Synthesis and biological evaluation of novel anticancer bivalent colchicine-tubulizine hybrids

Bioorganic and Medicinal Chemistry

Volumn 20, Issue 14, 2012, Pages 4271-4278

  Malysheva, Yulia B ^a   Combes, Sebastien ^b   Allegro, Diane ^b   Peyrot, Vincent ^b   Knochel, Paul ^c   Gavryushin, Andrei E ^c   Fedorov, Alexey Yu ^a  

^a LOBACHEVSKY STATE UNIVERSITY OF NIZHNY NOVGOROD   (Russian Federation)

^b AIX MARSEILLE UNIVERSITY   (France)

^c UNIVERSITY OF MUNICH   (Germany)

Author keywords

Click chemistry; Colchicine; Cytotoxicity; Hybrid; Tubulin; Tubulizine

Indexed keywords

2 (2' HYDROXYETHYLAMINO) 4,6 DI(4' METHOXYBENZYLAMINO) 1,3,5 TRIAZINE; 2 [2' (5'' HEXYNOYLOXY)ETHYLAMINO] 4,6 DI(4' METHOXYBENZYLAMINO) 1,3,5 TRIAZINE; 2 [2' (6'' HEPTYNOYLOXY)ETHYLAMINO] 4,6 DI(4' METHOXYBENZYLAMINO) 1,3,5 TRIAZINE; 2,4 DI(4' METHOXYBENZYLAMINO) 6 [2' (10'' UNDECYNOYLOXY)ETHYLAMINO] 1,3,5 TRIAZINE; 2,4 DI(4' METHOXYBENZYLAMINO) 6 [2' (17'' OCTADECYNOYLOXY)ETHYLAMINO] 1,3,5 TRIAZINE; 4 [16' [3'',5'' DI(4''' METHOXYBENZYLAMINO) 2'',4'',6'' TRIAZINYLAMINOETHYLOXY] 16' OXOHEXADECANYL] 1 [6' [(1'',2'',3'',10'' TETRAMETHOXY 9'' OXO 5'',6'',7'',9'' TETRAHYDROBENZO[A]HEPTALEN 7'' YL)AMINO] 6' OXOHEXYL] 1,2,3 TRIAZOLE; 4 [3' [3'',5'' DI(4''' METHOXYBENZYLAMINO) 2'',4'',6'' TRIAZINYLAMINOETHYLOXY] 3' OXOPROPYL] 1 [3' [(1'',2'',3'',10'' TETRAMETHOXY 9'' OXO 5'',6'',7'',9'' TETRAHYDROBENZO[A]HEPTALEN 7'' YL)AMINO] 3' OXOPROPYL] 1,2,3 TRIAZOLE; 4 [4' [3'',5'' DI(4''' METHOXYBENZYLAMINO) 2'',4'',6'' TRIAZINYLAMINOETHYLOXY] 4' OXOBUTYL] 1 [6' [(1'',2'',3'',10'' TETRAMETHOXY 9'' OXO 5'',6'',7'',9'' TETRAHYDROBENZO[A]HEPTALEN 7'' YL)AMINO] 10' OXODECANYL] 1,2,3 TRIAZOLE; 4 [4' [3'',5'' DI(4''' METHOXYBENZYLAMINO) 2'',4'',6'' TRIAZINYLAMINOETHYLOXY] 4' OXOBUTYL] 1 [6' [(1'',2'',3'',10'' TETRAMETHOXY 9'' OXO 5'',6'',7'',9'' TETRAHYDROBENZO[A]HEPTALEN 7'' YL)AMINO] 6' OXOHEXYL] 1,2,3 TRIAZOLE; 4 [5' [3'',5'' DI(4''' METHOXYBENZYLAMINO) 2'',4'',6'' TRIAZINYLAMINOETHYLOXY] 5' OXOPENTYL] 1 [3' [(1'',2'',3'',10'' TETRAMETHOXY 9'' OXO 5'',6'',7'',9'' TETRAHYDROBENZO[A]HEPTALEN 7'' YL)AMINO] 3' OXOPROPYL] 1,2,3 TRIAZOLE; 4 [9' [3'',5'' DI(4''' METHOXYBENZYLAMINO) 2'',4'',6'' TRIAZINYLAMINOETHYLOXY] 9' OXONONYL] 1 [3' [(1'',2'',3'',10'' TETRAMETHOXY 9'' OXO 5'',6'',7'',9'' TETRAHYDROBENZO[A]HEPTALEN 7'' YL)AMINO] 3' OXOPROPYL] 1,2,3 TRIAZOLE; ANTINEOPLASTIC AGENT; COLCHICINE DERIVATIVE; DEACETYLCOLCHICINE; N (6 AZIDOCAPROYL)DEACETYLCOLCHICINE; N (6 AZIDODECANOYL)DEACETYLCOLCHICINE; POLY(ETHYLENE GLCOL) 2 [3'',5'' DI(4''' METHOXYBENZYLAMINO) 2'',4'',6'' TRIAZINYLAMINOETHYLOXY] 2 OXOETHYL 2 [(1'',2'',3'',10'' TETRAMETHOXY 9'' OXO 5'',6'',7'',9'' TETRAHYDROBENZO[A]HEPTALEN 7'' YL)AMINO] 2 OXOETHYL ETHER; TUBULIZINE DERIVATIVE; UNCLASSIFIED DRUG;

AMIDATION; ANTINEOPLASTIC ACTIVITY; ARTICLE; BINDING SITE; CARBON NUCLEAR MAGNETIC RESONANCE; CONTROLLED STUDY; CYCLOADDITION; CYTOTOXICITY; DRUG PROTEIN BINDING; DRUG STRUCTURE; DRUG SYNTHESIS; DRUG TRANSFORMATION; FLUORESCENCE RESONANCE ENERGY TRANSFER; HUMAN; HUMAN CELL; HYDROPHOBICITY; IN VITRO STUDY; MICROTUBULE ASSEMBLY; PROTEIN CONFORMATION; PROTON NUCLEAR MAGNETIC RESONANCE; STOICHIOMETRY;

ANTINEOPLASTIC AGENTS; CELL LINE; CELL SURVIVAL; CLICK CHEMISTRY; COLCHICINE; DIMERIZATION; HUMANS; LIGANDS; MICROTUBULES; PROTEIN BINDING; TUBULIN MODULATORS;

EID: 84863220848     PISSN: 09680896     EISSN: 14643391     Source Type: Journal    
DOI: 10.1016/j.bmc.2012.05.072     Document Type: Article

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