Quinolizidinyl‐benzimidazoles as Platelet‐Antiaggregating Agents

Abstract

Two series of (+/-)-2-phenyl-1-(quinolizidin-1 alpha-yl)benzimidazoles, 12A-26A, and (+/-)-2-phenyl-1-(quinolizidin-1 beta-yl)benzimidazoles, 12B-26B, were prepared and tested for the inhibition of human platelets aggregation induced by ADP, collagen, and adrenaline. All epimers A, i.e., 12A-26A, were devoid of any activity against the three agonists, while the epimers B, i.e., 12B-26B, exhibited different degrees of activity, though practically confined against the ADP-induced aggregation. The best compounds were 19B, 24B, and 26B, which inhibited for 69-67% at 260 microM and for 40-29% at 65 microM concentration the ADP (2 microM)-induced aggregation. The observed agonist and spatial structure selectivity warrant further investigations of this kind of benzimidazole derivatives.

The medicinal panorama of benzimidazoles and their scaffolds as anticancer and antithrombotic agents: A review

“…Vazzana et al [ 111 ] synthesized (Scheme 39) and published two novel structures of (±)−2‐phenyl‐1‐(quinolizidin‐1a‐yl)benzimidazoles ( 327A–341A ) and (±)−2‐phenyl‐1‐(quinolizidin‐1b‐yl)benzimidazole ( 327B–341B ). To assess the activity of prepared substances were evoluated for their in vitro studies to the prohibition of human platelets aggregation and it is stimulated by ADP (5 and 2µM), collagen (4 and 2µg/ml), and adrenaline (5µM).…”

Synthesis and Biological Study of Some 4‐oxo‐Thiazolidine Derivatives of 2‐Aminothiazole

“…Heterocycles containing thiazolidine moity are of interest because they show some pharmacological and biological activities. Thiazolidines derivatives were reported to possess antifungal, 12,13 antibacterial, antiinflammatory, 14,15 herbicidal, 16 antibiotic agents, 17 antidiabetic 18 and analgesic 19 activities etc. All above biological activities of thiazole and thiazolidine derivatives aroused our attention and promoted us to synthesize a new series of N-[2-{2-(substituted phenyl)-4-oxo-5-(substituted benzylidene)-1,3-thiazolidine}-iminoethyl]-2-aminothiazole, 5a-5m by conventional and microwave methods.…”

Preparation and characterization of Fe3O4@SiO2/APTPOSS core–shell composite nanomagnetics as a novel family of reusable catalysts and their application in the one‐pot synthesis of 1,3‐thiazolidin‐4‐one derivatives

“…4‐Thiazolidinones serve as a vital part of a broad diversity of biologically active products and synthetic compounds. They represent a common scaffold in numerous bioactive compounds and have a number of pharmacological properties such as anticancer, anti‐HIV, anti‐inflammatory, antibacterial, histamine antagonist and antifungal properties. Therefore, the improvement of simple methods for the synthesis of thiazolidinones is still desirable and in demand.…”