Solid-phase total synthesis and structure proof of callipeltin B

J Am Chem Soc. 2006 Dec 6;128(48):15392-3. doi: 10.1021/ja0666250.

Abstract

The cytotoxic, cyclic heptadepsipeptide, natural product callipeltin B was synthesized on a solid-phase support in 15% overall yield. Comparison of the 1H NMR spectra of three synthetic isomers with those of callipeltin B confirmed the configurational reassignment of its threonine residues as d-allothreonine and the assignment of the configuration of its beta-methoxytyrosine residue as (2R,3R).

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Animals
  • Depsipeptides / chemical synthesis*
  • Depsipeptides / chemistry
  • Depsipeptides / isolation & purification
  • Peptides, Cyclic / chemical synthesis*
  • Peptides, Cyclic / chemistry
  • Peptides, Cyclic / isolation & purification
  • Porifera / chemistry
  • Protein Conformation

Substances

  • Depsipeptides
  • Peptides, Cyclic
  • callipeltin B