1. Academic Validation
  2. Enantiomeric derivatives of tokinolide B: absolute configuration and biological properties

Enantiomeric derivatives of tokinolide B: absolute configuration and biological properties

  • J Nat Prod. 2012 May 25;75(5):859-64. doi: 10.1021/np200645p.
Alejandra León 1 J Antonio Cogordán Olov Sterner Guillermo Delgado
Affiliations

Affiliation

  • 1 Instituto de Química de la Universidad Nacional Autónoma de México , Circuito Exterior, Ciudad Universitaria, Coyoacán 04510, México, D.F.
Abstract

The enantiomeric lactams (-)-8, (+)-8, (+)-9, and (-)-9 were formed by the reaction of the dimeric phthalide rac-tokinolide B (rac-3) with (R)-(+)-α-methylbenzylamine and (S)-(-)-α-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.

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