Antineoplastic agents. 590. X-ray crystal structure of dolastatin 16 and syntheses of the dolamethylleuine and dolaphenvaline units

George Pettit, Thomas H. Smith, Jun-Ping Xu, Delbert L. Herald, Erik J. Flahive, Collin R. Anderson, Paul E. Belcher, John C. Knight

Research output: Contribution to journalArticle

11 Scopus citations

Abstract

Three advances necessary to bring dolastatin 16 (1) into full-scale preclinical development as an anticancer drug have been accomplished. The X-ray crystal structure of dolastatin 16 has been solved, which allowed stereoselective syntheses of its two new amino acid units, dolamethylleuine (Dml) and dolaphenvaline (Dpv), to be completed. The X-ray crystal structures of synthetic Z-Dml and TFA-Dpv have also been completed. (Chemical Equation Presented).

Original languageEnglish (US)
Pages (from-to)1003-1008
Number of pages6
JournalJournal of Natural Products
Volume74
Issue number5
DOIs
StatePublished - May 27 2011

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ASJC Scopus subject areas

  • Analytical Chemistry
  • Molecular Medicine
  • Pharmacology
  • Pharmaceutical Science
  • Drug Discovery
  • Complementary and alternative medicine
  • Organic Chemistry

Cite this

Pettit, G., Smith, T. H., Xu, J-P., Herald, D. L., Flahive, E. J., Anderson, C. R., Belcher, P. E., & Knight, J. C. (2011). Antineoplastic agents. 590. X-ray crystal structure of dolastatin 16 and syntheses of the dolamethylleuine and dolaphenvaline units. Journal of Natural Products, 74(5), 1003-1008. https://doi.org/10.1021/np100877h