Cytotoxic cytochalasin metabolites of endophytic Endothia gyrosa

Chem Biodivers. 2009 May;6(5):739-45. doi: 10.1002/cbdv.200800034.

Abstract

In addition to the known metabolites cytochalasin H (1), cytochalasin J (2), and epoxycytochalasin H (3), two new 10-phenyl-(11)-cytochalasans, named cytochalasin Z10 and Z11 (4 and 5, resp.) were isolated from the solid substrate culture of Endothia gyrosa IFB-E023, an endophytic fungus residing inside the healthy leaf of Vatica mangachapo (Dipterocarpaceae). The structure determination of 4 and 5 was accomplished through correlative analyses of their spectral data (UV, ESI-MS, IR, (1)H- and (13)C-NMR, COSY, NOESY, HMQC, and HMBC). Metabolites 1-5 were demonstrated to be substantially cytotoxic to the human leukaemia K562 cell line with the IC(50) values of 10.1, 1.5, 24.5, 28.3, and 24.4 microM, respectively, which are comparable to that of 5-fluorouracil (33.0 microM), co-assayed as the positive reference.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Ascomycota / growth & development
  • Ascomycota / metabolism*
  • Cell Line, Tumor
  • Cytochalasins / chemistry
  • Cytochalasins / isolation & purification
  • Cytochalasins / toxicity*
  • Dipterocarpaceae / chemistry
  • Dipterocarpaceae / microbiology
  • Humans
  • K562 Cells
  • Plant Leaves / chemistry
  • Symbiosis

Substances

  • Cytochalasins
  • cytochalasin Z10
  • cytochalasin Z11