Collect. Czech. Chem. Commun. 2000, 65, 267-279
https://doi.org/10.1135/cccc20000267

6-(Hydroxyphenyl)imidazo[2,1-b]thiazoles as Potential Antiinflammatory Agents: Effects on Human Neutrophil Functions

Aldo Andreania,*, Mirella Rambaldia, Alberto Leonia, Alessandra Locatellia, Rita Morigia, Serena Traniellob, Alessio Carianib, Olivia Rizzutib and Susanna Spisanib

a Department of Pharmaceutical Sciences, University of Bologna, Via Belmeloro 6, 40126 Bologna, Italy
b Department of Biochemistry and Molecular Biology, University of Ferrara, Via L. Borsari 46, 44100 Ferrara, Italy

References

1. Ozaki Y.: Chem. Pharm. Bull. 1992, 40, 954. <https://doi.org/10.1248/cpb.40.954>
2. Bendele A. M., Benslay D. N., Hom J. T., Spaethe S. M., Ruterbories K. J., Lindstrom T. D., Lee S. J., Naismith R. W.: J. Pharmacol. Exp. Ther. 1992, 260, 300.
3. Mullican M. D., Wilson M. W., Connor D. T., Kostlan C. R., Schrier D. J., Dyer R. D.: J. Med. Chem. 1993, 36, 1090. <https://doi.org/10.1021/jm00060a017>
4. Schrier D. J., Baragi V. M., Connor D. T., Dyer R. D., Jordan J. H., Imre K. M., Lesch M. E., Mullican M. D., Okonkwo G. C., Conroy M. C.: Prostaglandins 1994, 47, 17. <https://doi.org/10.1016/0090-6980(94)90071-X>
5. Unangst P. C., Connor D. T., Cetenko W. A., Sorenson R. J., Kostlan C. R., Sircar J. C., Wright C. D., Schrier D. J., Dyer R. D.: J. Med. Chem. 1994, 37, 322. <https://doi.org/10.1021/jm00028a017>
6. Fukumoto S., Terashita Z., Ashida Y., Terao S., Shirashi M.: Chem. Pharm. Bull. 1996, 44, 749. <https://doi.org/10.1248/cpb.44.749>
7. Yamamoto S., Jiang H., Kato R.: Pharmacology 1994, 48, 273. <https://doi.org/10.1159/000139190>
8. Krause M., Rouleau A., Stark H., Luger P., Lipp R., Garbar M., Schwartz J. C., Schunack W.: J. Med. Chem. 1995, 38, 4070. <https://doi.org/10.1021/jm00020a022>
9. Rouleau A., Garbar M., Ligneau X., Mantion C., Lavie P., Advenier C., Lecomte J. M., Krause M., Stark H., Schunack W., Schwartz J. C.: J. Pharmacol. Exp. Ther. 1997, 281, 1085.
10. Dewhirst F. E.: Prostaglandins 1980, 20, 209. <https://doi.org/10.1016/S0090-6980(80)80040-2>
11. Paolini J. P., Lendvay L. J.: J. Med. Chem. 1969, 12, 1031. <https://doi.org/10.1021/jm00306a015>
12. Powers L. J., Fogt S. W., Ariyan Z. S., Rippin D. J., Heilman R. D., Matthews R. J.: J. Med. Chem. 1981, 24, 604. <https://doi.org/10.1021/jm00137a022>
13. Andreani A., Bonazzi D., Rambaldi M., Fabbri G., Rainsford K. D.: Eur. J. Med. Chem. 1982, 17, 271.
14. Isomura Y., Ito N., Sakamoto S., Homma H., Abe T., Kubo K.: Chem. Pharm. Bull. 1983, 31, 3179. <https://doi.org/10.1248/cpb.31.3179>
15. Palagiano F., Arenare L., Luraschi E., de Caprariis P., Abignente E., D’Amico M., Filippelli W., Rossi F.: Eur. J. Med. Chem. 1995, 30, 901. <https://doi.org/10.1016/0223-5234(96)88309-7>
16. Hunneyball I. M.: Prog. Drug Res. 1980, 24, 101.
17. Veys E. M., Mielants H., Verbruggen G., Dhondt E., Goethals L., Cheroutre L.: J. Rheumatol. 1981, 8, 45.
18. Dayrens P., Ivanoff B., Cussac M., Fontanges R.: Arzneim. Forsch. 1983, 33, 372.
19. Wildfeuer A.: Arzneim. Forsch. 1983, 33, 780.
20. Huck F., de Medicis R., Lussier A., Dupuis G., Federlin P.: J. Rheumatol. 1984, 11, 605.
21. Veys E. M., Mielants H., Verbruggen G.: Clin. Exp. Rheumatol. 1987, 5, 111.
22. Nielsen O. H., Ahnfelt-Ronne I., Elmgreen J.: Agents Actions 1989, 26, 233. <https://doi.org/10.1007/BF02126622>
23. Nielsen O. H., Ahnfelt-Ronne I., Elmgreen J.: Pharmacol. Toxicol. (Copenhagen) 1988, 62, 322. <https://doi.org/10.1111/j.1600-0773.1988.tb01896.x>
24. Raghoebar M., Tiemessen H. L., van den Berg W. B., van Ginneken C. A.: Pharmacology 1989, 39, 350. <https://doi.org/10.1159/000138622>
25. Berradia N., Marchand-Arvier M., Humbert J. C., Vigneron C.: J. Pharm. Pharmacol. 1988, 40, 806. <https://doi.org/10.1111/j.2042-7158.1988.tb05178.x>
26. Kankaanranta H., Moilanen E., Vapaatalo H.: Naunyn–Schmiedeberg’s Arch. Pharmacol. 1994, 350, 685. <https://doi.org/10.1007/BF00169375>
27. Crowell R. F., van Epps D. E.: Inflammation 1990, 14, 163. <https://doi.org/10.1007/BF00917455>
28. Partsch G., Schwarzer C., Eberl R.: J. Rheumatol. 1990, 17, 583.
29. Kankaanranta H., Moilanen E., Vapaatalo H.: Inflammation 1991, 15, 137. <https://doi.org/10.1007/BF00917508>
30. Gonzales-Alvaro I., Carmona L., Diaz-Gonzales F., Gonzales-Amaro R., Mollinedo F., Sanchez-Madrid F., Laffon A., Garcia-Vicuna R.: J. Rheumatol. 1996, 23, 723.
31. Umeki S.: Biochem. Pharmacol. 1990, 40, 559. <https://doi.org/10.1016/0006-2952(90)90556-Z>
32. Adeyemi E. O., Chadwick V. S., Hodgson J. F.: J. Pharm. Pharmacol. 1990, 42, 487. <https://doi.org/10.1111/j.2042-7158.1990.tb06601.x>
33. Petrusewicz J., Turowski M., Foks H., Pilarski B., Kaliszan R.: Life Sci. 1995, 56, 667. <https://doi.org/10.1016/0024-3205(94)00500-R>
34. Lien J. C., Huang L. J., Wang J. P., Teng C. M., Lee K. H., Kuo S. C.: Bioorg. Med. Chem. 1997, 5, 2111. <https://doi.org/10.1016/S0968-0896(97)00133-8>
35. Andreani A., Leoni A., Locatelli A., Morigi R., Rambaldi M., Gehret J. C., Traniello S., Cariani A., Spisani S.: Collect. Czech. Chem. Commun. 1999, 64, 299. <https://doi.org/10.1135/cccc19990299>
36. Andreani A., Rambaldi M., Bonazzi D., Lelli G., Bossa R., Galatulas I.: Eur. J. Med. Chem. 1984, 19, 219.
37. Andreani A., Rambaldi M., Bonazzi D., Bossa R., Galatulas I.: Arch. Pharm. (Weinheim, Ger.) 1985, 318, 1003. <https://doi.org/10.1002/ardp.19853181109>
38. Olah G. A., Narang S. C., Gupta B. G. B., Malhotra R.: J. Org. Chem. 1979, 44, 1247. <https://doi.org/10.1021/jo01322a012>
39. Zigmond S. H., Hirsch J. G.: J. Exp. Med. 1973, 137, 387. <https://doi.org/10.1084/jem.137.2.387>
40. Torrini I., Pagani Zecchini G., Paglialunga Paradisi M., Lucente G., Mastropietro G., Gavuzzo E., Mazza F., Pochetti G., Traniello S., Spisani S.: Biopolymers 1996, 39, 327. <https://doi.org/10.1002/(SICI)1097-0282(199609)39:3<327::AID-BIP5>3.3.CO;2-P>
41. Bergmeyer H. U. in: Methods of Enzymatic Analysis (H. U. Bergmeyer, Ed.), 3rd ed., Vol. 3, p. 118. Verlag Chemie, Weinheim 1983.