A new dihydroxanthenone from a plant-associated strain of the fungus Chaetomium globosum demonstrates anticancer activity

E. M.Kithsiri Wijeratne, Thomas J. Turbyville, Anne Fritz, Luke Whitesell, A. A.Leslie Gunatilaka

Research output: Contribution to journalArticle

51 Scopus citations

Abstract

Bioassay-guided fractionation of a cytotoxic EtOAc extract of the fungal strain, Chaetomium globosum, inhabiting the rhizosphere of the Christmas cactus, Opuntia leptocaulis, of the Sonoran desert afforded a new dihydroxanthenone, globosuxanthone A (1), a new tetrahydroxanthenone, globosuxanthone B (2), two new xanthones, globosuxanthone C (3) and D (4), 2-hydroxyvertixanthone (5), and two known anthraquinones (6 and 7). The structures of the new compounds 1-4 were elucidated by NMR and MS techniques, and the relative stereochemistry of 1 was determined by X-ray crystallographic analysis. Of the compounds encountered, 1 was found to exhibit strong cytotoxicity against a panel of seven human solid tumor cell lines, disrupt the cell cycle leading to the accumulation of cells in either G2/M or S phase, and induce classic signs of apoptosis.

Original languageEnglish (US)
Pages (from-to)7917-7923
Number of pages7
JournalBioorganic and Medicinal Chemistry
Volume14
Issue number23
DOIs
StatePublished - Dec 1 2006

Keywords

  • Cell-cycle disruptor
  • Chaetomium globosum
  • Cytotoxicity
  • Globosuxanthones A-D
  • Opuntia leptocaulis
  • Plant-associated fungus

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

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