New 2-Acetyl-3-aminophenyl-1,4-naphthoquinones: Synthesis and In Vitro Antiproliferative Activities on Breast and Prostate Human Cancer Cells
Joint Authors
Ríos, David
Valderrama, Jaime A.
Cautin, Miriam
Tapia, Milko
Salas, Felipe
Guerrero-Castilla, Angélica
Muccioli, Giulio G.
Buc Calderón, Pedro
Benites, Julio
Source
Oxidative Medicine and Cellular Longevity
Issue
Vol. 2020, Issue 2020 (31 Dec. 2020), pp.1-11, 11 p.
Publisher
Hindawi Publishing Corporation
Publication Date
2020-09-26
Country of Publication
Egypt
No. of Pages
11
Main Subjects
Abstract EN
The reaction of 2-acyl-1,4-naphthoquinones with N,N-dimethylaniline and 2,5-dimethoxyaniline, promoted by catalytic amounts of CeCl3·7H2O under “open-flask” conditions, produced a variety of 2-acyl-3-aminophenyl-1,4-naphthoquinones structurally related to the cytotoxic 2-acetyl-3-phenyl-1,4-naphthoquinone, an inhibitor of the heat shock chaperone protein Hsp90.
The members of the 2-acyl-3-aminophenyl-1,4-naphthoquinone series were isolated in good yields (63-98%).
The cyclic voltammograms of the 2-acyl-3-aminophenyl-1,4-naphthoquinone exhibit two one-electron reduction waves to the corresponding radical-anion and dianion and two quasireversible oxidation peaks.
The first and second half-wave potential values (E1/2) of the members of the series are sensitive to the push-pull electronic effects of the substituents in the naphthoquinone scaffold.
Furthermore, the in vitro antiproliferative properties of these new quinones were evaluated on two human cancer cells DU-145 (prostate) and MCF-7 (mammary) and a nontumorigenic HEK-293 (kidney) cell line, using the MTT colorimetric method.
Two members, within the series, exhibited interesting cytotoxic activities on human prostate and mammary cancer cells.
American Psychological Association (APA)
Ríos, David& Valderrama, Jaime A.& Cautin, Miriam& Tapia, Milko& Salas, Felipe& Guerrero-Castilla, Angélica…[et al.]. 2020. New 2-Acetyl-3-aminophenyl-1,4-naphthoquinones: Synthesis and In Vitro Antiproliferative Activities on Breast and Prostate Human Cancer Cells. Oxidative Medicine and Cellular Longevity،Vol. 2020, no. 2020, pp.1-11.
https://search.emarefa.net/detail/BIM-1205902
Modern Language Association (MLA)
Ríos, David…[et al.]. New 2-Acetyl-3-aminophenyl-1,4-naphthoquinones: Synthesis and In Vitro Antiproliferative Activities on Breast and Prostate Human Cancer Cells. Oxidative Medicine and Cellular Longevity No. 2020 (2020), pp.1-11.
https://search.emarefa.net/detail/BIM-1205902
American Medical Association (AMA)
Ríos, David& Valderrama, Jaime A.& Cautin, Miriam& Tapia, Milko& Salas, Felipe& Guerrero-Castilla, Angélica…[et al.]. New 2-Acetyl-3-aminophenyl-1,4-naphthoquinones: Synthesis and In Vitro Antiproliferative Activities on Breast and Prostate Human Cancer Cells. Oxidative Medicine and Cellular Longevity. 2020. Vol. 2020, no. 2020, pp.1-11.
https://search.emarefa.net/detail/BIM-1205902
Data Type
Journal Articles
Language
English
Notes
Includes bibliographical references
Record ID
BIM-1205902