Abstract

We report here the complete synthesis of the spin-labeled derivative of an antitumor ether phospholipid, 1- O-octadecyl-2- O-(4′-doxylpentyl- rac-glycerol-3-phosphocholine. This also represents the first time that the synthesis of a nitroxide spin-labeled diether phospholipid is described. In vitro experiments showed that at micromolar concentrations, this new analog is readily incorporated into the plasma membranes of human HL60 and mouse E8/AK.D1 leukemic cells, and subsequently kills the cells. The availability of this new probe should permit the electron spin resonance spectroscopic approach to investigate ways by which antitumor ether phospholipids selectively destroy the tumor cells.

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