Structural basis of the anti-inflammatory activity of melatonin

Arzneimittel-Forschung/Drug Research

Volumn 57, Issue 12, 2007, Pages 782-786

  De La Rocha, Nadir ^a   Rotelli, Alejandra ^a   Aguilar, Carlos F ^a   Pelzer, Lilian ^a,b  

^a UNIVERSIDAD NACIONAL DE SAN LUIS   (Argentina)

^b Cátedra de Farmacología   (Argentina)

Author keywords

Anti inflammatory drugs, non steroidal; CAS 73 31 4; Cyclooxygenase; Melatonin, anti inflammatory activity; Molecular modelling

Indexed keywords

ARGININE; CARBOXYLIC ACID; CARRAGEENAN; CYCLOOXYGENASE 1; CYCLOOXYGENASE 2; INDOMETACIN; MELATONIN; PROSTAGLANDIN; PROSTAGLANDIN SYNTHASE; TYROSINE;

ANIMAL EXPERIMENT; ANIMAL MODEL; ANTIINFLAMMATORY ACTIVITY; ARTICLE; CONTROLLED STUDY; CRYSTAL STRUCTURE; DRUG BINDING; DRUG EFFECT; DRUG INHIBITION; DRUG STRUCTURE; DRUG TARGETING; ENZYME ACTIVITY; HYDROPHOBICITY; MALE; NONHUMAN; PAW EDEMA; PROTEIN FUNCTION; PROTEIN INTERACTION; RAT; STEREOCHEMISTRY; STRUCTURE ACTIVITY RELATION;

EID: 37549062176     PISSN: 00044172     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-0031-1296680     Document Type: Article

References (29)

1. Axelrod J, Fraschini F, Velo GP. The Pineal Gland and its Endocrine Role. New York: Plenum Press; 1982.
2. Brown GM, Niles LP. Studies on Melatonin and other pineal factors. In: Besser GM, Martini L, eds. Clinical Neuroendocrinology. Vol III. New York: Academic Press; 1982. p. 205.
3. Reiter R. The pineal Gland. New.York: Raven Press; 1984.
4. Maestroni GJ, Conti A, Pierpaoli W. Role of the pineal gland in immunity. Circadian synthesis and release of melatonin modulates the antibody response and antagonizes the immunosuppressive effect of corticosterone. J Neuroimmunol. 1986;13:19-30.
5. Nelson RJ, Demas GE, Klein SL, Kriegsfeld LJ. The influence of season, photoperiod, and pineal melatonin on immune function. J Pineal Res. 1995;19:149-165.
6. Chen Q, Wei W. Effects and mechanisms of melatonin on inflammatory and immune responses of adjuvant arthritis rat. Int Immunopharmacol. 2002;326:1-7.
7. Wei Wei SX, Shen Y, Hao J, Ding C. Studies on the antiinflammatory, immunoregulatory and analgesic action of melatonin. Drug Dev Res. 1996;39:167-173.
8. Wei W, Liang JS, Chen XG. Effects of melatonin on the functions of lymphocytes. Chem Pharmacol Bull. 1992;8:123-124.
9. Lopez C, Delyra JL, Markus RP, Mariano M. Circadian rhythm in experimental granulomatous inflammation is modulated by melatonin. J Pineal Res. 1997;23:72-78.
10. Cuzzocrea S, Zingarelli B, Gilad E, Hake P, Salzman A, Szabo C. Protective effect of melatonin in carrageenan-induced models of local inflammation: Relationship to its inhibitory effect on nitric oxide production and its peroxynitrite scavenging activity. J Pineal Res. 1997;23:106-116.
11. Tan DX, Chen LD, Poeggler B, Manchester LC, Reiter RJ. Melatonin - a potent endogenous hydroxyl radical scavenger. Endocrine J. 1993;1:57-62.
12. Cardinali DP, Ritta MN, Fuentes AM, Gimeno ME, Gimeno AL. Prostaglandin E release by rat medial basal hypothalamus in vitro. Inhibition by melatonin at submicromolar amounts. Eur J Pharmacol. 1980;67:151-153.
13. Martinuzzo M, Del Zar MM, Cardinali DP, Carreras LO, Vacas IM. Melatonin effect on arachidonic acid metabolism to cyclooxygenase derivates in human platelets. J Pineal Res. 1991;11:111-115.
14. Smith WL, Marnett LJ. In: Sigel H, Sigel A, eds. Metal Ions in Biological Systems. New York: Marcel Dekker; 1994. p.163-199.
15. Otto JC, Smith WL. Prostaglandin endoperoxide synthases1 and -2. J Lipid Mediat Cell Signal. 1995;12:139-156
16. Vane JR, Mitchell JA, Appleton J, Tomlinson A, Bishop-Bailey D, Crontall J, et al. Inducible isoforms of cyclooxygenase and nitric-oxide synthase in inflammation. Proc Natl Acad Sci USA. 1994;91:2046-2050.
17. DeWitt DL, El-Harith EA, Kraemer SA, Andrews MJ, Yao EF, Armstrong RL, et al. The aspirin and heme-binding sites of ovine and murine prostaglandin endoperoxide synthases. J Biol Chem. 1990;265:5192-5196.
18. Herschman HR. Prostaglandin synthase 2. Biochim Biophys Acta. 1996;1299:125-140.
19. Seibert K, Zhang Y, Leahy K, Hauser S, Masferrer J, Perkins W, et al. Pharmacological and biochemical demonstration of the role of cyclooxygenase 2 in inflammation and pain. Proc Natl Acad Sci USA. 1994;91:12013-12017.
20. Masferrer JL, Zweifel BS, Manning PT, Hauser SD, Leaky KM, Smith WG, et al. Selective inhibition of inducible cyclooxygenase 2 in vivo is antiinflammatory and nonulcerogenic. Proc Natl Acad Sci USA. 1994;91:3228-3232.
21. Mammet LJ, Maddipati KR. In: Everse KE, Grisham MB, eds. Peroxidases in Chemistry and Biology. Vol 1. Boca Raton: CRC Press; 1991. p. 293-334.
22. Mitchel JA, Akarasereenot P, Thiederman C, Flower RJ, Vane JR. Selectivity of nonsteroidal antiinflammatory drugs as inhibitors of constitutive and inducible cyclooxygenase. Proc Natl Acad Sci USA. 1993;90:11683-11697.
23. Laneuville O, Breuer DK, Dewitt DL, Hla T, Funk CD, Smith WL. Differential inhibition of human prostaglandin endoperoxide h synthases-1 and -2 by nonsteroidal anti-inflammatory drugs. J Pharmacol Exp Ther. 1994;271:927-934
24. Kurumbail RG, Stevens AM, Gierse JK, Mc Donald JJ, Stegeman RA, Pak J, et al. Structural basis of selective inhibition of cyclooxygenase-2 by anti-inflammatory agents. Nature. 1996;384:644-648.
25. Malkowsky MG, Ginell SL, Smith WL, Garavito RM. The productive conformation of arachidonic acid bound to prostaglandin synthase. Science. 2000;289:1933-1937.
26. Picot D, Loll PJ, Garavito RM. The X-ray crystal structure of the membrane protein prostaglandin H2 synthase-1. Nature. 1994;367:243-249.
27. Loll PJ, Picot D, Ekabo R, Garavito RM. Synthesis and use of iodinated nonsteroidal antiinflammatory drug analogs as crystallographic probes of the prostaglandin H2 synthase cyclooxygenase active site. Biochemistry. 1996;35:7330-7340.
28. Winter CA, Risley EA, Nuss GW. Carrageenin-induced edema in hind paw of the rat as an assay for antiiflammatory drugs. Proc Soc Exp Med. 1962;111:544-547.
29. Guex N, Peitsch MC. SWISS-MODEL and the Swiss-Pdb-Viewer: an environment for comparative protein modeling. Electrophoresis. 1997,18:2714-2723.