NO problem for nitroglycerin: organic nitrate chemistry and therapy
- 1 January 1998
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Chemical Society Reviews
- Vol. 27 (5) , 331-337
- https://doi.org/10.1039/a827331z
Abstract
Nitroglycerin (GTN) has been used clinically in the treatment of angina for over a century and is representative of the organic nitrates vasodilators. These are effective therapeutic agents that allow facile sublingual or transdermal administration. The vasodilatory mechanism involves activation of guanylate cyclase and is widely believed to involve biotransformation by chemical reaction of a nitrate with sulfhydryl or ferrous groups to yield nitric oxide. However, the chemistry of organic nitrates is poorly studied, provides scant support for these postulated reactions and provides a challenge for the chemist.Keywords
This publication has 30 references indexed in Scilit:
- Redox state, NMDA receptors and NO-related species: Different combinations of heteromeric subunits of the same receptor can yield disparate resultsTrends in Pharmacological Sciences, 1996
- Synthesis of novel organic nitrate esters: guanylate cyclase activation and tissue relaxationJournal of the Chemical Society, Perkin Transactions 1, 1996
- Novel Organic Nitrates are Potent Dilators of Large Coronary Arteries with Reduced Development of Tolerance During Long-Term Infusion in DogsJournal of Cardiovascular Pharmacology, 1994
- Understanding the controversy over the identity of EDRFNature, 1994
- Hydrolysis of nitrite esters: putative intermediates in the biotransformation of organic nitratesJournal of the Chemical Society, Perkin Transactions 2, 1994
- Biochemical mechanism of organic nitrate actionThe American Journal of Cardiology, 1992
- The obligatory role of endothelial cells in the relaxation of arterial smooth muscle by acetylcholineNature, 1980
- 217. Hydrolytic decomposition of esters of nitric acid. Part I. General experimental techniques. Alkaline hydrolysis and neutral solvolysis of methyl, ethyl, isopropyl, and tert.-butyl nitrates in aqueous alcoholJournal of the Chemical Society, 1952
- The Ionization of Ethyl Nitrate in Sulfuric AcidJournal of the American Chemical Society, 1947
- Über Thionitrate, I. (vorläufige) Mitteil.: tert .‐Butyl‐thionitrat, (CH 3 ) 3 C.SNO 2Berichte der deutschen chemischen Gesellschaft (A and B Series), 1932