title: Mannich bases of 3H-pyrrolo[3,2-f]quinoline having vasorelaxing activity.
abstract: Mannich bases obtained by aminoalkylation of 3H-pyrrolo[3,2-f]quinoline were designed and prepared as potential vasorelaxing agents. Compounds Ia-Va were characterised by IR, 1H-NMR, mass spectral data and elemental analysis; IIb,c-Vb,c were also confirmed by 1H-NMR spectra of reaction mixtures. To estimate their vascular activity, prototypes 1-(N,N-dimethylaminomethyl)- (Ia) and 1-(4-phenyl-piperazin-1-ylmethyl)- (IVa) 3H-pyrrolo[3,2-f]quinoline derivatives were studied in rat-tail arteries. In tissues precontracted with 0.5 microM 5-hydroxytryptamine (5-HT), 3 microM phenylephrine or 80 mM KCl, Ia and IVa showed endothelium-independent relaxing action. In a preliminary study on the cellular mechanisms of Ia, the influence of propranolol, a beta-receptor antagonist, and ketanserin, a 5-HT(2A)-receptor antagonist, was checked. In the presence of phenylephrine, the vasorelaxing effect of Ia was not affected by these inhibitors.
authors: Department of Pharmaceutical Sciences, University of Padova, Via Marzolo 5, Italy.
authors: Maria Grazia
authors: MG
authors: Ferlin
authors: Gianfranco
authors: G
authors: Chiarelotto
authors: Francesca
authors: F
authors: Antonucci
authors: Laura
authors: L
authors: Caparrotta
authors: Guglielmina
authors: G
authors: Froldi
mesh_terms: D000818:Animals; D001158:Arteries / Q000187:drug effects; D004305:Dose-Response Relationship, Drug; D066298:In Vitro Techniques; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D008352:Mannich Bases; D009131:Muscle, Smooth, Vascular / Q000187:drug effects; D010879:Piperazines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D011758:Pyrroles / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D011804:Quinolines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D051381:Rats; D017208:Rats, Wistar; D013623:Tail / Q000098:blood supply; D014664:Vasodilation / Q000187:drug effects*; D014665:Vasodilator Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*
chemical_list: C470129:1-(4-phenylpiperazin-1-ylmethyl)-3H-pyrrolo(3,2-f)quinoline; C470128:1-(N,N-dimethylaminomethyl)-3H-pyrrolo(3,2-f)-quinoline; D008352:Mannich Bases; D010879:Piperazines; D011758:Pyrroles; D011804:Quinolines; D014665:Vasodilator Agents