Colchicine glycorandomization influences cytotoxicity and mechanism of action

Aqeel Ahmed, Noël R. Peters, Megan K. Fitzgerald, James A. Watson, F. Michael Hoffmann, Jon S. Thorson

Research output: Contribution to journalArticlepeer-review

81 Scopus citations


The reaction of 70 unprotected, diversely functionalized free reducing sugars with methoxyamine-appended colchicine led to the production of a 58-member glycorandomized library. High-throughput cytotoxicity assays revealed glycosylation to modulate specificity and potency. Library members were also identified which, unlike the parent natural product (a destabilizer), stabilized in vitro tubulin polymerization in a manner similar to taxol. This study highlights a simple extension of neoglycorandomization toward amine-bearing scaffolds and the potential benefit of glycosylating nonglycosylated natural products.

Original languageEnglish
Pages (from-to)14224-14225
Number of pages2
JournalJournal of the American Chemical Society
Issue number44
StatePublished - Nov 8 2006

ASJC Scopus subject areas

  • Catalysis
  • Chemistry (all)
  • Biochemistry
  • Colloid and Surface Chemistry


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