V-PROLI/NO, a prodrug of the nitric oxide donor, PROLI/NO

被引：33

作者：

Chakrapani, Harinath

Showalter, Brett M.

Kong, Li

Keefer, Larry K.

Saavedra, Joseph E. ^{[1
]}

机构：

[1] NCI, Comparat Carcinogenesis Lab, Chem Sect, Frederick, MD 21702 USA

[2] NCI, SAIC Frederick, Basic Res Program, Frederick, MD 21702 USA

来源：

ORGANIC LETTERS | 2007年 / 9卷 / 17期

关键词：

D O I：

10.1021/ol701419a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The sensitivity to decomposition of the nitric oxide (NO) donor ion, 1-[2-(carboxylato)pyrrolidin-1-yl]diazen-1-ium-1,2-diolate (PROLI/NO), complicates direct electrophilic substitution to form useful prodrug derivatives. A modified general synthetic approach involving 1-[2-(hydroxymethyl)pyrrolidin-1-yl]diazen-1-ium-1,2-diolate ion (structure A, above) was used to prepare several PROLI/NO prodrugs including the previously inaccessible O-2-vinyl derivative, V-PROLI/NO. Metabolism of V-PROLI/NO by liver microsomes enriched in human cytochrome P450 isoforms was demonstrated.

引用

页码：3409 / 3412

页数：4

共 24 条

[21] Dendrimers as a scaffold for nitric oxide release [J].