Catenulobactins A and B, Heterocyclic Peptides from Culturing Catenuloplanes sp. with a Mycolic Acid-Containing Bacterium

J Nat Prod. 2018 Sep 28;81(9):2106-2110. doi: 10.1021/acs.jnatprod.8b00261. Epub 2018 Aug 21.

Abstract

The production of two new heterocyclic peptide isomers, catenulobactins A (1) and B (2), in cultures of Catenuloplanes sp. RD067331 was significantly increased when it was cocultured with a mycolic acid-containing bacterium. The planar structures and absolute configurations of the catenulobactins were determined based on NMR/MS and chiral-phase GC-MS analyses. Catenulobactin B (2) displayed Fe(III)-chelating activity and moderate cytotoxicity against P388 murine leukemia cells.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Chelating Agents / chemistry
  • Chelating Agents / isolation & purification
  • Chelating Agents / metabolism
  • Chelating Agents / pharmacology
  • Leukemia P388 / drug therapy
  • Leukemia P388 / pathology
  • Magnetic Resonance Spectroscopy
  • Mice
  • Micromonosporaceae / metabolism*
  • Mycolic Acids / analysis*
  • Oxazoles / chemistry
  • Oxazoles / isolation & purification
  • Oxazoles / metabolism*
  • Oxazoles / pharmacology
  • Peptides / chemistry
  • Peptides / isolation & purification
  • Peptides / metabolism*
  • Peptides / pharmacology

Substances

  • Chelating Agents
  • Mycolic Acids
  • Oxazoles
  • Peptides