Diligustilide: Enantiomeric Derivatives, Absolute Configuration and Cytotoxic Properties

Authors

  • Alejandra León Universidad Nacional Autónoma de México
  • Guillermo Delgado Universidad Nacional Autónoma de México

DOI:

https://doi.org/10.29356/jmcs.v56i2.326

Keywords:

Ligusticum porteri, diligustilide, enantiopure derivatives, electronic circular dichroism, exciton chirality method, cytotoxicity

Abstract

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.

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Author Biographies

Alejandra León, Universidad Nacional Autónoma de México

Instituto de Química

Guillermo Delgado, Universidad Nacional Autónoma de México

Instituto de Química

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Published

2017-10-12

Issue

Section

Regular Articles

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