MS-Derived Isotopic Fine Structure Reveals Forazoline A as a Thioketone-Containing Marine-Derived Natural Product

Org Lett. 2020 Feb 21;22(4):1275-1279. doi: 10.1021/acs.orglett.9b04535. Epub 2020 Feb 4.

Abstract

Forazoline A is a structurally complex PKS-NRPS hybrid produced by marine-derived Actinomadura sp. During the course of studies highlighting the application of IFS analysis as a powerful tool for natural products analysis, we were alerted to an earlier misinterpretation with respect to forazoline A structure elucidation. In particular, IFS reveals that forazoline A contains a thioketone moiety rarely seen in secondary metabolites and, thus, constitutes an even more intriguing structure than originally thought.

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

  • Actinomycetales / chemistry*
  • Biological Products / chemistry*
  • Biological Products / isolation & purification
  • Isotopes
  • Mass Spectrometry
  • Molecular Conformation
  • Polyketides / chemistry*
  • Polyketides / isolation & purification

Substances

  • Biological Products
  • Isotopes
  • Polyketides
  • forazoline A