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Synthesis and Pharmacological Activity of Diterpenylnaphthoquinone Derivatives
Instituto de Química de Recursos Naturales, Universidad de Talca, Casilla 747, Talca, Chile
Facultad de Ciencias de la Salud, Universidad de Talca, Casilla 747, Talca, Chile
Instituto Universitario de Bio-Orgánica Antonio Gonzalez G., Universidad de La Laguna, Tenerife 38206, Spain
Faculty of Pharmacy, Yeditepe University, Istanbul 34755, Turkey
* Author to whom correspondence should be addressed.
Received: 13 September 2011; in revised form: 29 September 2011 / Accepted: 30 September 2011 / Published: 13 October 2011
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
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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.
Pertino MW, Theoduloz C, Palenzuela JA, Afonso MM, Yesilada E, Monsalve F, González P, Droguett D, Schmeda-Hirschmann G. Synthesis and Pharmacological Activity of Diterpenylnaphthoquinone Derivatives. Molecules. 2011; 16(10):8614-8628.
Pertino, Mariano Walter; Theoduloz, Cristina; Palenzuela, Jose Antonio; Afonso, Maria del Mar; Yesilada, Erdem; Monsalve, Francisco; González, Paulo; Droguett, Daniel; Schmeda-Hirschmann, Guillermo. 2011. "Synthesis and Pharmacological Activity of Diterpenylnaphthoquinone Derivatives." Molecules 16, no. 10: 8614-8628.