title: NO donors. Part 16: investigations on structure-activity relationships of organic mononitrates reveal 2-nitrooxyethylammoniumnitrate as a high potent vasodilator.
abstract: 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.
authors.affiliation: Lehrstuhl für Pharmazeutische/Medizinische Chemie, Institut für Pharmazie, Friedrich-Schiller-Universität Jena, Philosophenweg 14, D-07743 Jena, Germany.
authors.forename: Andreas
authors.initials: A
authors.lastname: Koenig
authors.forename: Carolin
authors.initials: C
authors.lastname: Roegler
authors.forename: Kathrin
authors.initials: K
authors.lastname: Lange
authors.forename: Andreas
authors.initials: A
authors.lastname: Daiber
authors.forename: Erika
authors.initials: E
authors.lastname: Glusa
authors.forename: Jochen
authors.initials: J
authors.lastname: Lehmann
mesh_terms: D009566:Nitrates / Q000737:chemistry / Q000494:pharmacology; D020030:Nitric Oxide Donors / Q000737:chemistry* / Q000494:pharmacology*; D000644:Quaternary Ammonium Compounds / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D014665:Vasodilator Agents / Q000737:chemistry* / Q000494:pharmacology*
chemical_list: C526166:2-nitrooxyethylammoniumnitrate; D009566:Nitrates; D020030:Nitric Oxide Donors; D000644:Quaternary Ammonium Compounds; D014665:Vasodilator Agents