Novel protection-deprotection strategies in diazeniumdiolate chemistry: synthesis of V-IPA/NO

被引：16
作者：
Nandurdikar, Rahul S. [1 ]
Keefer, Larry K. [1 ]
Saavedra, Joseph E. [2 ]
机构：
[1] Natl Canc Inst, Chem Sect, Comparat Carcinogenesis Lab, Frederick, MD 21702 USA
[2] Natl Canc Inst, Basic Sci Program, SAIC Frederick Inc, Frederick, MD 21702 USA
来源：
CHEMICAL COMMUNICATIONS | 2011年 / 47卷 / 23期
基金：
美国国家卫生研究院;
关键词：
NITRIC-OXIDE PRODRUG; INDUCED HEPATOTOXICITY; CHEMICAL SYNTHESIS; PYRRO/NO; LIVER; DONOR; HNO; NO; APOPTOSIS; TOXICITY;
D O I：
10.1039/c1cc12130h
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Synthesis of previously inaccessible, potentially liver selective HNO donor V-IPA/NO ([iPrHN(3)-N(1)(O(1))=N(2)-O(2)-R], where R = vinyl) is reported here. A novel fluoride-labile TOM group at O-2 in conjunction with MOM protection at N-3 in IPA/NO is employed. The strategy developed is also extended to synthesis of other NO-releasing prodrugs and has applications in diversity-oriented synthesis of HNO- and NO-prodrugs.
引用
收藏
页码：6710 / 6712
页数：3
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