Cyclooxygenase-2 inhibitory effects of monoterpenoids with a p-menthane skeleton

International Journal of Essential Oil Therapeutics

Volumn 2, Issue 4, 2008, Pages 145-148

  Kawata, J ^a   Kameda, M ^b   Miyazawa, M ^a  

^a KINKI UNIVERSITY   (Japan)

^b More Cosmetics Co Ltd   (Japan)

Author keywords

Anti inflammatory; Cyclooxygenase; Monoterpenoids; p menthane

Indexed keywords

ACETYLSALICYLIC ACID; ALPHA CARVEOL; CARVONE; CYCLOOXYGENASE 1; CYCLOOXYGENASE 2; CYCLOOXYGENASE 2 INHIBITOR; ISOPIPERITENONE; ISOPULEGOL; LIMONENE; MENTHONE; MONOTERPENOID DERIVATIVE; PARA MENTHAN 8 OL; PARA MENTHANE DERIVATIVE; PIPERITENONE; PIPERITONE; PULEGONE; TERPENOID DERIVATIVE; TERPINEN 4 OL; TERPINENE; TERPINEOL; UNCLASSIFIED DRUG;

ANTIINFLAMMATORY ACTIVITY; ARTICLE; CONTROLLED STUDY; DRUG STRUCTURE; ENZYME INHIBITION; IC 50;

EID: 77954156500     PISSN: 19614209     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (26)

1. Kapoor M, Shaw O, Appleton I. Possible anti-inflammatory role of COX-2-derived prostaglandins: implications for inflammation research. Current Opinion Invest Drugs. 2005;6:461-66.
2. Rice PJ, Coats JR. Insecticidal properties of several monoterpenoids to the house fly (Diptera: Muscidae), red flour beetle (Coleoptera: Tenebrionidae), and southern corn rootworm (Coleoptera: Chrysomelidae). J Econ Entomol. 1994;87:1172-79.
3. Rice PJ, Coats JR. Insecticidal properties of monoterpenoid derivatives to the house fly (Diptera: Muscidae) and red flour beetle (Coleoptera: Tenebrionidae). Pest Sci. 1994; 41: 195-202.
4. Rice PJ, Coats JR. Structural requirements for monoterpenoid activity against insects. ACS Symposium Series. 1994;557:92-108.
5. Lee S, Peterson CJ, Coats JR. Fumigation toxicity of monoterpenoids to several stored product insects. J Stored Prod Res. 2003;39:77-85.
6. Jang YS, Yang YC, Choi DS, Ahn YJ. Vapor phase toxicity of marjoram oil compounds and their related monoterpenoids to Blattella germanica (Orthoptera: Blattellidae). J Agric Food Chem. 2005;53:7893-98.
7. Tak JH, Kim HK, Lee SH, Ahn YJ. Acaricidal activities of paeonol and benzoic acid from Paeonia suffruticosa root bark and monoterpenoids against Tyrophagus putrescentiae (Acari: Acaridae). Pest Manag Sci. 2006;62:551-57.
8. Dewang PM, Nikumbh VP, Tare VS, Mahulikar PP. Eco-friendly pest management using monoterpenoids II - antifungal efficacy of menthol derivatives. J Sci Indust Res. 2003;62:990-95.
9. Tsao R, Zhou T. Antifungal activity of monoterpenoids against postharvest pathogens Botrytis cinerea and Monilinia fructicola. J Essent Oil Res. 2000;12:113-21.
10. Nikumbh VP, Tare VS. Mahulikar PP. Eco-friendly pest management using monoterpenoids-III: antibacterial efficacy of carvacrol derivatives. J Sci Indust Res. 2003;62:1086-9.
11. Kubo I, Muroi H, Kubo A. Naturally occurring antiacne agents. J Nat Prod. 1994;57:9-17.
12. Miyazawa M, Okuno Y, Nakamura S, Kosaka H. Suppression of the furylfuramide-induced SOS response by monoterpenoids with a p-menthane skeleton using the Salmonella typhimurium TA1535/pSK1002 umu test. J Agric Food Chem. 2000;48:5440-43.
13. Haag JD, Lindstrom MJ, Gould MN. Limonene-induced regression of mammary carcinomas. Cancer Res. 1992;52:4021-26.
14. Elegbede JA, Elson CE, Qureshi A, Tanner MA, Gould M.N. Inhibition of DMBA-induced mammary cancer by the monoterpene d-limonene. Carcinogenesis. 1984;5:661-64.
15. Miyazawa M, Watanabe H, Kameoka H. Inhibition of acetylcholinesterase activity by monoterpenoids with a p-menthane skeleton. J Agric Food Chem. 1997;45:677-79.
16. Miyazawa M, Yamafuji C. Inhibition of acetylcholinesterase activity by bicyclic monoterpenoids. J Agric Food Chem. 2005;53:1765-68.
17. Miyazawa M, Yamafuji C. Inhibition of acetylcholinesterase activity by tea tree oil and constituent terpenoids. Flav Fragr J. 2006;21:198-201.
18. Peana AT, Marzocco S, Popolo A, Pinto A. (-)-Linalool inhibits in vitro NO formation: Probable involvement in the antinociceptive activity of this monoterpene compound. Life Sci. 2006;78:718-23.
19. Juergens UR, Stoeber M, Schmidt-Schilling L, Kleuver T, Vetter H. Antiinflammatory effects of eucalyptol (1.8-cineole) in bronchial asthma: Inhibition of arachidonic acid metabolism in human blood monocytes ex vivo. Eur J Med Res. 1998;3:407-12.
20. Juergens UR, Stoeber M, Vetter H. Inhibition of cytokine production and arachidonic acid metabolism by eucalyptol (1.8-cineole) in human blood monocytes in vitro. Eur J Med Res. 1998;3:508-10.
21. Juergens UR, Stoeber M, Vetter H. The anti-inflammatory activity of L-menthol compared to mint oil in human monocytes in vitro: a novel perspective for its therapeutic use in inflammatory diseases. Eur J Med Res. 1998;3:539-45.
22. Santos FA, Rao VSN. Antiinflammatory and antinociceptive effects of 1,8-cineole, a terpenoid oxide present in many plant essential oils. Phytother Res. 2000;14:240-4.
23. Jennifer LJ, Jeffrey W, Scott DB, Richard DD, Krishna RM. Purification and characterization of prostaglandin H synthase-2 from sheep placental cotyledons. Arch Biochem Biophys. 1995;324:26-34.
24. Kawata J, Kameda M, Miyazawa M. Cyclooxygenase-2 inhibitory effects and compositions of volatile oil from the dried roots of Lithospermum erythrorhizon. J Nat Med. 2008;62:239-42.
25. Kim RG, Shin KM, Chun SK, Ji SY, Seo SH, Park HJ, Choi J, Lee KT. In vitro antiinflammatory activity of the essential oil from Ligularia fischeri var. spiciformis in murine macrophage Raw 264.7 cells. Yakhak Hoechi. 2002;46:343-47.
26. Passos GF, Fernandes ES, Cunha FM, Ferreira J, Pianowski LF, Campos MM, Calixto JB. Anti-inflammatory and anti-allergic properties of the essential oil and active compounds from Cordia verbenacea. J Ethnopharmacol. 2007;110:323-33.