Ion Mobility Mass Spectrometry as an Efficient Tool for Identification of Streptorubin B in Streptomyces coelicolor M145

J Nat Prod. 2020 Jan 24;83(1):159-163. doi: 10.1021/acs.jnatprod.9b00828. Epub 2020 Jan 6.

Abstract

Ion mobility spectrometry was utilized to corroborate the identity of streptorubin B (2) as the natural product produced by Streptomyces coelicolor. Natural product 2 was initially assigned as butylcycloheptylprodigiosin (3), and only relatively recently was this assignment clarified. We present additional evidence of this assignment by comparing collisional cross sections (Ω) of synthetic standards of 2, 3, and metacycloprodigiosin (4) to the cyclic prodiginine produced by S. coelicolor. Calculated theoretical Ω values demonstrate that cyclic prodiginines could be identified without standards. This work highlights ion mobility as an efficient tool for the dereplication of natural products.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Biological Products
  • Ion Mobility Spectrometry
  • Molecular Structure
  • Prodigiosin / analogs & derivatives*
  • Prodigiosin / chemistry
  • Streptomyces coelicolor / chemistry*

Substances

  • Biological Products
  • butylcycloheptylprodigiosin
  • metacycloprodigiosin
  • streptorubin B
  • prodiginine
  • Prodigiosin