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Issue 116, 2015
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Synthesis of a new class of naphthoquinone glycoconjugates and evaluation of their potential as antitumoral agents

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Abstract

A novel series of carbohydrate-based naphthoquinones was synthesized and evaluated for cytotoxicity against different cancer cell lines. The compounds derived from 5-hydroxy-1,4-naphthoquinone (juglone) showed better cytotoxicity profiles against HCT-116, A-549 and MDA-MB 435 human cancer cells than the parent compound. The results suggest that the hydroxyl group on the aromatic ring increased the pro-oxidant activity of these new naphthoquinone derivatives. Furthermore, two derivatives were found to be more active against melanoma cells (MDA-MB435) than the clinically useful anticancer agent doxorubicin, and none of the compounds caused mouse erythrocyte lysis.

Graphical abstract: Synthesis of a new class of naphthoquinone glycoconjugates and evaluation of their potential as antitumoral agents

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Supplementary files

Article information


Submitted
17 Sep 2015
Accepted
02 Nov 2015
First published
09 Nov 2015

RSC Adv., 2015,5, 96222-96229
Article type
Paper
Author version available

Synthesis of a new class of naphthoquinone glycoconjugates and evaluation of their potential as antitumoral agents

V. R. Campos, A. C. Cunha, W. A. Silva, V. F. Ferreira, C. Santos de Sousa, P. D. Fernandes, V. N. Moreira, D. R. da Rocha, F. R. F. Dias, R. C. Montenegro, M. C. B. V. de Souza, F. D. C. S. Boechat, C. F. J. Franco and J. A. L. C. Resende, RSC Adv., 2015, 5, 96222
DOI: 10.1039/C5RA19192K

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