Mullinamides A and B, new cyclopeptides produced by the Ruth Mullins coal mine fire isolate Streptomyces sp. RM-27-46

J Antibiot (Tokyo). 2014 Aug;67(8):571-5. doi: 10.1038/ja.2014.37. Epub 2014 Apr 9.

Abstract

Two new cyclopeptides, mullinamides A [cyclo-(-L-Gly-L-Glu-L-Val-L-Ile-L-Pro-)] and B [cyclo-(-L-Glu-L-Met-L-Pro-)] were isolated from the crude extract of terrestrial Streptomyces sp. RM-27-46 along with the three known cyclopeptides surugamide A [cyclo-(-L-Ile-D-Ile-L-Lys-L-Ile-D-Phe-D-Leu-L-Ile-D-Ala-)], cyclo-(-L-Pro-L-Phe-) and cyclo-(-L-Pro-L-Leu-). The structures of the new compounds were elucidated by the cumulative analyses of NMR spectroscopy and HRMS. Although mullinamides A and B displayed no appreciable antimicrobial/fungal activity or cytotoxicity, this study highlights the first reported antibacterial activity of surugamide A.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Coal Mining
  • Gene Expression Regulation, Bacterial / physiology
  • Molecular Structure
  • Peptides, Cyclic / chemistry
  • Peptides, Cyclic / classification*
  • Peptides, Cyclic / isolation & purification
  • Peptides, Cyclic / metabolism*
  • Streptomyces / classification*
  • Streptomyces / isolation & purification
  • Streptomyces / metabolism*

Substances

  • Peptides, Cyclic
  • mullinamide A
  • mullinamide B