6533b833fe1ef96bd129b71b

RESEARCH PRODUCT

NO donors. Part 16: investigations on structure-activity relationships of organic mononitrates reveal 2-nitrooxyethylammoniumnitrate as a high potent vasodilator.

Jochen LehmannCarolin RoeglerErika GlusaAndreas KoenigAndreas DaiberKathrin Lange

subject

2-nitrooxyethylammoniumnitrateNitratesChemistryStereochemistryVasodilator AgentsOrganic ChemistryClinical BiochemistryPharmaceutical ScienceVasodilationBiochemistryChemical synthesisIn vitroNo donorsQuaternary Ammonium CompoundsStructure-Activity RelationshipDrug DiscoveryLipophilicityMolecular MedicinePotencyStructure–activity relationshipNitric Oxide DonorsMolecular Biology

description

The vasoactive properties of 14 organic mononitrates were investigated in vitro using PGF(2alpha)-precontracted porcine pulmonary arteries. A surprisingly wide range of vasorelaxant potencies was observed (pD(2): 3.36-7.50). Activities showed to be highly sensitive to the molecular structure and the substituents at the molecular carrier of the nitrate group. A correlation between lipophilicity and vasorelaxant potency could not be recognized. 2-Nitrooxyethylammoniumnitrate (1) was found to be slightly superior to the high potency trinitrate GTN.

yearjournalcountryeditionlanguage
2007-06-24Bioorganicmedicinal chemistry letters
10.1016/j.bmcl.2007.08.046https://pubmed.ncbi.nlm.nih.gov/17855086