4.4 Article

Structure-activity relationships of ustiloxin analogues

Journal

TETRAHEDRON LETTERS
Volume 52, Issue 17, Pages 2136-2139

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2010.11.165

Keywords

Ustiloxin; Tubulin polymerization; Aziridine ring opening; Structure-activity relationships

Funding

  1. NIH [CA-40081, 1S10RR23444-1]
  2. NSF [CHE-0951394]

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Four novel ustiloxin D analogues were synthesized focusing on the size of the macrocyclic core, the stereochemistry at the bridgehead ether, and the enantiomer of ustiloxin D. All four were subjected to biological evaluation testing the inhibition of tubulin polymerization. Only 2,2-dimethyl-ustiloxin D retained any activity. (C) 2011 Elsevier Ltd. All rights reserved.

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