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Journal of the Mexican Chemical Society

Print version ISSN 1870-249X


LEON, Alejandra  and  DELGADO, Guillermo. Diligustilide: Enantiomeric Derivatives, Absolute Configuration and Cytotoxic Properties. J. Mex. Chem. Soc [online]. 2012, vol.56, n.2, pp.222-226. ISSN 1870-249X.

New enantiomeric amides (-)-6, (+)-7, (+)-6, and (-)-7 were formed by the reaction of the natural dimeric phthalide rac-diligustilide (rac-1) with (R)-(+)-α-methylbenzylamine and (S)-(-)-α-methylbenzylamine. The absolute configurations of compounds 6 and 7 were assigned by the analysis of electronic circular dichroism curves by means of the exciton chirality method. Compounds 1, 4, 5, (-)-6, (+)-6, (+)-7, and (-)-7 exhibited cytotoxic activity towards several human tumor cell lines.

Keywords : Ligusticum porteri; diligustilide; enantiopure derivatives; electronic circular dichroism; exciton chirality method; cytotoxicity.

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