Anulamycins A-F, Cinnamoyl-Containing Peptides from a Lake Sediment Derived Streptomyces

J Nat Prod. 2023 Feb 24;86(2):357-367. doi: 10.1021/acs.jnatprod.2c00967. Epub 2023 Feb 8.

Abstract

Bioinformatics analysis of a whole genome sequence coupled with HPLC-DAD analysis revealed that Streptomyces sp. Hu103 has the capacity to produce skyllamycin analogues. A subsequent chemical investigation of this strain yielded four new cinnamoyl-containing cyclopeptides, anulamycins A-D (1-4), two new cinnamoyl-containing linear peptides, anulamycins E and F (5 and 6), and two known cyclopeptides, skyllamycins A (7) and B (8). Their structures including absolute configurations were elucidated by detailed analysis of NMR and HRESIMS/MS spectroscopic data and the advanced Marfey's method. Compounds 1-4 exhibited antibacterial activity comparable to those of skyllamycins A and B.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Bacterial Agents / chemistry
  • Lakes
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Peptides, Cyclic / chemistry
  • Streptomyces* / chemistry

Substances

  • Peptides, Cyclic
  • Anti-Bacterial Agents