Synthesis of an L-proline modified mimetic of the A83586C antitumour cyclodepsipeptide

Chem Commun (Camb). 2002 Sep 7:(17):1832-3. doi: 10.1039/b204018b.

Abstract

A mimetic of the A83586C cyclodepsipeptide has been synthesised via a three-segment coupling protocol involving dipeptides 9, 8 and 7; in contrast to our previous synthesis of A83586C, where the HATU-mediated macrolactamisation proceeded in 25% yield, the corresponding macro-lactamisation of seco-amino acid 18 occurred in ca. 78% yield.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Bacterial Agents / chemical synthesis*
  • Anti-Bacterial Agents / chemistry*
  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / chemistry*
  • Depsipeptides*
  • Dipeptides / chemistry
  • Molecular Structure
  • Peptides*
  • Proline / chemistry*

Substances

  • Anti-Bacterial Agents
  • Antineoplastic Agents
  • Depsipeptides
  • Dipeptides
  • Peptides
  • A 83586C
  • Proline