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.
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收藏
页码：3409 / 3412
页数：4
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