Endothelium-dependent and -independent vasorelaxation induced by CIJ-3-2F, a novel benzyl-furoquinoline with antiarrhythmic action, in rat aorta

Protostane‐Type Triterpenoids from Alisma orientale

“…Vasorelaxant effects of 100 μ m of the compounds were evaluated on endothelium‐intact thoracic aorta rings precontracted with KCl. Rat aortic rings were prepared according to that described . Nifedipine, a calcium channel blocker, was used as the positive control.…”

“…Biogenetically, H-C(5) and H-C(9) were aand boriented, respectively. ROESY correlations of H-C(5)/Me (28), H-C(5)/Me (30) and H-C(11)/Me(30) demonstrated that H-C(11), Me (28), and Me(30) all possessed aorientations, accordingly, 11-OH and Me (29) were in b-orientations. However, b-orientations of Me (18) and Me (19) were established from the ROESY correlations of H-C(9)/Me (18) and H-C(9)/Me (19).…”

“…The relative configuration of 2 was elucidated by ROESY experiment (SI). The NOE correlations of H-C(11)/Me (30), H-C(16)/Me (30), and H-C(16)/H-C(23) suggested that these protons were aoriented, thus, 11-OH and the 16,23-oxide ring should be in b-orientations. Finally, X-ray diffraction analysis ( Figure 3 and SI) using CuK a radiation (Flack parameter = 0.15 (7)) unambiguously established the absolute configuration of 2 as (8S,9S,10S,11S,14R,16S,20R,23S, 24R).…”

Electromechanical and atrial and ventricular antiarrhythmic actions of CIJ‐3‐2F, a novel benzyl‐furoquinoline vasodilator in rat heart

“…In search of compounds derived from this alkaloid skeleton that had better cardiovascular actions, we investigated a series of analogues designed not only to extend acrophyllidine's antiarrhythmic activity but also to have additional vasorelaxant action. Among these analogues, N ‐(2‐fluoro‐benzyl)‐7‐bromo‐2,3,4,9‐tetrahydrofuro[2,3‐ b ]quinoline‐3,4‐dione (CIJ‐3‐2F) is a newly synthesized halogen‐containing benzyl‐furoquinoline derivative in which the methoxyl group on the furoquinoline nucleus is substituted by a bromine atom (Chang et al ., ). This compound exhibited novel vasorelaxant, antiarrhythmic and inotropic activities.…”

“…This compound exhibited novel vasorelaxant, antiarrhythmic and inotropic activities. The mechanisms of action of CIJ‐3‐2F‐induced vasorelaxation have been recently analysed and may include endothelium‐dependent and ‐independent pathways (Chang et al ., ). In the present study, we have characterized the antiarrhythmic efficacy and detailed electromechanical actions of CIJ‐3‐2F in rat cardiac preparations.…”