Synthetic, nondegradable diadenosine polyphosphates and diinosine polyphosphates: Their effects on insulin-secreting cells and cultured vascular smooth muscle cells

Journal of Medicinal Chemistry

Volumn 46, Issue 8, 2003, Pages 1554-1562

  Verspohl, Eugen J ^a   Blackburn, G Michael ^b   Hohmeier, Nina ^a   Hagemann, Joost ^a   Lempka, Matthias ^a  

^a UNIVERSITY OF MÜNSTER   (Germany)

^b UNIVERSITY OF SHEFFIELD   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

BISPHOSPHONIC ACID DERIVATIVE; CARBENE; DIADENOSINE 5',5''' (P1,P4 DITHIO P2,P3 CHLOROMETHYLENE)TETRAPHOSPHATE; DIADENOSINE 5',5''' (P1,P4 DITHIO P2,P3 METHYLENE)TETRAPHOSPHATE; DIADENOSINE POLYPHOSPHATE; DIINOSINE POLYPHOSPHATE DERIVATIVE; ECTOPHOSPHODIESTERASE; GLUCOSE; INOSINE DERIVATIVE; INSULIN; PHOSPHATASE; PHOSPHODIESTERASE; PHOSPHORYLASE; THYMIDINE; TRITIUM; UNCLASSIFIED DRUG;

ANIMAL CELL; ANIMAL CELL CULTURE; ARTICLE; BINDING AFFINITY; CELL PROLIFERATION; CELL STRAIN 3T3; CONCENTRATION RESPONSE; CONFORMATIONAL TRANSITION; CONTROLLED STUDY; DIASTEREOISOMER; DRUG BINDING SITE; DRUG DEGRADATION; DRUG EFFECT; DRUG MECHANISM; DRUG PURITY; DRUG STABILITY; DRUG STRUCTURE; DRUG SYNTHESIS; FEMALE; INSULIN RELEASE; MOUSE; NONHUMAN; PANCREAS ISLET BETA CELL; PROADIPOCYTE; RAT; RECEPTOR BLOCKING; REGULATORY MECHANISM; SMOOTH MUSCLE FIBER; VASCULAR SMOOTH MUSCLE;

3T3 CELLS; ANIMALS; CELL DIVISION; CELLS, CULTURED; DINUCLEOSIDE PHOSPHATES; INSULIN; MICE; MUSCLE, SMOOTH, VASCULAR; PROTEIN BINDING; RATS; STEREOISOMERISM; STRUCTURE-ACTIVITY RELATIONSHIP; THYMIDINE;

EID: 0242669288     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm011070z     Document Type: Article

References (30)

1. Schlüter, H.; Offers, E.; Brüggemann, G.; van der Giet, M.; Tepel, M.; Nordhoff, E.; Karas, M.; Spieker, C.; Witzel, H.; Zidek, W. Diadenosine phosphates and the physiological control of blood pressure. Nature 1994, 367, 187-88.
2. Davies, G.; MacAllister, R. J.; Bogle, R. G.; Vallance, P. Effects of diadenosine polyphosphates on human umbilical vessels: novel platelet-derived vasoconstrictors. Br. J. Clin. Pharmacol. 1995, 40, 170-172.
3. Schlüter, H.; Tepel, M.; Zidek, W. Vascular actions of diadenosine polyphosphates. J. Auton. Pharmacol. 1996, 16 (6), 357-362.
4. 4tetraphosphate receptor is at the cell surface of heart cells. Biochemistry 1993, 32, 14009-14014.
5. 4-tetraphosphate. J. Biol. Chem. 1991, 266 (11), 6915-6918.
6. 3H]diadenosine tetraphosphate binding sites in rat brain. Neuroscience 1997, 77, 247-255.
7. 4A) to rat liver cell membranes. Biochem. J. 1996, 314, 687-693.
8. Verspohl, E. J.; Johannwille, B. Diadenosine polyphosphates in insulin-secreting cells: Interaction with specific receptors and degradation. Diabetes 1998, 47, 1727-1734.
9. 1-adenosine receptors. Br. J. Pharmacol. 1996, 119, 835-844.
10. Hoyle, C. H. V.; Postorino, A.; Burnstock, G. Pre- and postjunctional effects of diadenosine polyphosphates in the guinea-pig vas deferens. J. Pharm. Pharmacol. 1995, 47, 926-931.
11. Pintor, J.; King, B. F.; Ziganshin, A. U.; Miras-Portugal, M. T.; Burnstock, J. Diadenosine polyphosphate-activated inward and outward currents in follicular oocytes of Xenopus laevis. Life Sci. 1996, 59 (12), 179-184.
12. 2-purinoceptors in the guinea-pig left atrium by diadenosine polyphosphates. Br. J. Pharmacol. 1996, 118, 1294-1300.
13. Van der Giet, M.; Khattab, M.; Börgel, J.; Schlüter, H.; Zidek, W. Differential effects of diadenosine phosphates on purinoceptors in the rat isolated perfused kidney. Br. J. Pharmacol. 1997, 120, 1453-1460.
14. Ripoll, C.; Martin, F.; Rovira, J. M.; Pintor, J.; Miras-Portugal, M. T.; Soria, B. Diadenosine polyphosphates. A novel class of glucose-induced intracellular messengers in the pancreatic β-cell. Diabetes 1996, 45, 1431-1434.
15. Yu, S. M.; Chen, S. F.; Lau, Y. T.; Yang, C. M.; Chen, J. C. Mechanism of extracellular ATP-induced proliferation of vascular smooth muscle cells. Mol. Pharmacol. 1996, 50, 1000-1009.
16. Erlinge, D. Extracellular ATP: a growth factor for vascular smooth muscle cells. Gen. Pharmacol. 1998, 31, 1-8.
17. 2x1 receptors. Br. J. Pharmacol. 1999, 128, 981-988.
18. Verspohl, E. J.; Johannwille, B.; Kaiserling-Buddemeier, I.; Schlüter, H.; Hagemann, J. Diadenosine polyphosphates in cultured vascular smooth-muscle cells and endothelium cells - their interaction with specific receptors and their degradation. J. Pharm. Pharmacol. 1999, 51, 1175-1181.
19. Hagemann, J.; Schlüter, H.; Verspohl, E. J. Long-term effects of diadenosine polyphosphates on proliferation of vascular smooth muscle cells (VSMC) of rats. Naunyn-Schmiedeberg's Arch. Pharmacol. 2001, 363 (Suppl.), 130.
20. 4-bis(5′-adenosyl)tetraphosphate. Nucleic Acids Res. 1987, 15, 6991-7004.
21. Nakae, I.; Takahashi, M.; Takaoka, A.; Liu, Q.; Matsumoto, T.; Amano, M.; Sekine, A.; Nakajima, H.; Kinoshita, M. Coronary effects of diadenosine tetraphosphate resemble those of adenosine in anaesthetized pigs: involvement of ATP-sensitive potassium channels. J. Cardiovasc. Pharmacol. 1996, 28, 124-133.
22. 4A and Other Dinucleoside Polyphosphates; McLennan, A. G., Ed.; CRC Press: Boca Raton, FL, 1992; pp 230-273.
23. 5A - from perfused bovine adrenal medulla and isolated chromaffin cells. Life Sci. 1991, 48, 2317-2324.
24. Miras-Portugal, M. T.; Pintor, J.; Castro, E.; Rodriguez-Pascual, F.; Torres, M. Diadenosine polyphosphates from neuro-secretory granules: the search for receptors, signals and function. In Cell Signal Transduction, Second Messengers, and Protein Phosphorylation in Health and Disease; Municio, A. M., Miras-Portugal, M. T., Eds.; Plenum Press: New York, 1994.
25. 4A) in heavy platelets. Blutalkohol 1987, 54, 193-200.
26. 4-tetraphosphate are present and releasable, but metabolically inactive, in human platelets. Biochem. J. 1982, 208, 737-742.
27. 4-tetraphosphate: a pleiotropically acting alarmone? Cell 1983, 34, 711-712.
28. 4-tetraphosphate: a novel antiplatelet agent. Proc. Natl. Acad. Sci. U.S.A. 1997, 94, 4034-4039.
29. Meyer-Lehnert, H.; Schrier, R. W. Potential mechanism of cyclosporine A-induced vascular smooth muscle contraction. Hypertension 1989, 13, 352-360.
30. Stec, W. J.; Zon, G.; Uznanski, B. Reversed-phase high-performance liquid chromatographic separation of diasteromecirc phosphorothioate analogues of oligodeoxyribonucleotides and other backbone-modified congeners of DNA. J. Chromatogr. 1985, 326, 263-280.