New Purines with Antiplatelet Activity
- 10 March 2006
- journal article
- Published by Wiley in Archiv der Pharmazie
- Vol. 339 (3), 115-122
- https://doi.org/10.1002/ardp.200500189
Abstract
Four purine‐2,6‐diamines, 4a, b, 5a, b, nineteen N‐(purin‐2‐yl)benzenecarboxamides 6a–q, 7b, and one N‐(purin‐2‐yl)‐2‐furanecarboxamide 8 were prepared for the first time and tested for their inhibition of blood platelet aggregation. Six compounds, 6a, b, h, m, o, p, inhibited the platelet aggregation induced by collagen with IC50 values between 3 and 10 μmol/L in the Born test. ADP, PAF, and adrenaline were used as specific aggregation inducers to examine the mechanism of the anti‐aggregating activity. An astonishing pattern of activities in the nanomolar, with 6m, 7b, 8 and even subnanomolar range, with 6b, was observed. Compound 6b inhibited the platelet aggregation induced by ADP with an IC50 = 0.45 nM (6m: 3.5 nM; 8: 30 nM). Compound 7b showed an antagonism against the inducer adrenaline with an IC50 = 1.8 nM (6o: 20 nM; 8: 30 nM). The strongest antagonism against PAF was observed with 7b showing an IC50 = 1 nM (6b: 35 nM; 8: 74 nM).Keywords
This publication has 15 references indexed in Scilit:
- New Pyrimido[5,4‐c]cinnolines with Antiplatelet ActivitiesArchiv der Pharmazie, 2005
- Synthesis and Antiplatelet Activity of New Imidazole‐4‐Carboxylic Acid DerivativesArchiv der Pharmazie, 2005
- New Oxadiazole Derivatives Showing partly Antiplatelet, Antithrombotic and Serotonin Antagonistic PropertiesArchiv der Pharmazie, 2005
- New Antithrombotics with an Indazole StructureArchiv der Pharmazie, 2004
- Antiaggregating and Antithrombotic Activities of new 1, 2, 3‐TriazolecarboxamidesArchiv der Pharmazie, 2004
- New antithrombotic 1-Phthalazinamines with Serotonin Antagonistic PropertiesArchiv der Pharmazie, 2003
- Structure−Antiviral Activity Relationship in the Series of Pyrimidine and Purine N-[2-(2-Phosphonomethoxy)ethyl] Nucleotide Analogues. 1. Derivatives Substituted at the Carbon Atoms of the BaseJournal of Medicinal Chemistry, 1999
- Regiochemistry in Stille couplings of 2,6-dihalopurinesTetrahedron, 1996
- Synthesis of Potential Anticancer Agents. XXX. (1-Aziridinyl)purinesJournal of Medicinal Chemistry, 1962
- Synthesis of Potential Anticancer Agents. XII. 9-Alkyl-6-substituted-purines2Journal of the American Chemical Society, 1958