(3R,6R)-4-methyl-6-(1-methylethyl)-3-phenylmethyl-perhydro-1,4-oxazine-2,5-dione: an apoptosis-inducer from the fruiting bodies of Isaria japonica

Planta Med. 2002 Apr;68(4):345-8. doi: 10.1055/s-2002-26744.

Abstract

(3R,6R)-4-methyl-6-(1-methylethyl)-3-phenylmethylperhydro-1,4-oxazine-2,5-dione (1) was isolated from the fruiting bodies of Isaria japonica as an apoptosis-inducing agent. The complete structural assignment of the compound was accomplished on the basis of spectroscopic methods and chemical transformations. Compound 1 induced apoptotic cell death of the human leukemia cells (HL-60) in a dose-dependent manner, ranging from 5.0 microg/ml to 100.0 microg/ml.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Apoptosis / drug effects*
  • Ascomycota*
  • Dose-Response Relationship, Drug
  • HL-60 Cells
  • Humans
  • Magnetic Resonance Spectroscopy
  • Morpholines / chemistry
  • Morpholines / isolation & purification
  • Morpholines / pharmacology*
  • Reproduction

Substances

  • 4-methyl-6-(1-methylethyl)-3-phenylmethylperhydro-1,4-oxazine-2,5-dione
  • Morpholines
  • lateritin