Effects of 9,10-dihydroxy-4,4-dimethyl-5,8-dihydro-1(4H)-anthracenone derivatives on tumor cell respiration

Ramiro Araya-Maturana, Wilson Cardona, Bruce K. Cassels, Tomás Delgado-Castro, Jorge Ferreira, Dante Miranda, Mario Pavani, Hernán Pessoa-Mahana, Jorge Soto-Delgado, Boris Weiss-López

Resultado de la investigación: Article

29 Citas (Scopus)


A series of tricyclic hydroquinones, incorporating a carbonyl group in the ortho position relative to the phenol function, were tested as inhibitors of oxygen uptake against the TA3 mouse carcinoma cell line and its multidrug-resistant variant TA3-MTX-R. The title compound, which proved to be the most active one, also exhibited low micromolar dose-dependent growth inhibition of the human tumor U937 cell line (human monocytic leukemia). A tentative structure-activity relationship is proposed for these substances. A comparison between the cytotoxicities of the title compound and 4,4-dimethyl-5,8-dihydroxynaphthalene-1-one, with their activities as inhibitors of oxygen uptake by the TA3-MTX-R cell line, is presented. Also, the inhibition of oxygen uptake by 6-(4-methylpent-3-enyl)-1,4-naphthoquinone was determined and compared with its reported cytotoxicity toward P-388 (murine lymphocytic leukemia), A-549 (human lung carcinoma), HT-29 (human colon carcinoma), and MEL-28 (human melanoma) cells. The inhibition of oxygen uptake by TA3-MTX-R cells is useful as a quick test for preliminary screening of possible anticancer activity.

Idioma originalEnglish
Páginas (desde-hasta)4664-4669
Número de páginas6
PublicaciónBioorganic and Medicinal Chemistry
EstadoPublished - 1 jul 2006

    Huella digital

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

Citar esto

Araya-Maturana, R., Cardona, W., Cassels, B. K., Delgado-Castro, T., Ferreira, J., Miranda, D., Pavani, M., Pessoa-Mahana, H., Soto-Delgado, J., & Weiss-López, B. (2006). Effects of 9,10-dihydroxy-4,4-dimethyl-5,8-dihydro-1(4H)-anthracenone derivatives on tumor cell respiration. Bioorganic and Medicinal Chemistry, 14(13), 4664-4669. https://doi.org/10.1016/j.bmc.2006.02.011