Fluorescent phenylpolyene analogues of the ether phospholipid edelfosine for the selective labeling of cancer cells

J Med Chem. 2004 Oct 21;47(22):5333-5. doi: 10.1021/jm049808a.

Abstract

Edelfosine (ET-18-OCH3), a synthetic antitumor ether lipid, is taken up by malignant but not by normal cells, triggering apoptosis in a large variety of human tumor cells. The synthesis of the first fluorescent edelfosine analogue (6), with apoptotic activity comparable to that of the parent drug, is described. Fluorescence microscopy experiments show that 6 selectively labels human cancer cells, accumulating into specific domains of the plasma membrane.

Publication types

  • Comparative Study
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Apoptosis
  • Fluorescent Dyes / chemical synthesis*
  • Fluorescent Dyes / chemistry
  • Fluorescent Dyes / pharmacology
  • Humans
  • Jurkat Cells
  • Lymphocytes / pathology
  • Microscopy, Fluorescence
  • Phospholipid Ethers / chemical synthesis*
  • Phospholipid Ethers / chemistry
  • Phospholipid Ethers / pharmacology

Substances

  • Fluorescent Dyes
  • Phospholipid Ethers
  • edelfosine