Novel Macrolactams from a Deep-Sea-Derived Streptomyces Species

Mar Drugs. 2020 Dec 29;19(1):13. doi: 10.3390/md19010013.

Abstract

Four polyene macrolactams including the previously reported niizalactam C (4), and three new ones, streptolactams A-C (1-3) with a 26-membered monocyclic, [4,6,20]-fused tricyclic and 11,23-oxygen bridged [14,16]-bicyclic skeletons, respectively, were isolated from the fermentation broth of the deep-sea sediment-derived Streptomyces sp. OUCMDZ-3159. Their structures were determined based on spectroscopic analysis, X-ray diffraction analysis, and chemical methods. The abiotic formation of compounds 2 and 4 from compound 1 were confirmed by a series of chemical reactions under heat and light conditions. Compounds 1 and 3 showed a selective antifungal activity against Candida albicans ATCC 10231.

Keywords: Deep-Sea-Derived Streptomyces; abiotic formation; antifungal activity; macrolactam; natural product.

Publication types

  • Comparative Study

MeSH terms

  • Antifungal Agents / isolation & purification
  • Antifungal Agents / pharmacology*
  • Candida albicans / drug effects
  • Candida albicans / growth & development
  • Cell Line, Tumor
  • Geologic Sediments / microbiology
  • Humans
  • Lactams, Macrocyclic / isolation & purification
  • Lactams, Macrocyclic / pharmacology*
  • Molecular Structure
  • Streptomyces / metabolism*
  • Structure-Activity Relationship

Substances

  • Antifungal Agents
  • Lactams, Macrocyclic