Globosumones A-C, cytotoxic orsellinic acid esters from the Sonoran desert endophytic fungus Chaetomium globosum

J Nat Prod. 2005 May;68(5):724-8. doi: 10.1021/np058014b.

Abstract

Three new esters of orsellinic acid, globosumones A-C (1-3), and three known compounds, orsellinic acid (4), orcinol, and trichodion (5), were isolated from Chaetomium globosum endophytic on Ephedrafasciculata (Mormon tea). The structures of the new compounds 1-3 were established spectroscopically, which included 2D NMR experiments and 1H NMR studies on Mosher's ester derivatives. All compounds were evaluated for inhibition of cell proliferation in a panel of four cancer cell lines, NCI-H460 (non-small cell lung cancer), MCF-7 (breast cancer), SF-268 (CNS glioma), and MIA Pa Ca-2 (pancreatic carcinoma), and normal human fibroblast cells (WI-38). Only globosumones A (1) and B (2) were found to be moderately active.

Publication types

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

MeSH terms

  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification*
  • Antineoplastic Agents / pharmacology
  • Chaetomium / chemistry*
  • Desert Climate
  • Drug Screening Assays, Antitumor
  • Esters / chemistry
  • Esters / isolation & purification
  • Esters / pharmacology
  • Humans
  • Molecular Structure
  • Resorcinols / chemistry
  • Resorcinols / isolation & purification*
  • Resorcinols / pharmacology
  • Tumor Cells, Cultured

Substances

  • Antineoplastic Agents
  • Esters
  • Resorcinols
  • globosumone A
  • globosumone B
  • globosumone C
  • orsellinic acid