Chemical Biology & Drug Design 2010-03-01

Elaboration of simplified vinca alkaloids and phomopsin hybrids.

Quoc Anh Ngo, Fanny Roussi, Sylviane Thoret, Françoise Guéritte

Index: Chem. Biol. Drug Des. 75(3) , 284-94, (2010)

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Abstract

Nine simplified vinca alkaloids and phomospin A hybrids, in which vindoline moiety has been replaced by a simpler scaffold, have been elaborated to evaluate their activity on the inhibition of tubulin polymerization. This article deals with the synthesis of various simplified vinca alkaloids, using a stereoselective coupling of catharantine with reactive aromatic compounds and methanol as well as their subsequent condensation with a large peptide chain mimicking those of phomopsin A. Biological evaluation and molecular modeling studies are also reported.

Related Compounds

  • Catharanthine
  • Vindoline

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