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Molecules 2011, 16(10), 8614-8628; doi:10.3390/molecules16108614
Article

Synthesis and Pharmacological Activity of Diterpenylnaphthoquinone Derivatives

1, 2, 3, 3, 4, 2, 2, 2 and 1,*
1 Instituto de Química de Recursos Naturales, Universidad de Talca, Casilla 747, Talca, Chile 2 Facultad de Ciencias de la Salud, Universidad de Talca, Casilla 747, Talca, Chile 3 Instituto Universitario de Bio-Orgánica Antonio Gonzalez G., Universidad de La Laguna, Tenerife 38206, Spain 4 Faculty of Pharmacy, Yeditepe University, Istanbul 34755, Turkey
* Author to whom correspondence should be addressed.
Received: 13 September 2011 / Revised: 29 September 2011 / Accepted: 30 September 2011 / Published: 13 October 2011
(This article belongs to the Section Medicinal Chemistry)
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Abstract

New diterpenylquinones, combining a diterpene diacid and a naphthoquinone, were prepared from junicedric acid and lapachol. The new derivatives were assessed as gastroprotective agents by the HCl-EtOH-induced gastric lesions model in mice as well as for basal cytotoxicity on the following human cell lines: Normal lung fibroblasts (MRC-5), gastric epithelial adenocarcinoma (AGS), and hepatocellular carcinoma (Hep G2). Several of the new compounds were significantly active as antiulcer agents and showed selective cytotoxicity against AGS cells.
Keywords: labdane diterpenes; lapachol derivatives; diterpenylnaphthoquinones; gastroprotection; basal cytotoxicity labdane diterpenes; lapachol derivatives; diterpenylnaphthoquinones; gastroprotection; basal cytotoxicity
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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Pertino, M.W.; Theoduloz, C.; Palenzuela, J.A.; Afonso, M.M.; Yesilada, E.; Monsalve, F.; González, P.; Droguett, D.; Schmeda-Hirschmann, G. Synthesis and Pharmacological Activity of Diterpenylnaphthoquinone Derivatives. Molecules 2011, 16, 8614-8628.

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