYLIC ACID AMIDE; 1 [5 O ACETYL 2,3 O ISOPROPYLIDENE BETA DEXTRO RIBOFURANOSYL] 5 PROPYNYL 1H [1,2,3]TRIAZOLE 4 CARBOXYLIC ACID AMIDE; 5 [4 METHYLPHENYLETHYNYL] 1 (2,3,5 TRI O ACETYL BETA DEXTRO RIBOFURANOSYL) 1H [1,2,3]TRIAZOLE 4 CARBOXYLIC ACID AMIDE; 5 [4 METHYLPHENYLETHYNYL] 1 BETA DEXTRO RIBOFURANOSYL 1H [1,2,3]TRIAZOLE 4 CARBOXYLIC ACID AMIDE; 5 AMINO 1 [2,3,5 TRI O ACETYL BETA DEXTRO RIBOFURANOSYL] 1H [1,2,3]TRIAZOLE 4 CARBOXYLIC ACID AMIDE; 5 ETHYNYL 1 [2,3,5 TRI O ACETYL BETA DEXTRO RIBOFURANOSYL] 1H [1,2,3]TRIAZOLE 4 CARBOXYLIC ACID AMIDE; 5 ETHYNYL1 BETA DEXTRO RIBOFURANOSYL 1H [1,2,3]TRIAZOLE 4 CARBOXYLIC ACID AMIDE; 5 FLUOROMETHYL 1 [2,3,5 TRI O ACETYL BETA DEXTRO RIBOFURANOSYL] 1H [1,2,3]TRIAZOLE 4 CARBOXYLIC ACID METHYL ESTER; 5 FLUOROMETHYL 1 BETA DEXTRO RIBOFURANOSYL 1H [1,2,3]TRIAZOLE 4 CARBOXYLIC ACID; 5 HYDROXYMETHYL 1 [2,3,5 TRI O ACETYL BETA DEXTRO RIBOFURANOSYL] 1H [1,2,3]TRIAZOLE 4 CARBOXYLIC ACID METHYL ESTER; 5 IODO 1 [2,3,5 TRI O ACETYL BETA DEXTRO RIBOFURANOSYL] 1H [1,2,3]TRIAZOLE 4 CARBONITRILE; 5 IODO 1 [2,3,5 TRI O ACETYL BETA DEXTRO RIBOFURANOSYL] 1H [1,2,3]TRIAZOLE 4 CARBOXYLIC ACID AMIDE; 5 IODO 1 BETA DEXTRO RIBOFURANOSYL 1H [1,2,3]TRIAZOLE 4 CARBOXYLIC ACID AMIDE; 5 PHENYLETHYNYL 1 [2,3,5 TRI O ACETYL BETA DEXTRO RIBOFURANOSYL] 1H [1,2,3]TRIAZOLE 4 CARBOXYLIC ACID AMIDE; 5 PHENYLETHYNYL 1 BETA DEXTRO RIBOFURANOSYL 1H [1,2,3]TRIAZOLE 4 CARBOXYLIC ACID AMIDE; 5 PROPYNYL 1 [2,3,5 TRI O ACETYL BETA DEXTRO RIBOFURANOSYL] 1H [1,2,3]TRIAZOLE 4 CARBOXYLIC ACID AMIDE; 5 PROPYNYL 1 BETA DEXTRO RIBOFURANOSYL 1H [1,2,3]TRIAZOLE 4 CARBOXYLIC ACID AMIDE; CYCLOSALIGENYL 5 ETHYNYL [2',3' O ISOPROPYLIDENE BETA DEXTRO RIBOFURANOSYL] 1H [1,2,3]TRIAZOLE 4 CARBOXAMIDE 5' PHOSPHATE; CYCLOSALIGENYL 5 ETHYNYL BETA DEXTRO RIBOFURANOSYL 1H [1,2,3]TRIAZOLE 4 CARBOXAMIDE 5' PHOSPHATE; CYCLOSALIGENYL BETA DEXTRO RIBOFURANOSYL 1H [1,2,3]TRIAZOLE 4 CARBOXAMIDE 5' PHOSPHATE; NUCLEOSIDE ANALOG; UNCLASSIFIED DRUG; UNINDEXED DRUG;

ARTICLE; CELL STRAIN K 562; CONTROLLED STUDY; CROSS COUPLING REACTION; CRYSTAL STRUCTURE; DEHALOGENATION; DRUG CYTOTOXICITY; DRUG SYNTHESIS; FLUORINATION; HELA CELL; HUMAN; HUMAN CELL; HYDRODEHALOGENATION; HYDROGEN BOND; IC 50; STRUCTURE ANALYSIS; X RAY;

ANTINEOPLASTIC AGENTS; CELL LINE; CELL PROLIFERATION; CELL SURVIVAL; CRYSTALLOGRAPHY, X-RAY; DOSE-RESPONSE RELATIONSHIP, DRUG; DRUG SCREENING ASSAYS, ANTITUMOR; ENDOTHELIAL CELLS; HELA CELLS; HUMANS; MODELS, MOLECULAR; MOLECULAR STRUCTURE; NUCLEOSIDES; STEREOISOMERISM; STRUCTURE-ACTIVITY RELATIONSHIP; TRIAZOLES;

EID: 79959960458     PISSN: 09680896     EISSN: 14643391     Source Type: Journal    
DOI: 10.1016/j.bmc.2011.05.050     Document Type: Article

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