A novel methymycin analog, 12-ketomethymycin N-oxide, produced by the heterologous expression of the large pikromycin/methymycin biosynthetic gene cluster of Streptomyces sp. AM4900

Biosci Biotechnol Biochem. 2021 Mar 24;85(4):890-894. doi: 10.1093/bbb/zbaa111.

Abstract

A novel methymycin analog, 12-ketomethymycin N-oxide, was produced by the heterologous expression of the pikromycin/methymycin biosynthetic gene cluster of Streptomyces sp. AM4900 together with 12-ketomethymycin, which was only isolated by the biotransformation of the synthetic intermediate before. Their structures were determined by the spectroscopic data and the chemical derivatization. 12-Ketomethymycin showed a weak cytotoxicity against SKOV-3 and Jurkat cells, although its N-oxide analog did not show any activity. Both showed no antibacterial activities against Escherichia coli and Micrococcus luteus.

Keywords: actinomycete; heterologous expression; isolation; structure elucidation.

MeSH terms

  • Genes, Bacterial
  • Humans
  • Jurkat Cells
  • Macrolides / chemistry
  • Macrolides / metabolism*
  • Multigene Family*
  • Streptomyces / genetics
  • Streptomyces / metabolism*

Substances

  • Macrolides
  • methymycin
  • picromycin