β-Lapachone analogs with enhanced antiproliferative activity

In this study, we describe the synthesis of a series of α- and β-lapachone containing hydroxyl or methoxyl groups on the benzene ring, by means of the selective acid promoted cyclization of the appropriate lapachol analog. The evaluation of the antiproliferative activity in human solid tumor cell li...

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Detalles Bibliográficos
Autores principales: Ríos-Luci, C., Bonifazi, E.L., León, L.G., Montero, J.C., Burton, G., Pandiella, A., Misico, R.I., Padrón, J.M.
Formato: JOUR
Materias:
β-Lapachone
Antitumor agents
Cell cycle
Naphthoquinone
Structure-activity relationships
2 hydroxy 5 methoxy 3 (3 methylbut 2 enyl)naphthalene 1,4 dione (5 methoxylapachol)
2 hydroxy 7 methoxynaphthalene 1,4 dione (2 hydroxy 7 methoxy 1,4 naphthoquinone
3 hydroxy 6 methoxy 2 (3 methylbut 2 en 1 yl)naphthalene 1,4 dione (7 methoxylapachol)
3,4 dihydro 10 hydroxy 2,2 dimethyl 2h benzo[g]chromene 5,6 dione (10 hydroxy beta lapachone)
3,4 dihydro 10 methoxy 2,2 dimethyl 2h benzo[g]chromene 5,6 dione (10 methoxy beta lapachone)
3,4 dihydro 6 hydroxy 2,2 dimethyl 2h benzo[g]chromene 5,10 dione (6 hydroxy alpha lapachone)
3,4 dihydro 6 hydroxy 2,2 dimethyl 2h benzo[g]chromene 5,10 dione (6 methoxy alpha lapachone)
3,4 dihydro 7 hydroxy 2,2 dimethyl 2h benzo[g]chromene 5,6 dione (7 hydroxy beta lapachone)
3,4 dihydro 7 methoxy 2,2 dimethyl 2h benzo[h]chromene 5,6 dione (7 methoxy beta lapachone)
3,4 dihydro 8 hydroxy 2,2 dimethyl 2h benzo[h]chromene 5,6 dione (8 hydroxy beta lapachone)
3,4 dihydro 8 methoxy 2,2 dimethyl 2h benzo[g]chromene 5,10 dione (8 methoxy alpha lapachone)
3,4 dihydro 8 methoxy 2,2 dimethyl 2h benzo[h]chromene 5,6 dione (8 methoxy beta lapachone)
3,4 dihydro 9 hydroxy 2,2 dimethyl 2h benzo[g]chromene 5,10 dione (9 hydroxy alpha lapachone)
3,4,5,6 tetrahydro 2,2 dimethyl 5,6 dioxo 2h benzo[h]chromen 7 yl pivalate (7 pivaloyl beta lapachone)
7 hydroxy beta lapachone
alpha lapachone
antineoplastic agent
benzene
beta lapachone
hydroxyl group
isomerase inhibitor
reactive oxygen metabolite
unclassified drug
antiproliferative activity
article
cell cycle
cyclization
cytotoxicity
DNA damage
drug synthesis
protein expression
tumor cell line
Antineoplastic Agents
Cell Cycle
Cell Line, Tumor
Cell Proliferation
DNA Topoisomerases
Humans
Naphthoquinones
Reactive Oxygen Species
Topoisomerase Inhibitors
Acceso en línea:http://hdl.handle.net/20.500.12110/paper_02235234_v53_n_p264_RiosLuci
Aporte de:
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires

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