Targeted isolation of indole alkaloids from Streptomyces sp. CT37

Qing Fang, Fleurdeliz Maglangit, Morgane Mugat, Caroline Urwald, Kwaku Kyeremeh, Hai Deng* (Corresponding Author)

*Corresponding author for this work

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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. View Full-Text
Original languageEnglish
Article number1108
Number of pages10
JournalMolecules
Volume25
Issue number5
Early online date2 Mar 2020
DOIs
Publication statusPublished - Mar 2020

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Keywords

  • legonimide
  • indole alkaloids
  • imide
  • streptomyces sp CT37
  • natural products
  • antifungal
  • Legonimide
  • Imide
  • Antifungal
  • Natural products
  • Streptomyces sp. CT37
  • Indole alkaloids
  • CT37
  • NEOCARAZOSTATIN
  • DISCOVERY
  • CHEMICAL-CONSTITUENTS
  • METABOLISM
  • Streptomyces sp
  • BIOSYNTHESIS
  • MICROBIAL NATURAL-PRODUCTS
  • RESISTANCE
  • DERIVATIVES

ASJC Scopus subject areas

  • Drug Discovery
  • Analytical Chemistry
  • Chemistry (miscellaneous)
  • Molecular Medicine
  • Physical and Theoretical Chemistry
  • Pharmaceutical Science
  • Organic Chemistry

Cite this

Fang, Q., Maglangit, F., Mugat, M., Urwald, C., Kyeremeh, K., & Deng, H. (2020). Targeted isolation of indole alkaloids from Streptomyces sp. CT37. Molecules, 25(5), [1108]. https://doi.org/10.3390/molecules25051108