Synthesis and biological evaluation of CX-659S and its related compounds for their inhibitory effects on the delayed-type hypersensitivity reaction

Bioorganic and Medicinal Chemistry

Volumn 8, Issue 8, 2000, Pages 2037-2047

  Tobe, Masanori ^a   Isobe, Yoshiaki ^a   Goto, Yuso ^a   Obara, Fumihiro ^a   Tsuchiya, Masami ^a   Matsui, Junko ^a   Hirota, Kosaku ^b   Hayashi, Hideya ^a  

^a JAPAN ENERGY CORPORATION   (Japan)

^b GIFU PHARMACEUTICAL UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

5 CARBOXAMIDOURACIL DERIVATIVE; ANTIINFLAMMATORY AGENT; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ANIMAL MODEL; ANTIINFLAMMATORY ACTIVITY; ANTIOXIDANT ACTIVITY; ARTICLE; ATOPIC DERMATITIS; CONTACT ALLERGY; CONTROLLED STUDY; DELAYED HYPERSENSITIVITY; DRUG SYNTHESIS; IC 50; MOUSE; NONHUMAN;

ANIMALS; ANTI-ALLERGIC AGENTS; ANTIOXIDANTS; BRAIN CHEMISTRY; DERMATITIS, ALLERGIC CONTACT; DRUG EVALUATION, PRECLINICAL; HUMANS; LIPID PEROXIDATION; MALE; MICE; MICE, INBRED ICR; MOLECULAR STRUCTURE; PICRYL CHLORIDE; RANDOM ALLOCATION; RATS; RATS, SPRAGUE-DAWLEY; STRUCTURE-ACTIVITY RELATIONSHIP; URACIL;

EID: 0033866733     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0968-0896(00)00126-7     Document Type: Article

References (32)

1. Kalish R.S. Arch. Dermatol. 127:1991;1558.
2. Grabbe S., Schwarz T. Am. J. Contact. Dermat. 7:1996;238.
3. Herz U., Bunikowski R., Renz H. Int. Arch. Allergy. Immunol. 115:1998;179.
4. Trenam C.W., Blake D.R., Morris C.J. J. Invest. Dermatol. 99:1992;675.
5. Black H.S. Photochem. Photobiol. 46:1987;213.
6. Nakamura M., Murakami M., Koga T., Minakami S. The biological role of reactive oxygene species in skin. 1987;Elsevier, Amsterdam. pp. 15-25.
7. Sharkey P., Eedy D.J., Burrows D., McCaigue M.D., Bell A.L. Acta. Derm. Venereol. 71:1991;156.
8. Bloomfield F.J., Young M.M. Br. J. Dermatol. 109:1983;9.
9. Sugiyama N., Akahoshi F., Kuwahara S., Kajii M., Sakaue Y., Yakumaru H., Sugiura M., Fukaya C. J. Med. Chem. 37:1994;1977.
10. Papesch V., Schroeder E.F. J. Org. Chem. 16:1951;1879.
11. Ohtsuka Y. Bull. Chem. Soc. Jpn. 46:1973;506.
12. Senda S., Hirota K., Asao T. Chem. Pharm. Bull. 22:1974;189.
13. Asherson G.L., Ptak W. Immunology. 15:1968;405.
14. Burton G.W., Ingold K.U. J. Am. Chem. Soc. 103:1981;6472.
15. Aizawa Y., Kanai T., Hasegawa K., Yamaguchi T., Iizuka Y., Iwaoka T., Yoshioka T. J. Med. Chem. 33:1990;1491.
16. Yamada K., Shoji K., Mori M., Ueyama T., Matsuo N., Oka S., Nishiyama K., Sugano M. In Vitro Cell. Dev. Biol. 35A:1999;169.
17. Struski D.G.J., Kozubek A. Zeitschrift für Naturforschung. 47c:1992;47.
18. Hladyszowski J., Zubik L., Kozubek A. Free Rad. Res. 28:1998;359.
19. Haseloff R.F., Blasig I.E., Meffert H., Ebert B. Free Rad. Biol. & Med. 9:1990;111.
20. Gunckel S., Santander P., Cordano G., Ferreira J., Munoz S., Nunez-Vergara L.J., Squella J.A. Chemico-Biol. Interact. 114:1998;45.
21. Powell C.J., Connelly J.C., Jones S.M., Grasso P., Bridges J.W. Food Chem. Toxicol. 24:1986;1131.
22. Mizutani T., Nomura H., Nakanishi K., Fujita S. Toxicol. Appl. Pharmacol. 87:1987;166.
23. Hoult J.R.S., Payá M. Gen. Pharmac. 27:1996;713.
24. Raj H.G., Parmar V.S., Jain S.C., Goel S., Poonam H.M.S., Singh A., Olsen C.E., Wengel J. Bioorg. Med. Chem. 6:1998;833.
25. Raj H.G., Sharma R.K., Garg B.S., Parmar V.S., Jain S.C., Goel S., Tyagi Y.K., Singh A., Olsen C.E., Wengel J. Bioorg. Med. Chem. 6:1998;2205.
26. Jovanovic S.V., Steenken S., Tosic M., Marjanovic B., Simic M.G. J. Am. Chem. Soc. 116:1994;4846.
27. Rice-Evans C.A., Miller N.J., Paganga G. Free Radic. Biol. Med. 20:1996;933.
28. Arora A., Nair M.G., Strasburg G.M. Free Radic. Biol. Med. 24:1998;1355.
29. Gey K.F. J. Nutr. Biochem. 6:1995;206.
30. Yamauchi R., Yamamoto N., Kato K. Lipids. 30:1995;395.
31. Ohkawa H., Ohishi N., Yagi K. Anal. Biochem. 95:1979;351.
32. Janero D.R. Free Radic. Biol. Med. 9:1990;515.