Jump to main content
Jump to site search


Synthesis of endolides A and B: naturally occurring N-methylated cyclic tetrapeptides

Author affiliations

Abstract

Endolides A and B are naturally occurring, N-methylated, cyclic tetrapeptides possessing an unusual 3-(3-furyl)alanine amino acid and outstanding biological profiles. 1-Propanephosphonic anhydride (T3P) was used to mediate a solution-phase cyclisation reaction of the linear tetrapeptides, thus achieving the first syntheses of both endolides A and B. The stereoselectivity of the tetrapeptide cyclisation reactions was found to be reagent-controlled, and was independent of the C-terminal configuration of the linear peptide starting materials.

Graphical abstract: Synthesis of endolides A and B: naturally occurring N-methylated cyclic tetrapeptides

Back to tab navigation

Supplementary files

Publication details

The article was received on 29 Jan 2019, accepted on 01 Mar 2019 and first published on 05 Mar 2019


Article type: Research Article
DOI: 10.1039/C9MD00050J
Citation: Med. Chem. Commun., 2019, Advance Article

  •   Request permissions

    Synthesis of endolides A and B: naturally occurring N-methylated cyclic tetrapeptides

    E. K. Davison, A. J. Cameron, P. W. R. Harris and M. A. Brimble, Med. Chem. Commun., 2019, Advance Article , DOI: 10.1039/C9MD00050J

Search articles by author

Spotlight

Advertisements