Aureochaeglobosins A-C, Three [4 + 2] Adducts of Chaetoglobosin and Aureonitol Derivatives from Chaetomium globosum

Org Lett. 2018 Jun 1;20(11):3345-3348. doi: 10.1021/acs.orglett.8b01243. Epub 2018 May 17.

Abstract

Aureochaeglobosins A-C (1-3), three novel [4 + 2] cycloaddition heterodimers of chaetoglobosin and aureonitol derivatives, were obtained from the culture of endophytic fungus Chaetomium globosum, representing the first adduct examples of chaetoglobosins. Their structures were elucidated by extensive spectroscopic analyses, single-crystal X-ray diffraction, and a modified Mosher's method. Compounds 2 and 3 showed significant cytotoxicities against human MDA-MB-231 cancer cells with IC50 values of 7.6 and 10.8 μM, respectively.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cell Line, Tumor
  • Chaetomium*
  • Furans
  • Humans
  • Indole Alkaloids
  • Molecular Structure

Substances

  • Furans
  • Indole Alkaloids
  • aureonitol
  • chaetoglobosins