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- W1996844417 abstract "Previous investigations have shown that untargeted liposomes, in which methotrexate is anchored to the lipid bilayers as methotrexate-γ-dimyristoylphosphatidylethanolamine (methotrexate-γ-DMPE), can inhibit in vitro cell proliferation. To test the possibility that this inhibition may involve extracellular metabolism of methotrexate-y-DMPE, we have degraded it chemically (dilute alkali) or enzymatically (phospholipase A2, phospholipase C, phospholipase C plus phosphatase), and assayed the products using human lymphoblastoid T cells or a subline that has a defective methotrexate transport system. Neither methotrexate-y-(lmyristoyO-glycerophosphorylethanolamine, methotrexate-y-glycerophosphorylethanolamine, methotrexatey-phosphorylethanolamine, nor methotrexate-γ-ethanolamine resemble methotrexate-γ-DMPE sensitized liposomes or the free derivative in their ability to block tritiated deoxyuridine incorporation into DNA. When added extracellularly, these putative metabolites manifest a higher ID50 concentration and/or, unlike the liposomes or unincorporated methotrexate-γ-DMPE, utilize the methotrexate transport system to enter cells. Additionally, we have synthesized methotrexate-γ-dihexadecylphosphatidylethanolamine and methotrexate-γ-hexadecylphosphorylethanolamine, analogs of methotrexate-γ-DMPE that cannot be hydrolyzed by phospholipases A2, C and D; liposomes prepared with these derivatives are markedly less potent cytotoxic agents than methotrexate-γ-DMPE sensitized liposomes. All together, these results are consistent with the conclusion that methotrexate-γ-DMPE must undergo intracellular metabolism to exert optimal inhibition; they also bear on possible mechanisms by which methotrexate-γ-DMPE may enter cells." @default.
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- W1996844417 date "1987-02-01" @default.
- W1996844417 modified "2023-09-26" @default.
- W1996844417 title "Inhibition of cell proliferation by putative metabolites and non-degradable analogs of methotrexate-Y-dimyristoylphosphatidylethanolamine" @default.
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- W1996844417 doi "https://doi.org/10.1016/0005-2760(87)90124-x" @default.
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