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Journal of the Brazilian Chemical Society

Print version ISSN 0103-5053

Abstract

FREITAS, Hozana Patrícia S. et al. Cytotoxic cordiaquinones from the roots of Cordia polycephala. J. Braz. Chem. Soc. [online]. 2012, vol.23, n.8, pp. 1558-1562.  Epub Aug 16, 2012. ISSN 0103-5053.  http://dx.doi.org/10.1590/S0103-50532012005000019.

The chemical investigation of roots of Cordia polycephala resulted in the isolation of two new terpenoid naphtoquinones, 6-[10-(12,12-dimethyl-13α-(22-methyl-21-butenoyloxy)-16-methenylcyclohexyl)ethyl]-naphtalene-1,4-dione and (6-[10-(12,12-dimethyl-13α-(tigloyloxy)-16-methenylcyclohexyl)ethyl]-naphtalene-1,4-dione, named as cordiaquinone N (1) and O (2), respectively. The known cordiaquinones B (3), L (4) and E (5) were also isolated. Their structures were elucidated after detailed 1D and 2D NMR and high resolution electrospray ionization mass spectrometry (HRESIMS) data analysis. All cordiaquinones (1-5) were evaluated against four human cancer cell lines: HCT-8 (colon), HL-60 (leukemia), MDA-MB-435 (melanoma) and SF295 (glioblastoma), showing IC50 values in the range of 1.2 to 11.1 mmol L-1. The new cordiaquinones 1 and 2 were the most active against all cancer cell lines, while compound 3 was selective to leukemia HL-60 cells (IC50 2.2 mmol L-1).

Keywords : Cordia polycephala; cordiaquinones; cytotoxic activity.

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