COX-2 inhibitory activity of cafestol and analogs from coffee beans

Natural Product Communications

Volumn 3, Issue 1, 2008, Pages 11-16

  Muhammad, Ilias ^a   Takamatsu, Satoshi ^a,c   Mustafa, Jamal ^a,d   Khan, Shabana I ^a   Khan, Ikhlas A ^a   Samoylenko, Volodymyr ^a   Mossa, Jaber S ^b   El Feraly, Farouk S ^b   Dunbar, D Chuck ^a  

^a UNIVERSITY OF MISSISSIPPI   (United States)

^b KING SAUD UNIVERSITY   (Saudi Arabia)

^c KITASATO UNIVERSITY   (Japan)

^d ALIGARH MUSLIM UNIVERSITY   (India)

Author keywords

Cafestol; Cafestol palmitate; Coffea arabica; Cyclooxygenese 2; Kahweol; Kahweol palmitate; Kaurane diterpene

Indexed keywords

CAFESTOL; CYCLOOXYGENASE 2 INHIBITOR; KAHWEOL;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CELL ADHESION; CELL AGGREGATION; CELL PROLIFERATION; COFFEE; DRUG STRUCTURE; DRUG SYNTHESIS; HUMAN; HUMAN CELL; IC 50; MACROPHAGE;

COFFEA ARABICA;

EID: 64049092316     PISSN: 1934578X     EISSN: 15559475     Source Type: Journal    
DOI: 10.1177/1934578x0800300103     Document Type: Article

References (19)

1. (a) Bonita JS, Mandarano M, Shuta D, Vinson J. (2007) Coffee and cardiovascular disease: In vitro, cellular, animal, and human studies. Pharmacological Research, 55, 187-198; (Pubitemid 46518151)
2. (b) Gross G, Jaccaud E, Huggett AC. (1997) Analysis of the content of the diterpenes cafestol and kahweol in coffee brews. Food and Chemical Toxicology, 35, 547-554. (Pubitemid 27273775)
3. de Roos B, Sawyer JK, Katan MB, Rudel LL. (1999) Validity of animal models for the cholesterol-raising effects of coffee diterpenes in human subjects. The Proceedings of the Nutrition Society, 58, 551-557.
4. Cavin C, Holzhaeuser D, Scharf G, Constable A, Huber WW, Schilter B. (2002) Cafestol and kahweol, two coffee specific diterpenes with anticarcinogenic activity. Food and Chemical Toxicology, 40, 1155-1163. (Pubitemid 34626880)
5. Cavin C, Mace K, Offord EA, Schilter B. (2001) Protective effects of coffee diterpenes against aflatoxin B1-induced genotoxicity: mechanisms in rat and human cells. Food and Chemical Toxicology, 39, 549-556. (Pubitemid 32429467)
6. Huber WW, McDaniel LP, Kaderlik KR, Teitel CH, Lang NP, Kadlubar FF. (1997) Chemoprotection against the formation of colon DNA adducts from the food-borne carcinogen 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) in the rat. Mutation Research, 376, 115-122.
7. (a) Giovannucci E. (1998) Meta-analysis of coffee consumption and risk of colorectal cancer. American Journal of Epidemiology, 147, 1043-1052;
8. 13C NMR spectroscopy of tetracarbocyclic diterpenes and related substances. Tetrahedron, 37, 2371-2374.
9. Lam LK, Sparnins VL, Wattenberg LW. (1982) Isolation and identification of kahweol palmitate and cafestol palmitate as active constituents of green coffee beans that enhance glutathione S-transferase activity in the mouse. Cancer Research, 42, 1193-1198.
10. Lam LK, Yee C, Chung A, Wattenberg LW. (1985) Use of silver nitrate impregnated silica cartridges in the separation of kahweol and cafestol esters by preparative liquid chromatography. Journal of Chromatography, 328, 422-424.
11. Ma G, Khan SI, Benavides G, Schuehly W, Fischer NH, Khan IA, Pasco DS. (2007) Inhibition of NF-κB-mediated transcription and induction of apoptosis by melampolides and repandolides. Cancer Chemotherapy and Pharmacology, 60, 35-43.
12. (a) Muhammad I, Dunbar DC, Takamatsu S, Walker LA, Clark AM. (2001) Antimalarial, cytotoxic and antifungal alkaloids from Duguetia hadrantha. Journal of Natural Products, 64, 559-562; (Pubitemid 32488667)
13. (b) Muhammad I, Bedir E, Khan SI, Tekwani BL, Khan IA, Takamatsu S, Pelletier J, Walker LA. (2004) A new antimalarial quassinoid from Simaba orinocensis. Journal of Natural Products, 67, 772-777.
14. Kim JY, Jung KS, Jeong HG. (2004) Suppressive effects of the kahweol and cafestol on cyclooxygenase-2 expression in macrophages. FEBS Letters, 569, 321-326.
15. Musza LL, Speight P, McElhiney S, Barrow CJ, Gillum AM, Cooper R, Killar LM. (1994) Cucurbitacins, cell adhesion inhibitors from Conobea scoparioides. Journal of Natural Products, 57, 1498-502.
16. Bronner-Fraser M. (1985) Alterations in neural crest migration by a monoclonal antibody that affects cell adhesion. The Journal of Cell Biology, 101, 610-617.
17. Martin SD, Springer TA. (1987) Purified intercellular adhesion molecule-1 (ICAM-1) is a ligand for lymphocyte function-associated antigen 1 (LFA-1). Cell, 51, 813-819.
18. Rosenkranz AR, Schmaldienst S, Stuhlmeier KM, Chen W, Knapp W, Zlabinger GJ. (1992) A microplate assay for the detection of oxidative products using 2′, 7′-dichlorofluorescin-diacetate. Journal of Immunological Methods, 156, 39-45.
19. Scudiero DA, Shoemaker RH, Paull KD, Monks A, Tierney S, Nofziger TH. (1988) Evaluation of a soluble tetrazolium/formazan assay for cell growth and drug sensitivity in culture using human and other cell lines. Cancer Research, 48, 4827-4833.