Cytotoxicity and cytoprotective activities of natural compounds. The case of curcumin

Xenobiotica

Volumn 26, Issue 7, 1996, Pages 667-680

  Commandeur, J N M ^a   Vermeulen, N P E ^a  

^a VU UNIVERSITY AMSTERDAM   (Netherlands)

Author keywords

[No Author keywords available]

Indexed keywords

AFLATOXIN B1; CARBON TETRACHLORIDE; CURCUMIN; CYCLOPHOSPHAMIDE; NATURAL PRODUCT; PARACETAMOL;

CELL PROTECTION; CYTOTOXICITY; DETOXIFICATION; DRUG DISPOSITION; ENZYME INHIBITION; HUMAN; NONHUMAN; REVIEW;

EID: 0029681790     PISSN: 00498254     EISSN: None     Source Type: Journal    
DOI: 10.3109/00498259609046741     Document Type: Review

References (69)

1. AMMON, H. P. T., and WAHL, M. A., 1991, Pharmacology of Curcuma Longa. Planta Medica, 57, 1-7.
2. AMMON, H. P. T., SAFAYHI, H., MACK, T., and SABIERAJ, J., 1993, Mechanism of antiinflammatory actions of curcumine and boswellic acids. Journal of Ethnopharmacology, 38, 113-119.
3. BALDEW, G. S., VAN DEN HAMER, C. J. A., LOS, G., VERMEULEN, N. P. E., DE GOEIJ, J. J. M., and MCVIE, J. G., 1989, Selenium-induced protection against cis-diamminedichloroplatinum (II) nephrotoxicity in mice and rats. Cancer Research, 49, 3020-3023.
4. BALDEW, G. S., MCVIE, J. G., VAN DER VALK, M. A., LOS, G., DE GOEIJ, J. J. M., and VERMEULEN, N. P. E., 1990, Selective reduction of cisplatin nephrotoxicity by ebselen. Cancer Research, 50, 7031-7037.
5. BHATIA, A., SINGH, G. B., and KHANNA, N. M., 1964, Effect of curcumin, its alkali salts and Curcuma longa oil in histamine-induced gastric ulceration. Indian Journal of Experimental Biology 2, 158-160.
6. CLARKE, L., and WAXMAN, D. J., 1989, Oxidative metabolism of cyclophosphamide : identification of the hepatic monooxygenase catalysis of drug activation. Cancer Research, 49, 2344-2350.
7. COMMANDEUR, J. N. M., and VERMEULEN, N. P. E., 1990, Molecular and biochemical mechanisms of chemically induced nephrotoxicity. Chemical Research in Toxicology, 3, 171-194.
8. DAHL, T. A., BILSKI, P., RESZKA, K. J., and CHIGNELL, C. F., 1994, Photocytotoxicity of curcumin. Photochemistry and Photobiology 59, 290-294.
9. DEODHAR, S. D., SETHI, R., and SCRIMAL, R. C., 1980, Preliminary study on antirheumatic activity of curcumin. Indian Journal of Medical Research, 71, 632-634.
10. DONATUS, I., SARDJOKO, and VERMEULEN, N. P. E., 1990, Cytotoxic and cytoprotective activities of curcumin. Effects on paracetamol-induced cytotoxicity, lipid peroxidation and glutathione depletion in rat hepatocytes. Biochemistry and Pharmacology, 39, 1869-1875.
11. DONATUS, I. A., 1994, Interaction between curcumin and paracetamol. Studies on the pharmacological and toxicological aspects of paracetamol metabolism. PhD thesis, Universitats Gadjah-Mada, Yogyakarta, Indonesia.
12. EDWARDS, M. J., KELLER, B. J., KAUFFMAN, F. C., and THURMAN, R. G., 1993, The involvement of Kupfer cells in carbon tetrachloride toxicity. Toxicology and Applied Pharmacology, 119, 275-279.
13. GOUD, V. K., PLASA, K., and KRISHNASWAMY, K., 1993, Effect of tumeric on xenobiotic metabolising enzymes. Plant Foods and Human Nutrition, 44, 87-92.
14. GREENE, E. C., and PALLER, M. S., 1994, Calcium and free radicals in hypoxia/reoxygenation injury of renal epithelial cells. American Journal of Physiology 266, F13-20.
15. GUENGERICH, F. P., KIM, D.-H., and IWASAKI, M., 1991, Role of human cytochrome P-450 IIE1 in the oxidation of many low molecular weight cancer suspects. Chemical Research in Toxicology, 4, 168-179.
16. GUENGERICH, F. P., and SHIMADA, T., 1991, Oxidation of toxic and carcinogenic chemicals by human cytochrome P-450 enzymes. Chemical Research in Toxicology, 4, 391-407.
17. HOLDER, G. M., PLUMMER, J. L., and RYAN, A. J., 1978, The metabolism and excretion of curcumin (1,7-bis-(4-hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione) in the rat. Xenobiotica, 8, 761-768.
18. HUANG, M.-T., LYSZ, T., FERRARO, T., ABIDI, T. F., LASKIN, J. D., and CONNEY, A. H., 1991, Inhibitory effects of curcumin on in vitro lipoxygenase and cyclooxygenase activities in mouse epidermis. Cancer Research, 51, 813-819.
19. HUANG, M.-T., WANG, Z. Y., GEORGIADIS, C. A., LASKIN, J. D., and CONNEY, A. H., 1992, Inhibitory effects of curcumin on tumor initiation by benzo(a)pyrene and 7,12-dimethylbenz[a]anthroacene. Carcinogenesis, 13, 2183-2186.
20. JOE, B., and LOKESH, B. R., 1994, Role of capsaicin, curcumin and dietary n-3 fatty acids in lowering the generation of reactive oxygen species in rat peritoneal macrophages. Biochemica et Biophysica Acta, 1224, 255-263.
21. KEHRER, J. P., 1993, Free radicals as mediators of tissue injury and disease. Critical Reviews in Toxicology, 23, 21-48.
22. KISO, Y., SUZUKI, Y., WATANABE, N., OSHIMA, Y., and HIKINO, H., 1993, Antihepatotoxic principles of Curcuma longa rhizomes. Planta Medica, 49, 185-187.
23. KOPPENOL, W. H., MORENO, J. J., PRYOR, W. A., ISCHIROPOULOS, H., and BECKMAN, J. S., 1992, Peroxynitrite, a cloak oxidant formed from nitric oxide and superoxide. Chemical Research in Toxicology, 5, 834-842.
24. KUNCHANDY, E., and RAO, M. N. A., 1990, Oxygen radical scavenging activity of curcumin. International Journal of Pharmacology, 58, 237-240.
25. LASKIN, D. L., GARDNER, C. R., PRICE, V. F., and JOLLOW, D. J., 1995, Modulation of macrophage functioning abrogates the acute hepatotoxicity of acetaminophen. Hepatology, 21, 1045-1050.
26. LASKIN, D. L., PILARO, A. M., and JI, S., 1986, Potential role of activated macrophages in acetaminophen hepatotoxicity. Toxicology and Applied Pharmacology, 86, 216-226.
27. LI, Q.-J., BESSEMS, J. G. M., ADAMS, B., and VERMEULEN, N. P. E., 1994, Mechanism of protection of ebselen against paracetamol-induced toxicity in rat hepatocytes. Biochemistry and Pharmacology, 48, 1631-1640.
28. LIN, J.-K., and SHIH, C.-A., 1994, Inhibitory effect of curcumin on xanthine dehydrogenase/oxidase induced by phorbol-12-myristate-13-acetate in NIH3T3 cells. Carcinogenesis, 15, 1717-1721.
29. MAN-YING CHAN, M., 1995, Inhibition of tumor necrosis factor by curcumin, a phytochemical. Biochemistry and Pharmacology, 49, 1551-1556.
30. MATTHEWS, S., and RAO, M. N. A., 1992, Induction of glutathione S-transferase activity by curcumin in mice. Arzneimiltelforschung/Drug Research, 42(II), 962-964.
31. MORSE, M. A., and STONER, G. D., 1993, Cancer chemoprevention: principles and prospects. Carcinogenesis, 14, 1737-1746.
32. MUKUNDAN, M. A., CHACKO, M. C., ANNAPURNA, V. V., and KRISHNASWAMY, K., 1993, Effect of tumeric and curcumin on BP-DNA adducts. Carcinogenesis, 14, 493-496.
33. NAGABHUSHAN, M., and BHIDE, S. V., 1992, Curcumin as an inhibitor of cancer. Journal of the American College of Nutrition, 11, 192-198.
34. NAKAJIMA, T., HISHIDA, A., and KATO, A., 1994, Mechanisms for protective effects of free radical scavengers on gentamicin-mediated nephropathy in rats. American Journal of Physiology, 266, F425-431.
35. NELSON, S. D., and PEARSON, P. G., 1990, Covalent and noncovalent interactions in acute lethal cell injury caused by chemicals. Annual Reviews in Pharmacology and Toxicology, 30, 169-195.
36. 2+ in cell killing. Chemical Research in Toxicology, 3, 484-494.
37. NISHIGAKI, I., KUTTAN, R., OKU, H., ASHOORI, F., ABE, H., and YAGI, K., 1992, Suppressive effect of curcumin on lipid peroxidation induced in rats by carbon tetrachloride or Co-60 irradiation. Clinical Biochemistry and Nutrition, 13, 23-29.
38. OETARI, S., SUDIBYO, M., COMMANDEUR, J. N. M., SAMHOEDI, M. R., and VERMEULEN, N. P. E., 1996, Effects of curcumin on cytochrome P-450 and glutathione S-transferase activities in rat liver. Biochemistry and Pharmacology, 51, 39-45.
39. PABON, H. J. J., 1964, A synthesis of curcumin and related compounds. Recueil des Travaux Chimiques des Pays-Bas, 83, 379-386.
40. PARKS, D. A., and GRANGER, D. N., 1986, Xanthine oxidase: biochemistry, distribution and physiology. Archiva Physiologica Scandinavica, 548, 87-99.
41. PATTEN, C. J., THOMAS, P. E., GUY, R. L., LEE, M., GONZALEZ, F. J., GUENGERICH, F. P., and YANG, C. S., 1993, Cytochrome P-450 enzymes involved in acetaminophen activation by rat and human liver microsomes and their kinetics. Chemical Research in Toxicology, 6, 511-518.
42. PEDERSEN, U., RASMUSSEN, P. B., and LAWESSON, S.-O., 1985, Synthesis of naturally occurring curcuminoids and related compounds. Liebigs Annalen der Chemie 1557-1569.
43. PRASAD, D. N., GUPTA, B., SRIVASTAVA, R. K., and SATYAVATI, G. V., 1976, Studies on ulcerogenic activity of curcumin. Journal of Physiology and Pharmacology, 20, 92.
44. PRZYBOCKI, J. M., REUHL, K. R., THURMAN, R. G., and KAUFFMAN, F. C., 1992, Involvement of nonparenchymal cells in oxygen-dependent hepatic injury by allyl alcohol. Toxicology and Applied Pharmacology, 115, 57-63.
45. PULLA REDDY, A. CH., and LOKESH, B. R., 1992, Studies on spice principles as antioxidants in the inhibition of lipid peroxidation of rat liver microsomes. Molecular and Cellular Biochemistry, 111, 117-124.
46. PULLA REDDY, A. CH., and LOKESH, B. R., 1994a, Alterations in lipid peroxides in rat liver by dietary n-3 fatty acids : modulation of antioxidant enzymes by curcumin, eugenol, and vitamin E. Journal of Nutrition and Biochemistry, 5, 181-188.
47. PULLA REDDY, A. CH., and LOKESH, B. R., 1994b, Studies on the inhibitory effects of curcumin and eugenol on the formation of reactive oxygen species and the oxidation of ferrous iron. Molecular and Cellular Biochemistry, 137, 1-8.
48. RAO, C. V., RIVENSON, A., SIMI, B., and REDDY, B. S., 1995, Chemoprevention of colon carcinogenesis by dietary curcumin, a naturally occurring plant phenolic compound. Cancer Research, 55, 259-266.
49. 3H]-curcumin. Toxicology, 22, 337-344.
50. SHARMA, S., STUTZMAN, J. D., KELLOFF, G. J., and STEELE, V. E., 1994, Screening of potential chemopreventive agents using biochemical markers of carciunogenesis. Cancer Research, 54, 5848-5855.
51. SINHA, M., MUKHERJEE, B. P., MUKHERJEE, B., and DASGUPTA, S. R., 1975, Study of the mechanism of action of curcumin : an antiulcer agent. Indian Journal of Pharmacology, 7, 98.
52. SIPES, I. G., and GANDOLFI, A. J., 1991, Biotransformation of toxicants. In Casarett and Doull's Toxicology. The Basic Science of Poisons, 4th edn, edited by M. O. Amdur, J. Doull and C. D. Klaassen (New York: Pergamon), pp. 88-126.
53. SNAWDER, J. E., ROE, A. L., BENSON, R. W., and ROBERTS, D. W., 1994, Loss of CYP2E1 and CYP1A2 activity as a function of acetaminophen dose: relation to toxicity. Biochemical and Biophysical Research Communications, 203, 532-539.
54. SONI, K. B., RAJAN, A., and KUTTAN, R., 1992, Reversal of aflatoxin induced liver damage by turmeric and curcumin. Cancer Letters, 66, 115-121.
55. SOUDAMINI, K. K., and KUTTAN, R., 1991, Chemoprotective effect of curcumin against cyclophosphamide toxicity. Indian Journal of Pharmacology Science, 54, 213-217.
56. SREEJAYAN, and RAO, M. N. A, 1993, Curcumin inhibits iron-dependent lipid peroxidation. Journal of Pharmacy and Pharmacology, 46, 1013-1016.
57. STONER, G. D., and MUKHTAR, H., 1995, Polyphenols as cancer chemopreventive agents. Journal of Cellular Biochemistry, 59, 169-180.
58. TÖNNESEN, H. H., and KARLSEN, J., 1985, Studies on curcumin and curcuminoids. VI. Kinetics of curcumin degradation in aqueous solution. Zeitschrift fur Lebensmittel-Untersuchung und-Forschung, 180, 402-404.
59. TÖNNESEN, H. H., DE VRIES, H., KARLSEN, J., and VAN HENEGOUWEN, G. B., 1987, Studies on curcumin and curcuminoids IX: investigation of the photobiological activity of curcumin using bacterial indicator systems. Journal of Pharmaceutical Science, 76, 371-373.
60. TÖNNESEN, H. H., KRISTENSEN, S., and GRINBERG, L. N., 1994, Studies on curcumin and curcuminoids: XXV. Inhibition of primaquine-induced lysis of human red blood cells by curcumin. International Pharmacology, 110, 161-167.
61. TRESKENS, M., and VAN DER VIJGH, W. J. F., 1993, WR2721 as a modulator of cisplatin- and carboplatin-induced side-effects in comparison with other chemoprotective agents. Cancer Chemotherapy and Pharmacology, 33, 93-106.
62. UNNIKRISHNAN, M. K., and RAO, M. N. A., 1995, Curcumin inhibits nitrogen dioxide induced oxidation of hemoglobin. Molecular and Cell Biochemistry, 146, 35-37.
63. VAN DER STRAAT, R., DE VRIES, J., VROMANS, R. M., BOSMAN, P., and VERMEULEN, N. P. E., 1987, Cytochrome P-450 mediated oxidation of substrates by electron-transfer; roles of oxygen radicals and 1- and 2-electron oxidation of paracetamol. Chemico-Biological Interactions, 64, 267-280.
64. 2+ in the oxidative stress-induced dissipation of the mitochondrial membrane potential. Studies in isolated proximal tubular cells using the nephrotoxin 1,2-dichlorovinyl-L-cysteine. Journal of Biological Chemistry, 269, 14546-14552.
65. VENKATESAN, N., and CHANDRAKASAN, G., 1995, Modulation of cyclophosphamide-induced early lung injury by curcumin, an anti-inflammatory antioxidant. Molecular and Cellular Biochemistry, 142, 79-87.
66. VERMEULEN, N. P. E., BESSEMS, J. G. M., and VAN DER STRAAT, R., 1992, Molecular aspects of paracetamol-induced hepatotoxicity and its mechanism-based prevention. Drug Metabolism Reviews, 24, 367-407.
67. VERMEULEN, N. P. E., DONNÉ-OP DEN KELDER, G., and COMMANDEUR, J. N. M., 1993, Formation of and protection against reactive intermediates. In Perspectives in Medicinal Chemistry, edited by B. Testa et al. (Basel: Helvetica Chimica Acta), pp. 574-593.
68. WAHLSTROM, B., and BLENNOW, G., 1978, Study on the fate of curcumin in the rat. Acta Pharmacologica Toxicologica, 43, 86-92.
69. 2-dependent form (type O). Archives of Biochemistry and Biophysics, 172, 365-379.