Diazeniumdiolated carbamates: A novel class of nitric oxide donors

被引：29
作者：
Nandurdikar, Rahul S. [1 ]
Maciag, Anna E. [2 ]
Cao, Zhao [2 ]
Keefer, Larry K. [1 ]
Saavedra, Joseph E. [2 ]
机构：
[1] NCI, Drug Design Sect, Biol Chem Lab, Frederick, MD 21702 USA
[2] NCI, Basic Sci Program, SAIC Frederick Inc, Frederick, MD 21702 USA
来源：
BIOORGANIC & MEDICINAL CHEMISTRY | 2012年 / 20卷 / 06期
基金：
美国国家卫生研究院;
关键词：
Nitric oxide; Diazeniumdiolate prodrugs; Diazeniumdiolated carbamates; TOM protecting group; Intracellular nitric oxide; NITROXYL; PRODRUG; HNO;
D O I：
10.1016/j.bmc.2012.01.046
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
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
引用
收藏
页码：2025 / 2029
页数：5
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