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Enantiomeric Derivatives of Tokinolide B: Absolute Configuration and Biological Properties

Author:
  • Alejandra Leon
  • J. Antonio Cogordan
  • Olov Sterner
  • Guillermo Delgado
Publishing year: 2012
Language: English
Pages: 859-864
Publication/Series: Journal of Natural Products
Volume: 75
Issue: 5
Document type: Journal article
Publisher: The American Chemical Society

Abstract english

The enantiomeric lactams (-)-8, (+)-8, (+)-9, and (-)-9 were formed by the reaction of the dimeric phthalide rac-tokinolide B (rac-3) with (R)-(+)-alpha-methylbenzylamine and (S)-(-)-alpha-methylbenzylamine. The absolute configurations of compounds 8 and 9 were assigned by experimental and theoretically calculated electronic circular dichroism methods for (+)-8 and (-)-9. Compounds 3, 5, (-)-8, (+)-8, (+)-9, and (-)-9 displayed cytotoxic activity toward several human tumor cell lines, with (-)-8 and (-)-9 being the most potent.

Keywords

  • Organic Chemistry

Other

Published
  • ISSN: 0163-3864
Olov Sterner
E-mail: olov.sterner [at] science.lu.se

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