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Diazeniumdiolated carbamates: a novel class of nitric oxide donors.

ABSTRACT: 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.

SUBMITTER: Nandurdikar RS

PROVIDER: S-EPMC3298570 | biostudies-literature | 2012 Mar

REPOSITORIES: biostudies-literature

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Diazeniumdiolated carbamates: a novel class of nitric oxide donors.

Nandurdikar Rahul S RS Maciag Anna E AE Cao Zhao Z Keefer Larry K LK Saavedra Joseph E JE

Bioorganic & medicinal chemistry 20120204 6

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. ...[more]

PMID: 22356735

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