Synthesis and anti-Trypanosoma cruzi activity of naphthoquinone-containing triazoles: Electrochemical studies on the effects of the quinoidal moiety

Bioorganic and Medicinal Chemistry

Volumn 21, Issue 21, 2013, Pages 6337-6348

  Diogo, Emilay B T ^a   Dias, Gleiston G ^a   Rodrigues, Bernardo L ^a   Guimarães, Tiago T ^b   Valença, Wagner O ^c   Camara, Celso A ^c   De Oliveira, Ronaldo N ^c   Da Silva, Mauro G ^d   Ferreira, Vitor F ^e   De Paiva, Yen Galdino ^f   Goulart, Marilia O F ^f   Menna Barreto, Rubem F S ^g   De Castro, Solange L ^g   Da Silva Júnior, Eufrânio N ^a  

^a FEDERAL UNIVERSITY OF MINAS GERAIS   (Brazil)

^b FEDERAL UNIVERSITY OF RIO DE JANEIRO   (Brazil)

^c UNIVERSIDADE FEDERAL RURAL DE PERNAMBUCO   (Brazil)

^d FEDERAL UNIVERSITY OF PERNAMBUCO   (Brazil)

^e FLUMINENSE FEDERAL UNIVERSITY   (Brazil)

^f FEDERAL UNIVERSITY OF ALAGOAS   (Brazil)

^g INSTITUTO OSWALDO CRUZ   (Brazil)

Author keywords

Lapachone; Chagas disease; Click chemistry; Electrochemical parameters; Lapachol; Quinone; Trypomastigote

Indexed keywords

1,4 NAPHTHOQUINONE DERIVATIVE; 2 [2 [4 [[(3 BROMO 1,4 DIOXO 1,4 DIHYDRONAPHTHALEN 2 YL)AMINO]METHYL] 1H 1,2,3 TRIAZOL 1 YL]ETHYL]ISOINDOLINE 1,3 DIONE; 2 [2 [4 [[(3 CHLORO 1,4 DIOXO 1,4 DIHYDRONAPHTHALEN 2 YL)AMINO]METHYL] 1H 1,2,3 TRIAZOL 1 YL]METHYL]ISOINDOLINE 1,3 DIONE; 2 [3 [4 [[(3 BROMO 1,4 DIOXO 1,4 DIHYDRONAPHTHALEN 2 YL)AMINO]METHYL] 1H 1,2,3 TRIAZOL 1 YL]PROPYL]ISOINDOLINE 1,3 DIONE; 2 [3 [4 [[(3 CHLORO 1,4 DIOXO 1,4 DIHYDRONAPHTHALEN 2 YL)AMINO]METHYL] 1H 1,2,3 TRIAZOL 1 YL]PROPYL]ISOINDOLINE 1,3 DIONE; 2 [[4 [[(3 BROMO 1,4 DIOXO 1,4 DIHYDRONAPHTHALEN 2 YL)AMINO]METHYL] 1H 1,2,3 TRIAZOL 1 YL]METHYL]ISOINDOLINE 1,3 DIONE; 2 [[4 [[(3 CHLORO 1,4 DIOXO 1,4 DIHYDRONAPHTHALEN 2 YL)AMINO]METHYL] 1H 1,2,3 TRIAZOL 1 YL]METHYL]ISOINDOLINE 1,3 DIONE; 2 [[[1 (3 NITROPHENYL) 1H 1,2,3 TRIAZOL 4 YL]METHYL]AMINO]NAPHTHALENE 1,4 DIONE; 2 BROMO 3 [[[1 (3 NITROPHENYL) 1H 1,2,3 TRIAZOL 4 YL]METHYL]AMINO]NAPHTHALENE 1,4 DIONE; 2,2 DIMETHYL 1 (4 PHENYL 1H 1,2,3 TRIAZOL 1 YL) 1,2 DIHYDROBENZO[A]FURO[2,3 C]PHENAZINE; 2,2 DIMETHYL 3 (4 PHENYL 1H 1,2,3 TRIAZOL 1 YL) 2,3 DIHYDROBENZO[F]FURO[2,3 H]QUINOXALINE; 3 [4 [[(1,4 DIOXO 1,4 DIHYDRONAPHTHALEN 2 YL)AMINO]ETHYL] 1H 1,2,3 TRIAZOL 1 YL] 2,2 DIMETHYL 2,3 DIHYDRONAPHTHO[1,2B]FURAN 4,5 DIONE; 3 [4 [[(1,4 DIOXO 1,4 DIHYDRONAPHTHALEN 2 YL)AMINO]METHYL] 1H 1,2,3 TRIAZOL 1 YL] 2,2 DIMETHYL 2,3 DIHYDRONAPHTHO[1,2B]FURAN 4,5 DIONE; 3 [4 [[(3 BROMO 1,4 DIOXO 1,4 DIHYDRONAPHTHALEN 2 YL)AMINO]METHYL] 1H 1,2,3 TRIAZOL 1 YL] 2,2 DIMETHYL 2,3 DIHYDRONAPHTHO[1,2B]FURAN 4,5 DIONE; 3 [4 [[(3 CHLORO 1,4 DIOXO 1,4 DIHYDRONAPHTHALEN 2 YL)AMINO]METHYL] 1H 1,2,3 TRIAZOL 1 YL] 2,2 DIMETHYL 2,3 DIHYDRONAPHTHO[1,2B]FURAN 4,5 DIONE; 5 (HYDROXYIMINO) 2,2 DIMETHYL 3 (4 PHENYL 1H 1,2,3 TRIAZOL 1 YL) 2,3 DIHYDRONAPHTHO[1,2 B]FURAN 4(5H) ONE; BENZNIDAZOLE; TRIAZOLE DERIVATIVE; UNCLASSIFIED DRUG;

ANIMAL CELL; ARTICLE; CONTROLLED STUDY; CYTOTOXICITY; DRUG ACTIVITY; DRUG EFFECT; DRUG POTENCY; DRUG SCREENING; DRUG SYNTHESIS; ELECTROCHEMICAL ANALYSIS; ELECTROPHILICITY; EMBRYO; HEART MUSCLE CELL; LC 50; MOUSE; NONHUMAN; TRYPANOSOMA CRUZI;

TRYPANOSOMA CRUZI;

CHAGAS DISEASE; CLICK CHEMISTRY; ELECTROCHEMICAL PARAMETERS; LAPACHOL; QUINONE; TRYPOMASTIGOTE; Β-LAPACHONE;

ANIMALS; CELL SURVIVAL; CELLS, CULTURED; CRYSTALLOGRAPHY, X-RAY; ELECTROCHEMICAL TECHNIQUES; ELECTRODES; MICE; MOLECULAR CONFORMATION; MYOCYTES, CARDIAC; NAPHTHOQUINONES; STRUCTURE-ACTIVITY RELATIONSHIP; TRIAZOLES; TRYPANOCIDAL AGENTS; TRYPANOSOMA CRUZI;

EID: 84885190088     PISSN: 09680896     EISSN: 14643391     Source Type: Journal    
DOI: 10.1016/j.bmc.2013.08.055     Document Type: Article

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