Noonindoles G-L: Indole Diterpene Glycosides from the Australian Marine-Derived Fungus Aspergillus noonimiae CMB-M0339

J Nat Prod. 2023 Mar 24;86(3):508-516. doi: 10.1021/acs.jnatprod.2c01024. Epub 2023 Jan 20.

Abstract

Fungal indole diterpenes (IDTs) occupy a valuable region of bioactive natural product chemical space, displaying potent and selective inhibition of therapeutically important ion channels and with potential application in the treatment of glaucoma, cancer, and neurodegenerative diseases, as well as insecticides and antivirals. We have employed an integrated workflow of analytical scale chemical profiling using GNPS (Global Natural Products Social molecular networking) and cultivation profiling (also known as "MATRIX" miniaturized microbioreactor) to detect, prioritize, optimize the production, isolate, characterize, and identify a new series of indole diterpenes, noonindoles G-L (7-12), from an Australian marine-derived fungus, Aspergillus noonimiae CMB-M0339. The first reported examples of IDT glycosides, the molecular structures for 7-12, were assigned on the basis of detailed spectroscopic analysis and biosynthetic considerations.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aspergillus
  • Australia
  • Biological Products* / pharmacology
  • Diterpenes* / chemistry
  • Diterpenes* / pharmacology
  • Glycosides / pharmacology
  • Indoles / pharmacology
  • Molecular Structure

Substances

  • Glycosides
  • Indoles
  • Biological Products
  • Diterpenes

Supplementary concepts

  • Aspergillus noonimiae