Gymnopeptides A and B, Cyclic Octadecapeptides from the Mushroom Gymnopus fusipes

Org Lett. 2016 Jun 3;18(11):2688-91. doi: 10.1021/acs.orglett.6b01158. Epub 2016 May 19.

Abstract

Mycochemical study of the mushroom Gymnopus fusipes led to the discovery of two new cyclopeptides. The two compounds, named as gymnopeptides A and B, are unprecedented highly N-methylated cyclic octadecapeptides. Detailed spectroscopic studies, Marfey's analysis, and a preliminary molecular modeling study suggested that both are natural cyclic β hairpins. The isolated compounds exhibited striking antiproliferative activity on several human cancer cell lines, with nanomolar IC50 values.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Agaricales / chemistry*
  • Antineoplastic Agents / chemistry*
  • Antineoplastic Agents / isolation & purification
  • Antineoplastic Agents / pharmacology
  • Drug Screening Assays, Antitumor
  • HeLa Cells
  • Humans
  • Inhibitory Concentration 50
  • MCF-7 Cells
  • Oligopeptides / chemistry*
  • Oligopeptides / isolation & purification
  • Oligopeptides / pharmacology
  • Peptides, Cyclic / chemistry*
  • Peptides, Cyclic / isolation & purification
  • Peptides, Cyclic / pharmacology

Substances

  • Antineoplastic Agents
  • Oligopeptides
  • Peptides, Cyclic