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

Araya-Maturana, R; Cardona W.; CASSELS, BK; Delgado-Castro, T; Ferreira J.; Miranda D.; Pavani, M.; Pessoa-Mahana H.; Soto-Delgado, J; Weiss-Lopez, B

Abstract

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. © 2006 Elsevier Ltd. All rights reserved.

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Título según WOS: Effects of 9,10-dihydroxy-4,4-dimethyl-5,8-dihydro-1(4H)-anthracenone derivatives on tumor cell respiration
Título según SCOPUS: Effects of 9,10-dihydroxy-4,4-dimethyl-5,8-dihydro-1(4H)-anthracenone derivatives on tumor cell respiration
Título de la Revista: BIOORGANIC & MEDICINAL CHEMISTRY
Volumen: 14
Número: 13
Editorial: PERGAMON-ELSEVIER SCIENCE LTD
Fecha de publicación: 2006
Página de inicio: 4664
Página final: 4669
Idioma: English
URL: http://linkinghub.elsevier.com/retrieve/pii/S0968089606001623
DOI:

10.1016/j.bmc.2006.02.011

Notas: ISI, SCOPUS