Drug Design Section, Chemical Biology Laboratory, National Cancer Institute at Frederick, Frederick, MD 21702, USA.
Bioorg Med Chem. 2012 Mar 15;20(6):2025-9. doi: 10.1016/j.bmc.2012.01.046. Epub 2012 Feb 4.
We report an indirect method for synthesis of previously inaccessible diazeniumdiolated carbamates. Synthesis involves use of previously reported triisopropylsilyloxymethylated isopropylamine diazeniumdiolate (TOM-ylated IPA/NO). These novel diazeniumdiolated carbamate prodrugs upon activation release nitric oxide (NO) similar to their secondary amine counterparts. They are also efficient sources of intracellular NO. These prodrugs may have potential applications as therapeutic NO-donors.
我们报告了一种间接方法来合成以前无法获得的重氮氨基甲酸酯。该合成方法涉及使用先前报道的三异丙基甲硅烷基氧甲基化异丙基胺重氮氨基二氢酸盐(TOM-ylated IPA/NO)。这些新型重氮氨基二氢酸盐氨基甲酸酯前药在激活后释放一氧化氮(NO),类似于它们的仲胺对应物。它们也是细胞内 NO 的有效来源。这些前药可能有作为治疗性一氧化氮供体的应用潜力。