Diligustilide: Enantiomeric Derivatives, Absolute Configuration and Cytotoxic Properties
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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| Main Authors: | , |
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| Format: | Digital revista |
| Language: | English |
| Published: |
Sociedad Química de México A.C.
2012
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| Online Access: | http://www.scielo.org.mx/scielo.php?script=sci_arttext&pid=S1870-249X2012000200024 |
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| Summary: | 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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