Selective cytotoxicity and apoptosis induction in glioma cell lines by 5-oxygenated-6,7-methylenedioxycoumarins from Pterocaulon species.

Autor: Vianna DR; Programa de Pós Graduação em Ciências Farmacêuticas, Universidade Federal do Rio Grande do Sul., Av. Ipiranga 2752, CEP 90610-000, Porto Alegre/RS, Brazil. 00121940@ufrgs.br, Hamerski L, Figueiró F, Bernardi A, Visentin LC, Pires EN, Teixeira HF, Salbego CG, Eifler-Lima VL, Battastini AM, von Poser GL, Pinto AC
Jazyk: angličtina
Zdroj: European journal of medicinal chemistry [Eur J Med Chem] 2012 Nov; Vol. 57, pp. 268-74. Date of Electronic Publication: 2012 Sep 12.
DOI: 10.1016/j.ejmech.2012.09.007
Abstrakt: The coumarins 5-methoxy-6,7-methylenedioxycoumarin 1 5-(3-methyl-2-butenyloxy)-6,7-methylenedioxycoumarin 2 and 5-(2,3-dihydroxy-3-methylbutyloxy)-6,7-methylenedioxycoumarin 3 isolated from Pterocaulon species showed significant cytotoxicity against two glioma cells lines. Compound 1 presented IC(50) values of 34.6 μM and 31.6 μM against human (U138-MG) and rat (C6) glioma cells, respectively, and this compound was at least two times more potent than compounds 2 and 3. This result could be explained by the planar conformation adopted by 1 through a non-classical hydrogen bond between a hydrogen of the methoxy and the oxygen of the methylenedioxy groups. Another important finding was that the cytotoxic effect induced by 1 in glioma cells was not observed in organotypic cultures, indicating a selective cytotoxicity for tumor cells.
(Copyright © 2012 Elsevier Masson SAS. All rights reserved.)
Databáze: MEDLINE
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