New 2-Acetyl-3-aminophenyl-1,4-naphthoquinones: Synthesis and Antiproliferative Activities on Breast and Prostate Human Cancer Cells.
(2020) Oxidative Medicine and Cellular Longevity — Vol. 2020, p. 8939716 [1-11] (2020)
Files
2020_Ríos_Oxid_Med_Cell_Longev.pdf
Open Access - Adobe PDF
- 0 B
Details
- Authors
Ríos, David 
Benites, Julio
- Abstract
- The reaction of 2-acyl-1,4-naphthoquinones with ,-dimethylaniline and 2,5-dimethoxyaniline, promoted by catalytic amounts of CeCl·7HO 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 () of the members of the series are sensitive to the push-pull electronic effects of the substituents in the naphthoquinone scaffold. Furthermore, the 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.
- Affiliations
Citations
Ríos, D., Valderrama, J. A., Cautin, M., Tapia, M., Salas, F., Guerrero-Castilla, A., Muccioli, G., Buc Calderon, P., & Benites, J. (2020). New 2-Acetyl-3-aminophenyl-1,4-naphthoquinones: Synthesis and Antiproliferative Activities on Breast and Prostate Human Cancer Cells. Oxidative Medicine and Cellular Longevity, 2020, 8939716 [1-11]. https://doi.org/10.1155/2020/8939716 (Original work published 2020)