Metabolism of ether glycolipids with potentially antineoplastic activity by Ehrlich ascites tumor cells.
Ehrlich ascites tumor cells were incubated in vitro with rac-1-O-[1'-14C]octadecyl-2-O-methylglycero-3-beta-D-glucopyranosi de for 24 h. The potentially antineoplastic ether glycolipid was rapidly metabolized by the cells to radioactive 1-O-octadecyl-2-O-methylglycerol (70 pmol/10(6) cells per h) and further acylated to 1-O-octadecyl-2-O-methyl-3-acylglycerols. Incubation of Ehrlich ascites cells with synthetic rac-1-O-[1'-14C]octadecyl-2-O-methyl-3-palmitoylglycerol showed that this metabolite is reconverted by deacylation to 14C-labeled 1-O-octadecyl-2-O-methylglycerol. The latter compound or a metabolite derived therefrom may be the 'toxic principle' of both the ether glyceroglycolipids and ether glycerophospholipids having a 1-O-alkyl-2-O-methylglyceryl moiety, as suggested by Unger et al. (J. Natl. Cancer Inst. 78 (1987) 219-222).
Weber
N
N
Bundesanstalt für Fettforschung, Institut für Biochemie und Technologie, H.P. Kaufmann-Institut, Münster, F.R.G.
Benning
H
H
D000818:Animals; D000970:Antineoplastic Agents / Q000378:metabolism*; D002250:Carbon Radioisotopes; D002286:Carcinoma, Ehrlich Tumor / Q000188:drug therapy / Q000378:metabolism*; D005947:Glucose / Q000031:analogs & derivatives* / Q000378:metabolism / Q000627:therapeutic use; D007700:Kinetics; D051379:Mice; D010742:Phospholipid Ethers / Q000378:metabolism* / Q000627:therapeutic use
D000970:Antineoplastic Agents; D002250:Carbon Radioisotopes; D010742:Phospholipid Ethers; C055096:1-O-octadecyl-2-O-methylglycerol-3-glucopyranoside; D005947:Glucose