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Please use this identifier to cite or link to this item: http://dspace.utalca.cl/handle/1950/9119

Title: Synthesis and in Vitro Cytotoxic Evaluation of Aminoquinones Structurally Related to Marine Isoquinolinequinones
Authors: Delgado, V.
Ibacache, A.
Theoduloz, C.
Valderrama, J.A.
Keywords: aminoisoquinoline-5,8-quinones
regioselectivity
anticancer
SAR analysis
Issue Date: Jun-2012
Publisher: MDPI AG, POSTFACH, CH-4005 BASEL, SWITZERLAND
Citation: MOLECULES Volume: 17 Issue: 6 Pages: 7042-7056
Abstract: The synthesis of 4-methoxycarbonyl-3-methylisoquinolinequinone (1) and a variety of its substitution products with amino-, alkylamino and halogen groups on the quinone nucleus is reported. The series of 6-, 7- and 6,7-subtituted isoquinolinequinones were evaluated in vitro for their cytotoxic activity using the MTT colorimetric method. All the newly synthesized compounds showed moderate to high potency against MRC-5 healthy lung fibroblasts and four human tumor cell lines: AGS gastric adenocarcinoma, SK-MES-1 lung, J82 bladder carcinoma, and HL-60 leukemia cells. Among the series, compounds 4b, 12 and 13 exhibited interesting antitumor activity against human gastric adenocarcinoma, human lung and human bladder carcinoma cancer cells. 7-Amino-6bromoisoquinoline- 5,8-quinone (13) was found to be the most promising active compound against the tested cancer cell lines, with IC50 values in the 0.21-0.49 mu M range, lower than the anti-cancer agent etoposide used as reference.
Description: Theoduloz, C (Theoduloz, Cristina).Univ Talca, Fac Ciencias Salud, Talca 3460000, Chile.
URI: http://dspace.utalca.cl/handle/1950/9119
ISSN: 1420-3049
Appears in Collections:Artículos en publicaciones ISI - Universidad de Talca

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