Inhibition and substrate specificity of adenosine deaminase. Interaction with 2′;-, 3′- and/or 5′- substituted adenine nucleoside derivatives

Nucleosides and Nucleotides

Volumn 10, Issue 8, 1991, Pages 1677-1692

  Maury, G ^a   Daiboun, T ^a   Elalaoui, A ^a   Genu Dellac, C ^a   Perigaud, C ^a   Bergogne, C ^a   Gosselin, G ^a   Imbach, J L ^a  

^a UNIV MONTPELLIER   (France)

Author keywords

[No Author keywords available]

Indexed keywords

ADENINE DERIVATIVE; ADENOSINE DEAMINASE; NUCLEOSIDE DERIVATIVE;

ANIMAL TISSUE; ARTICLE; CATTLE; ENZYME INHIBITION; ENZYME SPECIFICITY; INTESTINE; NONHUMAN;

EID: 0026331587     PISSN: 07328311     EISSN: None     Source Type: Journal    
DOI: 10.1080/15257779108043054     Document Type: Article

References (43)

1. Adenine Arabinoside: An Antiviral Agent; Pavan-Langston, D., Buchanan, R.A., Alford, C.A., Jr., Eds.; Raven: New York, 1975.
2. For a review, see: Galasso, G.J. In The Antimicrobial Agents, Annual 2; Peterson, P.K., Verhoef, J., Eds; Elsevier: Amsterdam, 1987; pp 363-370.
3. Baker, D.C.; Haskell, T.H.; Putt, S.R.J. Med. Chem. 1978, 21, 1218.
4. Fox, J.L.; Yu, C.D.; Higuchi, W.I.; Ho, N.F.H. Int. J. Pharm. 1979, 2, 41.
5. Agarwal, R.P. Pharmacol. Therap. 1982, 17, 399.
6. Stoeckler, J.D.; Bell, C.A.; Parks, R.E.; Chu, C.K.; Fox, J.J.; Ikehara, M. Biochem. Pharmacol. 1982, 31, 1723.
7. Nair, V.; Purdy, D.F.; Sells, T.B.J. Chem. Soc. Chem. Commun. 1989, 878.
8. Agarwal, R.P.; Spector, T.; Parks, R.E. Biochem. Pharmacol. 1977, 26, 359.
9. Agarwal, R.P.; Parks, R.E. Methods in Enzymology, 1978, 51, 502.
10. Zielke, C.L.; Suelter, C.H. In The Enzymes, Boyer, P.D. Eds., Academic Press: New York, 1971, Vol. 4, 3rd ed., p. 47.
11. Mikhailopulo, I.A.; Wiedner, H.; Cramer, F. Biochem. Pharmacol. 1981, 30, 1001.
12. Lineweaver, L.; Burk, D. J. Am. Chem. Soc. 1934, 56, 658.
13. Dixon, M. Biochem. J. 1953, 55, 170.
14. Bloch, A.; Robins, M.J.; Mc Carthy, J.R.J. Med. Chem. 1967, 10, 908 and references cited therein.
15. Baker, D.C.; Haskell, T.H.; Putt, S.R.; Sloan, B.J.J. Med. Chem. 1979, 22, 273.
16. Baker, D.C.; Kumar, S.D.; Waites, W.J.; Arnett, G.; Shannon, W.M.; Higuchi, W.I.; Lambert, W.J.J. Med. Chem. 1984, 27, 270.
17. Lerner, L.M.; Rossi, R.R. Biochemistry, 1972, 11, 2772.
18. Zemlicka, J. J. Am. Chem. Soc. 1975, 97, 5896.
19. Frieden, C.; Kurz, L.C.; Gilbert, H.R. Biochemistry, 1980, 19, 5303.
20. Schaeffer, H.J.; Schwender, C.F.J. Med. Chem. 1974, 17, 6.
21. North, T.W.; O’Connor, L.; Abushanab, E.; Panzica, R.P. Biochem. Pharmacol. 1983, 32, 3541.
22. Antonini, I.; Cristalli, G.; Franchetti, P.; Grifantini, M.; Martelli, S.; Lupidi, G.; Riva, F. J. Med. Chem. 1984, 27, 274.
23. Skorka, G.; Shuker, P.; Gill, D.; Zabicky, J.; Parola, A.H. Biochemistry, 1981, 20, 3103.
24. Gosselin, G.; Bergogne, M.-C.; De Rudder, J.; De Clercq, E.; Imbach, J.-L. J. Med. Chem. 1986, 29, 203.
25. Lipper, R.A.; Machkovech, S.M.; Drach, J.C.; Higuchi, W.I. Mol. Pharmacol. 1978, 14, 366.
26. Huss, S.; Gosselin, G.; Stawinski, J.; Stromberg, R.; Imbach, J.-L. Nucleosides Nucleotides, 1988, 7, 321.
27. Gosselin, G.; Imbach, J.-L. J. Heterocycl. Chem. 1982. 19, 597.
28. Gosselin G.; Bergogne, M.-C.; Imbach, J.-L. Nucleosides Nucleotides, 1984, 3, 265.
29. Puech, F.; Gosselin, G.; Balzarini J.; De Clercq, E.; Imbach, J.-L. J. Med. Chem. 1988, 31, 1897.
30. Gosselin G.; Bergogne, M.-C.; De Rudder, J.; De Clercq, E.; Imbach, J.-L. J. Med. Chem. 1987, 30, 982.
31. Kawana, M.; Nishikawa, M.; Yamasaki, N.; Kuzuhara, H. J. Chem. Soc, Perkin Trans. 1, 1989, 1593, and references cited therein.
32. Robins, M.J.; Fouron, Y.; Mengel, R. J. Org. Chem. 1974, 39, 1564;
33. Robins, M.J.; Hansske, F.; Low, N.H.; Park, J.I. Tetrahedron Lett. 1984, 25, 367;
34. Bazin, H.; Chattopadhyaya, J. Synthesis, 1985, 1108.
35. Lerner, L.M.; Sheid, B.; Gaetjens, E. J. Med. Chem. 1987, 30, 1521.
36. Kamaike, K.; Uemura, F.; Yamakage, S.I.; Nishino, S.; Ishido, Y. Nucleosides Nucleotides, 1987, 6, 699.
37. Wagner, D.; Verheyden, J.P.H.; Moffat, J.G.J. Org. Chem. 1974, 39, 24.
38. Gerzon, K.; Kau, D. J. Med. Chem. 1967, 10, 189.
39. Kolodkina, I.I.; Guseva, A.S.; Ivanova, E.A.; Varshavskaya, L.S.; Yurkevich, A.M. Zhur. Obshchei Khim. 1970, 40, 2489.
40. Ishido, Y.; Nakazaki, N.; Sakairi, N. J. Chem. Soc., Perkin Trans 1, 1979, 2088.
41. Ishido, Y.; Sakairi, N.; Okazaki, K.; Nakazaki, N. J. Chem. Soc., Perkin Trans. 1, 1980, 563.
42. Renis, H.E.; Gish, D.T.; Court, B.A.; Eidson, E.E.; Wechter, W.J.J. Med. Chem. 1973, 16, 754.
43. The Enzyme Molecule; Ferdinand, W., Ed.; J. Wiley and Sons: Bristol (G.B.), 1978, Chapter 5: pp. 148-185.