Conformational preferences of natural and C3-modified epothilones in aqueous solution

Máté Erdélyi, Bernhard Pfeiffer, Kurt Hauenstein, Jörg Fohrer, Jürg Gertsch, Karl-Heinz Altmann, Teresa Carlomagno

Research output: Contribution to journalArticlepeer-review

Abstract

The conformational properties of the microtubule-stabilizing agent epothilone A ( 1a) and its 3-deoxy and 3-deoxy-2,3-didehydro derivatives 2 and 3 have been investigated in aqueous solution by a combination of NMR spectroscopic methods, Monte Carlo conformational searches, and NAMFIS calculations. The tubulin-bound conformation of epothilone A ( 1a), as previously proposed on the basis of solution NMR data, was found to represent a significant fraction of the ensemble of conformations present for the free ligands in aqueous solution.

Original languageEnglish
Pages (from-to)1469-73
Number of pages5
JournalJournal of Medicinal Chemistry
Volume51
Issue number5
DOIs
Publication statusPublished - 13 Mar 2008

Keywords

  • Epothilones/chemistry
  • Magnetic Resonance Spectroscopy
  • Models, Molecular
  • Molecular Conformation
  • Monte Carlo Method
  • Solutions
  • Tubulin/chemistry
  • Water

Fingerprint

Dive into the research topics of 'Conformational preferences of natural and C3-modified epothilones in aqueous solution'. Together they form a unique fingerprint.

Cite this