1,3-Dinitrates of cyclooxygenase metabolites of endocannabinoid 2-arachidonoylglycerol. Synthesis and properties
作者:I. V. Serkov、V. V. Bezuglov
DOI:10.1134/s1068162009020113
日期:2009.3
The 1,3-Dinitrates of glycerol esters of natural prostaglandins that are the cyclooxygenase metabolites of 2-arachidonoylglycerol, an endogenous ligand of cannabinoid receptors, were synthesized for the first time. Four methods of synthesis of these esters were developed via the activation of a carboxyl group and their chemical and pharmacological properties were investigated. The esters exhibit a more selective pharmacological spectrum of activities in comparison with the corresponding natural prostaglandins: some types of myotropic activity were enhanced, while others were loosened. 1,3-dinitroglycerol esters act as vasodilators, whereas the majority of natural prostaglandins act as vasoconstrictors. The observed changes result from the introduction of an NO-releasing fragment into prostaglandin molecule.
ZINCHENKO, G. N.;SOMOV, K. V.;BEZUGLOV, V. V., SINTEZ I ISSLED. PROSTAGLANDINOV, MINSK,(1989) S. 79