1,2,3-Triazole-, arylamino- and thio-substituted 1,4-naphthoquinones: Potent antitumor activity, electrochemical aspects, and bioisosteric replacement of C-ring-modified lapachones

Bioorganic and Medicinal Chemistry

Volumn 22, Issue 5, 2014, Pages 1608-1619

  Da Cruz, Eduardo H G ^a   Hussene, Caio M B ^a   Dias, Gleiston G ^a   Diogo, Emilay B T ^a   De Melo, Isadora M M ^a   Rodrigues, Bernardo L ^a   Da Silva, Mauro G ^b   Valença, Wagner O ^c   Camara, Celso A ^c   De Oliveira, Ronaldo N ^c   De Paiva, Yen G ^d   Goulart, Marilia O F ^d   Cavalcanti, Bruno C ^e   Pessoa, Claudia ^e   Da Silva Júnior, Eufrânio N ^a  

^a FEDERAL UNIVERSITY OF MINAS GERAIS   (Brazil)

^b FEDERAL UNIVERSITY OF PERNAMBUCO   (Brazil)

^c UNIVERSIDADE FEDERAL RURAL DE PERNAMBUCO   (Brazil)

^d FEDERAL UNIVERSITY OF ALAGOAS   (Brazil)

^e FEDERAL UNIVERSITY OF CEARÁ   (Brazil)

Author keywords

1,2,3 Triazoles; 1,4 Naphthoquinone; Cancer; Click chemistry; Lapachol

Indexed keywords

1,2,3 TRIAZOLE DERIVATIVE; 1,4 NAPHTHOQUINONE DERIVATIVE; 2 (ACETOXYMETHYL) 6 [4 [[(1,4 DIOXO 1,4 DIHYDRONAPHTHALEN 2 YL)AMINO]METHYL] 1H 1,2,3 TRIAZOL 1 YL]TETRAHYDRO 2H PYRAN 3,4,5 TRIYL TRIACETATE; 2 (ACETOXYMETHYL) 6 [4 [[(3 BROMO 1,4 DIOXO 1,4 DIHYDRONAPHTHALEN 2 YL)AMINO]METHYL] 1H 1,2,3 TRIAZOL 1 YL]TETRAHYDRO 2H PYRAN 3,4,5 TRIYL TRIACETATE; 2 [4 [4 [[(3 CHLORO 1,4 DIOXO 1,4 DIHYDRONAPHTHALEN 2 YL)AMINO]METHYL] 1H 1,2,3 TRIAZOL 1 YL]BUTYL]ISOINDOLINE 1,3 DIONE; 2 [[[1 (1,4 DIOXO 1,4 DIHYDRONAPHTHALEN 2 YL) 1H 1,2,3 TRIAZOL 4 YL]METHYL]AMINO]NAPHTHALENE 1,4 DIONE; 2 BROMO 3 [[[1 (1,4 DIOXO 1,4 DIHYDRONAPHTHALEN 2 YL) 1H 1,2,3 TRIAZOL 4 YL]METHYL]AMINO]NAPHTHALENE 1,4 DIONE; 2 CHLORO 3 [[[1 (1,4 DIOXO 1,4 DIHYDRONAPHTHALEN 2 YL) 1H 1,2,3 TRIAZOL 4 YL]METHYL]AMINO]NAPHTHALENE 1,4 DIONE; 2,2 DIMETHYL 3 (PHENYLTHIO) 2,3 DIHYDRONAPHTHO[2,3 B]FURAN 4,9 DIONE; 2,2 DIMETHYL 4 (PHENYLTHIO) 3,4 DIHYDRO 2H BENZO[G]CHROMENE 5,10 DIONE; 2,2 DIMETHYL 4 [(3 NITROPHENYL)AMINO] 3,4 DIHYDRO 2H BENZO[G]CHROMENE 5,10 DIONE; 2,2 DIMETHYL 4 [(4 NITROPHENYL)AMINO] 3,4 DIHYDRO 2H BENZO[G]CHROMENE 5,10 DIONE; 4 [(3 BROMOPHENYL)AMINO] 2,2 DIMETHYL 3,4 DIHYDRO 2H BENZO[G]CHROMENE 5,10 DIONE; 4 [(3 FLUOROPHENYL)AMINO] 2,2 DIMETHYL 3,4 DIHYDRO 2H BENZO[G]CHROMENE 5,10 DIONE; 4 [(4 BROMOPHENYL)AMINO] 2,2 DIMETHYL 3,4 DIHYDRO 2H BENZO[G]CHROMENE 5,10 DIONE; 4 [(4 CHLOROPHENYL)AMINO] 2,2 DIMETHYL 3,4 DIHYDRO 2H BENZO[G]CHROMENE 5,10 DIONE; 4 [(4 IODOPHENYL)AMINO] 2,2 DIMETHYL 3,4 DIHYDRO 2H BENZO[G]CHROMENE 5,10 DIONE; 4 [(4 METHOXYPHENYL)AMINO] 2,2 DIMETHYL 3,4 DIHYDRO 2H BENZO[G]CHROMENE 5,10 DIONE; ANTINEOPLASTIC AGENT; BETA LAPACHONE; DOXORUBICIN; UNCLASSIFIED DRUG; NAPHTHOQUINONE; TRIAZOLE DERIVATIVE;

ANIMAL CELL; ANTINEOPLASTIC ACTIVITY; ARTICLE; CANCER CELL; CONTROLLED STUDY; CYCLIC POTENTIOMETRY; DRUG CYTOTOXICITY; DRUG STRUCTURE; DRUG SYNTHESIS; FIBROBLAST; HUMAN; HUMAN CELL; IC 50; NONHUMAN; PERIPHERAL BLOOD MONONUCLEAR CELL; X RAY ANALYSIS; CELL PROLIFERATION; CHEMICAL STRUCTURE; CHEMISTRY; CLICK CHEMISTRY; STRUCTURE ACTIVITY RELATION;

MURINAE;

CELL PROLIFERATION; CLICK CHEMISTRY; HUMANS; MODELS, MOLECULAR; MOLECULAR STRUCTURE; NAPHTHOQUINONES; STRUCTURE-ACTIVITY RELATIONSHIP; TRIAZOLES;

EID: 84896722110     PISSN: 09680896     EISSN: 14643391     Source Type: Journal    
DOI: 10.1016/j.bmc.2014.01.033     Document Type: Article

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