4.8 Article

Cell-Permeable Esters of Diazeniumdiolate-Based Nitric Oxide Prodrugs

Journal

ORGANIC LETTERS
Volume 10, Issue 22, Pages 5155-5158

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol8020989

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Funding

  1. Intramural Research Program of the NIH
  2. National Cancer Institute
  3. National Cancer Institute [N01-CO-12400]

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Although O-2-(2,4-dinitrophenyl) derivatives of diazeniumdiolate-based nitric oxide (NO) prodrugs bearing a free carboxylic acid group were activated by glutathione to release NO, these compounds were poor sources of intracellular NO and showed diminished anti pro I iterative activity against human leukemia HL-60 cells. The carboxylic acid esters of these prodrugs, however, were found to be superior sources of intracellular NO and potent inhibitors of HL-60 cell proliferation.

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