Characterization of the thromboxane synthase pathway product 12- oxoheptadeca-5(Z)-8(E)-10(E)-trienoic acid as a thromboxane A2 receptor antagonist with minimal intrinsic activity

British Journal of Haematology

Volumn 101, Issue 1, 1998, Pages 59-65

  Ruf, A ^a   Mundkowski, R ^b,c   Siegle, I ^b   Hofmann, U ^b   Patscheki, H ^a   Meese, C O ^b,d  

^a UNIVERSITY OF FREIBURG   (Germany)

^b DR MARGARETE FISCHER BOSCH INSTITUTE OF CLINICAL PHARMACOLOGY   (Germany)

^c UNIVERSITY OF ROSTOCK   (Germany)

^d Schwarz Pharma AG   (Germany)

Author keywords

12(S) hydroxyheptadeca 5(Z) 8(E)10(E) trienoic acid; Platelets; TXA2 receptor antagonist

Indexed keywords

PADGEM PROTEIN; THROMBOXANE A2 RECEPTOR BLOCKING AGENT; THROMBOXANE SYNTHASE;

ARTICLE; BINDING AFFINITY; CELL SHAPE; COMPETITIVE INHIBITION; DRUG RECEPTOR BINDING; ENZYME ANALYSIS; FLOW CYTOMETRY; HUMAN; HUMAN CELL; INTRINSIC SYMPATHOMIMETIC ACTIVITY; PRIORITY JOURNAL; THROMBOCYTE ACTIVATION; THROMBOCYTE AGGREGATION; THROMBOCYTE MEMBRANE;

15-HYDROXY-11 ALPHA,9 ALPHA-(EPOXYMETHANO)PROSTA-5,13-DIENOIC ACID; BINDING, COMPETITIVE; CELL SIZE; FATTY ACIDS, UNSATURATED; HUMANS; PLATELET ACTIVATION; PLATELET AGGREGATION; RECEPTORS, THROMBOXANE; THROMBOXANE-A SYNTHASE;

EID: 0031958893     PISSN: 00071048     EISSN: None     Source Type: Journal    
DOI: 10.1046/j.1365-2141.1998.00669.x     Document Type: Article

References (24)

1. 50) of an enzyme reaction. Biochemical Pharmacolony, 22, 3099-3108.
2. 2 receptors. Federation Proceedings 46, 149-156.
3. Hansen, H.S. (1976) 1 5-hydroxyprostaglandin dehydrogenase: a review. Prostaglandins, 12, 647-654.
4. Hecker, M., Haurand, M., Ullrich, V., Diczfalusy, U. & Hammarstrom, S. (1987) Products, kinetics, and substrate specificity of homogenous thromboxane synthase from humun platelets: development of a novel enzyme assay. Archives of Biochemical Biophysics, 254, 124-129.
5. Hecker, M. & Ullrich, V. (1988) 12(S)-Hydroxy-5,8,10(Z,E,E)-heptadecatrienoic acid (HHT) is preferentially metabolized to its 12-keto derivative by human erythrocytes in vitro. Eicosanoids, 1, 19-24.
6. 2 receptor in human platelets. Journal of Pharmacological and Experimental Therapeutics, 245, 786-792.
7. Hofmann, U., Seefried, S., Meese, C.O., Mettang, T., Hübel, E. & Kuhlmann, U. (1990) Measurement of 12(S)-hydroxy-5Z,8E,10E-heptadecatrienoic acid and its metabolite 12-oxo-5Z,8E,10E-heptadecatrienoic acid in human plasma by gas chromatography/negative ion chemical ionization mass spectrometry. Analytical Biochemistry, 189, 244-251.
8. Höhl, W., Stahl, B., Mundkowski, R., Hofmann, U., Meese, C.O., Kuhlmann, U. & Schlegel, W. (1993) Mass determination of 15-hydroxyprostaglandin dehydrogenase from human placenta and kinetic studies with (5Z,8E,10E,12S)-12-hydroxy-5,8,10-hepta-decatrienoic acid as substrate. European Journal of Biochemistry, 214, 67-73.
9. Hollenberg, M.D. (1985) Chapter 17 in Poste, G. and Crooke, S. (eds) Mechanism of Receptor Regulation, Plenum Press, New York.
10. Huang, E.M. & Detwiler, T. (1986) Stimulus-response coupling mechanisms. Biochemistry of Platelets (ed. by D. R. Phillips and M. A. Shuman). p. 1. Academic Press, New York.
11. Hubbell, J.A. & McIntire, L.V. (1986) Platelet active concentration profiles near growing thrombi: a mathematical consideration. Biophysical Journal, 50, 937-442.
12. 2 receptors by the mimetic U46619. Journal of Pharmacological and Experimental Therapeutics, 247, 1133-1141.
13. +-dependent 15-hydroxyprostaglandin dehydrogenase. Biochemical and Biophysical Research Communications, 129, 268-275.
14. McIntyre, D.E. & Armstrong, R.A. (1987) Agonists and receptors: prostaglandins and thromboxanes. Platelet Response and Metabolism (ed. by H. Holmsen), p. 93, CRC Press Inc., New York.
15. Mehta, J., Mehta, P., Feldmann, R.L. & Horalek, C. (1984) Thromboxane release in coronary artery disease: spontaneous versus pacing-induced angina. American Heart Journal, 107, 286-292.
16. Mundkowski, R. (1995) Untersuchungen zum Stoffwechsel von 12(S)-Hydroxyheptadeca-5Z,8E,10E-triensaure (HHT) und der biologischen Wirksamkeit der Metaboliten, Thesis, University of Stuttgart.
17. Oates, J.A., Fitzgerald, G.A., Branch, R.A., Jackson, E.K., Knapp. H.R. & Roberts, L.J. (1988) Clinical implications of prostaglandin and thromboxane A2 formation (2). New England Journal of Medicine. 319, 761-772.
18. 2. Federation Proceedings, 46, 133-142.
19. Patscheke, H. (1981) Shape and functional properties of human platelets washed with acid citrate. Haemostasis, 10, 14-21.
20. Ruf, A. & Patscheke, H. (1995) Flow cytometric detection of activated platelets: comparison of determining shape change, fibrinogeu binding and P-selectin expression. Seminars in Thrombosis and Hemostasis, 21, 146-152.
21. 1. Thrombosis and Haemostasis, 66, 708-715.
22. Ruf, A., Schlenk. R.F., Maras, A., Morgenstern, E. & Patscheke, H. (1992) Conlact-induced neutrophil activation by platelets in human cell suspensions and whole blood. Blood, 80, 1238-1246.
23. Siess, W., Cuatrasas, P. & Lapetina, E.G. (1983) A role for cyclooxygenase products in the formation of phosphatidic acid in stimulated human platelets, differential mechanisms of action of thrombin and collagen, Journal of Biological Chemistry, 258, 4683-4689.
24. Warkentin, T.E., Powling, M.J. & Raejisty, R.M. (1990) Measurement of fibrinogen binding to platelets in whole blood by flow cytometry: a micromethod for the detection of platelet activation. British Journal of Haematology, 76, 387-392.