Journal
BIOORGANIC & MEDICINAL CHEMISTRY
Volume 20, Issue 6, Pages 2025-2029Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmc.2012.01.046
Keywords
Nitric oxide; Diazeniumdiolate prodrugs; Diazeniumdiolated carbamates; TOM protecting group; Intracellular nitric oxide
Funding
- National Cancer Institute, National Institutes of Health [HHSN261200800001E]
- NIH, National Cancer Institute, Center for Cancer Research
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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. (C) 2012 Elsevier Ltd. All rights
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