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

References

• Ammon H. P. T., Wahl M. A. Pharmacology of Curcuma Longa. Planta Medica 1991; 57: 1–7
   PubMed Web of Science ®Google Scholar
• Ammon H. P. T., Safayhi H., Mack T., Sabieraj J. Mechanism of antiinflammatory actions of curcumine and boswellic acids. Journal of Ethnopharmacology 1993; 38: 113–119
   PubMed Web of Science ®Google Scholar
• Baldew G. S., Van Den Hamer C. J. A., Los G., Vermeulen N. P. E., DeGoeij J. J. M., McVie J. G. Selenium-induced protection against cis-diamminedichloroplatinum (II) nephro-toxicity in mice and rats. Cancer Research 1989; 49: 3020–3023
   PubMed Web of Science ®Google Scholar
• Baldew G. S., McVie J. G., Van Der Valk M. A., Los G., De Goeij J. J. M., Vermeulen N. P. E. Selective reduction of cisplatin nephrotoxicity by ebselen. Cancer Research 1990; 50: 7031–7037
   PubMed Web of Science ®Google Scholar
• Bhatia A., Singh G. B., Khanna N. M. Effect of curcumin, its alkali salts and Curcuma longa oil in histamine-induced gastric ulceration. Indian Journal of Experimental Biology 1964; 2: 158–160
   Google Scholar
• Clarke L., Waxman D. J. Oxidative metabolism of cyclophosphamide: identification of the hepatic monooxygenase catalysis of drug activation. Cancer Research 1989; 49: 2344–2350
   PubMed Web of Science ®Google Scholar
• Commandeur J. N. M., Vermeulen N. P. E. Molecular and biochemical mechanisms of chemically induced nephrotoxicity. Chemical Research in Toxicology 1990; 3: 171–194
   PubMed Web of Science ®Google Scholar
• Dahl T. A., Bilski P., Reszka K. J., Chignell C. F. Photocytotoxicity of curcumin. Photochemistry and Photobiology 1994; 59: 290–294
   PubMed Web of Science ®Google Scholar
• Deodhar S. D., Sethi R., Scrimal R. C. Preliminary study on antirheumatic activity of curcumin. Indian Journal of Medical Research 1980; 71: 632–634
   PubMed Web of Science ®Google Scholar
• Donatus I., Sardjoko, Vermeulen N. P. E. Cytotoxic and cytoprotective activities of curcumin. Effects on paracetamol-induced cytotoxicity, lipid peroxidation and glutathione depletion in rat hepatocytes. Biochemistry and Pharmacology 1990; 39: 1869–1875
   PubMed Web of Science ®Google Scholar
• Donatus I. A. Interaction between curcumin and paracetamol. Studies on the pharmacological and toxicological aspects of paracetamol metabolism. Universitats Gadjah-Mada, Yogyakarta, Indonesia 1994, PhD thesis
   Google Scholar
• Edwards M. J., Keller B. J., Kauffman F. C., Thurman R. G. The involvement of Kupfer cells in carbon tetrachloride toxicity. Toxicology and Applied Pharmacology 1993; 119: 275–279
   PubMed Web of Science ®Google Scholar
• Goud V. K., Plasa K., Krishnaswamy K. Effect of tumeric on xenobiotic metabolising enzymes. Plant Foods and Human Nutrition 1993; 44: 87–92
   PubMed Web of Science ®Google Scholar
• Greene E. C., Paller M. S. Calcium and free radicals in hypoxia/reoxygenation injury of renal epithelial cells. American Journal of Physiology 1994; 266: F13–20
   PubMed Web of Science ®Google Scholar
• Guengerich F. P., Kim D. -H., Iwasaki M. Role of human cytochrome P-450 IIE1 in the oxidation of many low molecular weight cancer suspects. Chemical Research in Toxicology 1991; 4: 168–179
   PubMed Web of Science ®Google Scholar
• Guengerich F. P., Shimada T. Oxidation of toxic and carcinogenic chemicals by human cytochrome P-450 enzymes. Chemical Research in Toxicology 1991; 4: 391–407
   PubMed Web of Science ®Google Scholar
• Holder G. M., Plummer J. L., Ryan A. J. The metabolism and excretion of curcumin (1,7-bis-(4-hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione) in the rat. Xenobiotica 1978; 8: 761–768
   PubMed Web of Science ®Google Scholar
• Huang M. -T., Lysz T., Ferraro T., Abidi T. F., Laskin J. D., Conney A. H. Inhibitory effects of curcumin on in vitro lipoxygenase and cyclooxygenase activities in mouse epidermis. Cancer Research 1991; 51: 813–819
   PubMed Web of Science ®Google Scholar
• Huang M. -T., Wang Z. Y., Georgiadis C. A., Laskin J. D., Conney A. H. Inhibitory effects of curcumin on tumor initiation by benzo(a)pyrene and 7,12-dimethylbenz[a]anthroacene. Carcinogenesis 1992; 13: 2183–2186
   PubMed Web of Science ®Google Scholar
• Joe B., Lokesh B. R. 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 1994; 1224: 255–263
   PubMed Web of Science ®Google Scholar
• Kehrer J. P. Free radicals as mediators of tissue injury and disease. Critical Reviews in Toxicology 1993; 23: 21–48
   PubMed Web of Science ®Google Scholar
• Kiso Y., Suzuki Y., Watanabe N., Oshima Y., Hikino H. Antihepatotoxic principles of Curcuma longa rhizomes. Planta Medica 1993; 49: 185–187
   Google Scholar
• Koppenol W. H., Moreno J. J., Pryor W. A., Ischiropoulos H., Beckman J. S. Peroxynitrite, a cloak oxidant formed from nitric oxide and superoxide. Chemical Research in Toxicology 1992; 5: 834–842
   PubMed Web of Science ®Google Scholar
• Kunchandy E., Rao M. N. A. Oxygen radical scavenging activity of curcumin. International Journal of Pharmacology 1990; 58: 237–240
   Web of Science ®Google Scholar
• Laskin D. L., Gardner C. R., Price V. F., Jollow D. J. Modulation of macrophage functioning abrogates the acute hepatotoxicity of acetaminophen. Hepatology 1995; 21: 1045–1050
   PubMed Web of Science ®Google Scholar
• Laskin D. L., Pilaro A. M., Ji S. Potential role of activated macrophages in acetaminophen hepatotoxicity. Toxicology and Applied Pharmacology 1986; 86: 216–226
   PubMed Web of Science ®Google Scholar
• Li Q. -J., Bessems J. G. M., Adams B., Vermeulen N. P. E. Mechanism of protection of ebselen against paracetamol-induced toxicity in rat hepatocytes. Biochemistry and Pharmacology 1994; 48: 1631–1640
   PubMedGoogle Scholar
• Lin J. -K., Shih C. -A. Inhibitory effect of curcumin on xanthine dehydrogenase/oxidase induced by phorbol-12-myristate-13-acetate in NIH3T3 cells. Carcinogenesis 1994; 15: 1717–1721
   PubMed Web of Science ®Google Scholar
• Man-Ying Chan M. Inhibition of tumor necrosis factor by curcumin, a phytochemical. Biochemistry and Pharmacology 1995; 49: 1551–1556
   PubMedGoogle Scholar
• Matthews S., Rao M. N. A. Induction of glutathione S-transferase activity by curcumin in mice. Arzneimiltelforschung/Drug Research 1992; 42(II)962–964
   PubMedGoogle Scholar
• Morse M. A., Stoner G. D. Cancer chemoprevention: principles and prospects. Carcinogenesis 1993; 14: 1737–1746
   PubMed Web of Science ®Google Scholar
• Mukundan M. A., Chacko M. C., Annapurna V. V., Krishnaswamy K. Effect of tumeric and curcumin on BP-DNA adducts. Carcinogenesis 1993; 14: 493–496
   PubMed Web of Science ®Google Scholar
• Nagabhushan M., Bhide S. V. Curcumin as an inhibitor of cancer. Journal of the American College of Nutrition 1992; 11: 192–198
   PubMed Web of Science ®Google Scholar
• Nakajima T., Hishida A., Kato A. Mechanisms for protective effects of free radical scavengers on gentamicin-mediated nephropathy in rats. American Journal of Physiology 1994; 266: F425–431
   PubMed Web of Science ®Google Scholar
• Nelson S. D., Pearson P. G. Covalent and noncovalent interactions in acute lethal cell injury caused by chemicals. Annual Reviews in Pharmacology and Toxicology 1990; 30: 169–195
   PubMed Web of Science ®Google Scholar
• Nicotera P., Bellomo G., Orrenius S. The role of Ca2+ in cell killing. Chemical Research in Toxicology 1990; 3: 484–494
   PubMed Web of Science ®Google Scholar
• Nishigaki I., Kuttan R., Oku H., Ashoori F., Abe H., Yagi K. Suppressive effect of curcumin on lipid peroxidation induced in rats by carbon tetrachloride or Co-60 irradiation. Clinical Biochemistry and Nutrition 1992; 13: 23–29
   Web of Science ®Google Scholar
• Oetari S., Sudibyo M., Commandeur J. N. M., Samhoedi M. R., Vermeulen N. P. E. Effects of curcumin on cytochrome P-450 and glutathione S-transferase activities in rat liver. Biochemistry and Pharmacology 1996; 51: 39–45
   PubMed Web of Science ®Google Scholar
• Pabon H. J. J. A synthesis of curcumin and related compounds. Recueil des Travaux Chimiques des Pays-Bas 1964; 83: 379–386
   Google Scholar
• Parks D. A., Granger D. N. Xanthine oxidase: biochemistry, distribution and physiology. Archiva Physiologica Scandinavica 1986; 548: 87–99
   Google Scholar
• Patten C. J., Thomas P. E., Guy R. L., Lee M., Gonzalez F. J., Guengerich F. P., Yang C. S. Cytochrome P-450 enzymes involved in acetaminophen activation by rat and human liver microsomes and their kinetics. Chemical Research in Toxicology 1993; 6: 511–518
   PubMed Web of Science ®Google Scholar
• Pedersen U., Rasmussen P. B., Lawesson S. -O. Synthesis of naturally occurring curcuminoids and related compounds. Liebigs Annalen der Chemie 1985; 1557–1569
   Google Scholar
• Prasad D. N., Gupta B., Srivastava R. K., Satyavati G. V. Studies on ulcerogenic activity of curcumin. Journal of Physiology and Pharmacology 1976; 20: 92
   Google Scholar
• Przybocki J. M., Reuhl K. R., Thurman R. G., Kauffman F. C. Involvement of nonparenchymal cells in oxygen-dependent hepatic injury by allyl alcohol. Toxicology and Applied Pharmacology 1992; 115: 57–63
   PubMed Web of Science ®Google Scholar
• Reddy Pulla, Ch A., Lokesh B. R. Studies on spice principles as antioxidants in the inhibition of lipid peroxidation of rat liver microsomes. Molecular and Cellular Biochemistry 1992; 111: 117–124
   PubMed Web of Science ®Google Scholar
• Reddy Pulla, Ch A., Lokesh B. R. 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 1994a; 5: 181–188
   Web of Science ®Google Scholar
• Reddy Pulla, Ch A., Lokesh B. R. 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 1994b; 137: 1–8
   PubMed Web of Science ®Google Scholar
• Rao C. V., Rivenson A., Simi B., Reddy B. S. Chemoprevention of colon carcinogenesis by dietary curcumin, a naturally occurring plant phenolic compound. Cancer Research 1995; 55: 259–266
   PubMed Web of Science ®Google Scholar
• Ravindranath V., Chandrasekhara N. Metabolism of curcumin-studies with [3H]-curcumin. Toxicology 1982; 22: 337–344
   Google Scholar
• Sharma S., Stutzman J. D., Kelloff G. J., Steele V. E. Screening of potential chemopreventive agents using biochemical markers of carciunogenesis. Cancer Research 1994; 54: 5848–5855
   PubMed Web of Science ®Google Scholar
• Sinha M., Mukherjee B. P., Mukherjee B., Dasgupta S. R. Study of the mechanism of action of curcumin: an antiulcer agent. Indian Journal of Pharmacology 1975; 7: 98
   Google Scholar
• Sipes I. G., Gandolfi A. J. Biotransformation of toxicants. Casarett and Doull's Toxicology. The Basic Science of Poisons, 4th edn, M. O. Amdur, J. Doull, C. D. Klaassen. Pergamon, New York 1991; 88–126
   Google Scholar
• Snawder J. E., Roe A. L., Benson R. W., Roberts D. W. Loss of CYP2E1 and CYP1A2 activity as a function of acetaminophen dose: relation to toxicity. Biochemical and Biophysical Research Communications 1994; 203: 532–539
   PubMed Web of Science ®Google Scholar
• Soni K. B., Rajan A., Kuttan R. Reversal of aflatoxin induced liver damage by turmeric and curcumin. Cancer Letters 1992; 66: 115–121
   PubMed Web of Science ®Google Scholar
• Soudamini K. K., Kuttan R. Chemoprotective effect of curcumin against cyclo-phosphamide toxicity. Indian Journal of Pharmacology Science 1991; 54: 213–217
   Google Scholar
• Sreejayan, Rao M. N.A. Curcumin inhibits iron-dependent lipid peroxidation. Journal of Pharmacy and Pharmacology 1993; 46: 1013–1016
   Google Scholar
• Stoner G. D., Mukhtar H. Polyphenols as cancer chemopreventive agents. Journal of Cellular Biochemistry 1995; 59: 169–180
   Google Scholar
• Tönnesen H. H., Karlsen J. Studies on curcumin and curcuminoids. VI. Kinetics of curcumin degradation in aqueous solution. Zeitschrift fur Lebensmittel-Untersuchung und-Forschung 1985; 180: 402–404
   PubMedGoogle Scholar
• Tönnesen H. H., De Vries H., Karlsen J., Van Henegouwen G. B. Studies on curcumin and curcuminoids IX: investigation of the photobiological activity of curcumin using bacterial indicator systems. Journal of Pharmaceutical Science 1987; 76: 371–373
   PubMed Web of Science ®Google Scholar
• Tönnesen H. H., Kristensen S., Grinberg L. N. Studies on curcumin and curcuminoids: XXV. Inhibition of primaquine-induced lysis of human red blood cells by curcumin. International Pharmacology 1994; 110: 161–167
   Google Scholar
• Treskens M., Van Der Vijch W. J. F. WR2721 as a modulator of cisplatin- and carboplatin-induced side-effects in comparison with other chemoprotective agents. Cancer Chemotherapy and Pharmacology 1993; 33: 93–106
   PubMedGoogle Scholar
• Unnikrishnan M. K., Rao M. N. A. Curcumin inhibits nitrogen dioxide induced oxidation of hemoglobin. Molecular and Cell Biochemistry 1995; 146: 35–37
   PubMed Web of Science ®Google Scholar
• Van Der Straat R., De Vries J., Vromans R. M., Bosman P., Vermeulen N. P. E. 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 1987; 64: 267–280
   Google Scholar
• Van De Water B., Zoeteweij J. P., De Bont H. J. G. M., Mulder G. J., Nagelkerke J. F. Role of mitochondrial Ca2+ 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 1994; 269: 14546–14552
   PubMedGoogle Scholar
• Venkatesan N., Chandrakasan G. Modulation of cyclophosphamide-induced early lung injury by curcumin, an anti-inflammatory antioxidant. Molecular and Cellular Biochemistry 1995; 142: 79–87
   PubMed Web of Science ®Google Scholar
• Vermeulen N. P. E., Bessems J. G. M., Van Der Straat R. Molecular aspects of paracetamol-induced hepatotoxicity and its mechanism-based prevention. Drug Metabolism Reviews 1992; 24: 367–407
   PubMed Web of Science ®Google Scholar
• Vermeulen N. P. E., Donné-Op Den Kelder G., Commandeur J. N. M. Formation of and protection against reactive intermediates. Perspectives in Medicinal Chemistry, B. Testa, et al. Helvetica Chimica Acta, Basel 1993; 574–593
   Google Scholar
• Wahlstrom B., Blennow G. Study on the fate of curcumin in the rat. Acta Pharmacologica Toxicologica 1978; 43: 86–92
   PubMedGoogle Scholar
• Waud W. R., Rajagopalan K. V. The mechanism of conversion of rat liver xanthine dehydrogenase from an NAD+-dependent form (type D) to an O2-dependent form (type O). Archives of Biochemistry and Biophysics 1976; 172: 365–379
   PubMed Web of Science ®Google Scholar