Targeted Isolation of Indole Alkaloids from Streptomyces sp. CT37

Molecules. 2020 Mar 2;25(5):1108. doi: 10.3390/molecules25051108.

Abstract

Four compounds (1-4) were isolated from the extracts of Streptomyces sp. CT37 using bioassay in conjunction with mass spectrometric molecular networking (MN) driven isolation. Their complete structures were established by high-resolution electrospray ionization mass spectrometry (HR-ESIMS), and 1D and 2D nuclear magnetic resonance (NMR) data. Legonimide 1 was identified as a new alkaloid containing a rare linear imide motif in its structure, while compounds 2-4 were already known and their structures were elucidated as 1H-indole-3-carbaldehyde, actinopolymorphol B, (2R,3R)-1-phenylbutane-2,3-diol, respectively. The biosynthetic pathways of 1-4 were proposed based on the reported biogenesis of indole alkaloids in literature. Bioactivity tests for 1 and 2 revealed moderate growth inhibition activity against Candida albicans ATCC 10231 with MIC95 values of 21.54 µg/mL and 11.47 µg/mL, respectively.

Keywords: Streptomyces sp. CT37; antifungal; imide; indole alkaloids; legonimide; natural products.

MeSH terms

  • Antifungal Agents* / chemistry
  • Antifungal Agents* / isolation & purification
  • Antifungal Agents* / pharmacology
  • Candida albicans / growth & development*
  • Indole Alkaloids* / chemistry
  • Indole Alkaloids* / isolation & purification
  • Indole Alkaloids* / pharmacology
  • Nuclear Magnetic Resonance, Biomolecular
  • Spectrometry, Mass, Electrospray Ionization
  • Streptomyces / chemistry*

Substances

  • Antifungal Agents
  • Indole Alkaloids