Antithrombotic and antiplatelet activities of 2-chloro-3-[4- (ethylcarboxy)-phenyl]-amino-1,4-naphthoquinone (NQ12), a newly synthesized 1,4-naphthoquinone derivative

Biochemical Pharmacology

Volumn 60, Issue 7, 2000, Pages 1001-1008

  Yuk, Dong Yeon ^a   Ryu, Chung Kyu ^b   Hong, Jin Tae ^c   Chung, Kwang Hoe ^d   Kang, Won Seek ^a   Kim, Youngsoo ^a   Yoo, Hwan Soo ^a   Lee, Myung Koo ^a   Lee, Chong Kil ^a   Yun, Yeo Pyo ^a  

^a Chungbuk National University   (South Korea)

^b Ewha Womans University   (South Korea)

^c Korea Food and Drug Administration   (South Korea)

^d Yonsei University College of Medicine   (South Korea)

Author keywords

1,4 naphthoquinone; Antiplatelet aggregation; Antithrombotic agent; GpVb IIIa; Phosphoinositide; Thromboxane A2

Indexed keywords

1,4 NAPHTHOQUINONE DERIVATIVE; 2 CHLORO 3 [4 (ETHYLCARBOXY) PHENYL] AMINO 1,4 NAPHTHOQUINONE; ANTICOAGULANT AGENT; ANTITHROMBOCYTIC AGENT; FIBRINOGEN RECEPTOR; NQ 12; THROMBOXANE B2; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ANIMAL MODEL; ANTICOAGULATION; ARTICLE; CONTROLLED STUDY; DRUG ACTIVITY; DRUG SCREENING; HUMAN; HUMAN CELL; MALE; MOUSE; NONHUMAN; PRIORITY JOURNAL; RAT; THROMBOCYTE AGGREGATION INHIBITION; THROMBOSIS;

ANIMALS; BLOOD COAGULATION; BLOOD PLATELETS; DISEASE MODELS, ANIMAL; FIBRINOLYTIC AGENTS; INOSITOL PHOSPHATES; MALE; MICE; MICE, INBRED ICR; NAPHTHALENES; PLATELET AGGREGATION; PLATELET AGGREGATION INHIBITORS; PLATELET GLYCOPROTEIN GPIIB-IIIA COMPLEX; PULMONARY EMBOLISM; RATS; RATS, SPRAGUE-DAWLEY; THROMBOXANE B2;

EID: 0034308208     PISSN: 00062952     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0006-2952(00)00411-1     Document Type: Article

References (33)

1. Packham M.A. Role of platelets in thrombosis and hemostasis. Can J Physiol Pharmacol. 72:1994;278-284.
2. Mustard J.F., Packham M.A., Kinlough-Rathbone R.L. Platelets, blood flow, and the vessel wall. Circulation. 81:1990;124-127.
3. Mustard J.F. Platelets, thrombosis and drugs. Drugs. 9:1975;19-76.
4. Stein B., Fuster V. Role of platelet inhibitor therapy in myocardial infarction. Cardiovasc Drugs Ther. 3:1989;797-813.
5. MacMahon S., Sharpe N. Long-term antiplatelet therapy for the prevention of vascular disease. Med J Aust. 154:1991;477-480.
6. Murray J.C., Kelly M.A., Gorlick P.B. Ticlopidine, a new antiplatelet agent for the secondary prevention of stroke. Clin Neuropharmacol. 17:1994;23-31.
7. Reddi K., Henderson B., Hodges S.J. Interleukin 6 production by lipopolysaccharide-stimulated human fibroblasts is potently inhibited by naphthoquinone (vitamin K) compounds. Cytokine. 7:1995;287-290.
8. Ishikawa T., Kotake K., Ishii H. Synthesis of toddacoumaquinone, a coumarin-naphthoquinone dimer, and its antiviral activities. Chem Pharm Bull (Tokyo). 43:1995;1039-1041.
9. 3 inhibition of malignant murine cell growth and human tumor colony formation. Cancer Treat Rep. 69:1985;527-532.
10. Blackwell G.J., Radomski M., Moncada S. Inhibition of human platelet aggregation by vitamin K. Thromb Res. 37:1985;103-114.
11. Ko F.N., Sheu S.J., Liu Y.M., Huang T.F., Teng C.M. Inhibition of rabbit platelet aggregation by 1,4-naphthoquinones. Thromb Res. 57:1990;453-463.
12. Lien J.C., Huang L.J., Wang J.P., Teng C.M., Lee K.H., Kuo S.C. Synthesis and antiplatelet, antiinflammatory and antiallergic activities of 2,3-disubstituted 1,4-naphthoquinones. Chem Pharm Bull (Tokyo). 44:1996;1181-1187.
13. Durand P., Bloy C., Peltier-Pujol F., Blache D. In-vitro and ex-vivo inhibition of blood platelet aggregation by naftazone. J Pharm Pharmacol. 48:1996;566-572.
14. 2 receptor blockade by 2-[(4-cyanophenyl)amino]-3-chloro-1,4-naphthalenedione (NQ-Y15) in rat platelets. Biochem Pharmacol. 54:1997;259-268.
15. Ryu C.K. Synthesis of anticoagulant 2-chloro-3-(N-arylamino)-1,4-naphthoquinones. Yakhak Hoeji. 32:1988;245-250.
16. Born G.V.R., Cross M.J. The aggregation of blood platelets. J Physiol (Lond). 168:1963;178-195.
17. Kang W.S., Lim I.H., Yuk D.Y., Chung K.H., Park J.B., Yoo H.S., Yun Y.P. Antithrombotic activities of green tea catechins and (-)-epigallocatechin gallate. Thromb Res. 96:1999;229-237.
18. DiMinno G., Silver M.J. Mouse antithrombotic assay A simple method for the evaluation of antithrombotic agents in vivo. Potentiation of antithrombotic activity by ethyl alcohol . J Pharmacol Exp Ther. 225:1983;57-60.
19. Hara T., Yokoyama A., Ishihara H., Yokoyama Y., Nagahara T., Iwanoto M. DX-9065a, a new synthetic, potent anticoagulant and selective inhibitor for factor Xa. Thromb Haemost. 71:1994;314-319.
20. Kang W.S., Ryu C.K., Chung K.H., Ko M.W., Joo J.C., Yuk D.Y., Yoo H.S., Yun Y.P. Antiplatelet and antithrombotic activities of NQ301, 2-chloro-3-(4-acetophenyl)-amino-1,4-naphthoquinone. Biol Pharm Bull. 22:1999;1284-1287.
21. Schrör K. Antiplatelet drugs. Drugs. 50:1995;7-28.
22. Rainsfold K.D. Aspirin and gastric ulceration Light and electron microscopic observations in a model of aspirin plus stress-induced ulcerogenesis . Br J Exp Pathol. 58:1977;215-224.
23. 2+ and protein kinase C is the major factor in determining the level of secretion from human platelets. Biochem J. 289:1993;277-282.
24. Nishizawa E., Wynalda D.J., Suydam D.E., Sawa T.R., Schultz J.R. Collagen-induced pulmonary thromboembolism in mice. Thromb Res. 1:1972;233-242.
25. Silver M.J., Hoch W., Kocsis J.J., Ingerman C.M., Smith J.B. Arachidonic acid causes sudden death in rabbits. Science. 183:1974;1085-1086.
26. 2 during arachidonate infusion in rabbits. Thromb Res. 12:1978;549-553.
27. Liao C.H., Ko F.N., Kuo S.C., Teng C.M. Effect of PP1D-1, a synthetic antiplatelet compound, on rabbit platelets. Jpn J Pharmacol. 76:1998;141-148.
28. Coller B.S., Anderson K., Weisman H.F. New antiplatelet agents Platelet GPIIb/IIIa antagonists . Thromb Haemost. 74:1995;302-308.
29. Bennett J.S., Vilaire G. Exposure of platelet fibrinogen receptors by ADP and epinephrine. J Clin Invest. 64:1979;1393-1401.
30. Ruggeri Z.M., Bader R., de Marco L. Glanzmann thrombasthenia, Deficient binding of von Willebrand factor to thrombin-stimulated platelets. Proc Natl Acad Sci USA. 79:1982;6038-6041.
31. Ginsberg M.H., Forsyth J., Lightsey A., Chediak J., Plow E.F. Reduced surface expression and binding of fibronectin by thrombin-stimulated thrombasthenic platelets. J Clin Invest. 71:1983;619-624.
32. Pytela R., Pierschbacher M.D., Ginsberg M.H., Plow E.F., Ruoslahti E. Platelet membrane glycoprotein IIb/IIIa Member of a family of Arg-Gly-Asp - specific adhesion receptors . Science. 231:1986;1159-1162.
33. Niiya K., Hodson E., Bader R., Byers-Ward V., Koziol J.A., Plow E.F., Ruggeri Z.M. Increased surface expression of the membrane glycoprotein IIb/IIIa complex induced by platelet activation. Relationship to the binding of fibrinogen and platelet aggregation. Blood. 70:1987;475-483.