Acyclic Carotenoids and Their Oxidation Mixtures Inhibit the Growth of HL-60 Human Promyelocytic Leukemia Cells

Nutrition and Cancer

Volumn 39, Issue 2, 2001, Pages 273-283

  Nara, Eiichi ^a   Hayashi, Hidenori ^b   Kotake, Mari ^b   Miyashita, Kazuo ^a   Nagao, Akihiko ^b  

^a HOKKAIDO UNIVERSITY   (Japan)

^b NATIONAL FOOD RESEARCH INSTITUTE   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

LYCOPERSICON ESCULENTUM;

ALPHA TOCOPHEROL; ANTINEOPLASTIC AGENT; CAROTENOID; LYCOPENE; PHYTOENE; PHYTOFLUENE; TOLUENE; ZETA CAROTENE;

APOPTOSIS; ARTICLE; CELL DIFFERENTIATION; CELL DIVISION; CELL STRAIN HL 60; CHEMISTRY; CULTURE MEDIUM; DRUG EFFECT; DRUG STABILITY; HUMAN; KINETICS; OXIDATION REDUCTION REACTION; PATHOLOGY; TOMATO;

ALPHA-TOCOPHEROL; ANTICARCINOGENIC AGENTS; APOPTOSIS; CAROTENOIDS; CELL DIFFERENTIATION; CELL DIVISION; CULTURE MEDIA; DRUG STABILITY; HL-60 CELLS; HUMAN; KINETICS; LYCOPERSICON ESCULENTUM; OXIDATION-REDUCTION; SUPPORT, NON-U.S. GOV'T; TOLUENE; ZETA CAROTENE;

EID: 0035233016     PISSN: 01635581     EISSN: None     Source Type: Journal    
DOI: 10.1207/S15327914nc392_18     Document Type: Article

References (65)

1. Giovannucci, E: Tomatoes, tomato-based products, lycopene, and cancer: review of the epidemiologic literature. JNCI 87, 1767-1776, 1995.
2. Clinton, SK: Lycopene: chemistry, biology, and implications for human health and disease. Nutr Rev 56, 35-51, 1998.
3. Rao, AV, and Agarwal, S: Role of lycopene as antioxidant carotenoid in the prevention of chronic diseases: a review. Nutr Res 19, 305-323, 1999.
4. Giovannucci, E, Ascherio, A, Rinn, EB, Stampfer, MJ, Colditz, GA, et al.: Intake of carotenoids and retinol in relation to risk of prostate cancer. JNCI 87, 1767-1776, 1995.
5. Stahl, W, and Sies, H: Lycopene: a biologically important carotenoid for humans? Arch Biochem Biophys 336, 1-9, 1996.
6. Miller, NJ, Sampson, J, Candeias, LP, Bramley, PM, and Riceevans, CA: Antioxidant activities of carotenes and xanthophylls. FEBS Lett 384, 240-242, 1996.
7. Mascio, PD, Kaiser, S, and Sies, H: Lycopene as the most efficient biological carotenoid singlet oxygen quencher. Arch Biochem Biophys 274, 532-538, 1989.
8. Stahl, W, Schwarz, W, Sundquist, AR, and Sies, H: Cis-trans isomers of lycopene and β-carotene in human serum and tissues. Arch Biochem Biophys 294, 173-177, 1992.
9. Levy, J, Bosin, E, Feldman, B, Giat, Y, Miinster, A, et al.: Lycopene is a more potent inhibitor of human cancer cell proliferation than either a-carotene or β-carotene. Nutr Cancer 24, 257-266, 1995.
10. Bertram, JS, Pung, A, Churly, M, Kappdock, TJ, Wilkins, SR, et al.: Diverse carotenoids protect against chemically induced neoplastic transformation. Carcinogenesis 12, 671-678, 1991.
11. Zhang, L-X, Cooney, RV, and Bertram, JS: Carotenoids enhance gap junctional communication and inhibit lipid peroxidation in C3H/10T1/2 cells: relationship to their cancer chemopreventive action. Carcinogenesis 12, 2109-2114, 1991.
12. Nagasawa, H, Mitamura, T, Sakamoto, S, and Yamamoto, K: Effects of lycopene on spontaneous mammary tumor development in SHN virgin mice. Anticancer Res 15, 1173-1178, 1995.
13. Narisawa, T, Fukaura, Y, Hasebe, M, Ito, M, Aizawa, R, et al.: Inhibitory effects of natural carotenoids, α-carolene, β-carotene, lycopene and lutein, on colonic aberrant crypt foci formation in rat. Cancer Lett 107, 137-142, 1996.
14. Kim, DJ, Takasuka, N, Kim, JM, Sekine, K, Ota, T, et al.: Chemoprevention by lycopene of mouse lung neoplasia after combined initiation treatment with DEN, MNU, and DMH. Cancer Lett 120, 15-22, 1997.
15. Astorg, P, Gradelet, S, Berges, R, and Suschetet, M: Dietary lycopene decreases the initiation of liver preneoplastic foci by diethylnitrosamine in the rat. Nutr Cancer 29, 60-68, 1997.
16. Tonucci, LH, Holden, JM, Beecher, GR, Khachik, F, Davis, CS, et al.: Carotenoid content of thermally processed tomato-based food products. J Agric Food Chem 43, 579-586, 1995.
17. Paetau, I, Khachik, F, Brown, ED, Beecher, GR, Kramer, TR, et al.: Chronic ingestion of lycopene-rich tomato juice or lycopene supplements significantly increases plasma concentrations of lycopene and related tomato carotenoids in humans. Am J Clin Nutr 68, 1187-1195, 1998.
18. Khachik, F, Spangler, CJ, and Smith, JC, Jr: Identification, quantification, and relative concentrations of carotenoids and their metabolites in human milk and serum. Anal Chem 69, 1873-1881, 1997.
19. Handelman, GJ, Van Kujik, FJGM, Chatterjee, A, and Krinsky, NI: Characterization of products formed during the autoxidation of β-carotene. Free Radic Biol Med 10, 427-437, 1991.
20. Mordi, RC, Walton, JC, Burton, GW, Hughes, L, Ingold, KU, et al.: Oxidative degredation of β-carotene and β-apo-8′-carotenal. Tetrahedron 49, 911-928, 1993.
21. McClure, TD, and Liebler, DC: A rapid method for profiling the products of antioxidant reactions by negative ion chemical ionization mass spectrometry. Chem Res Toxicol 8, 128-135, 1995.
22. Stratton, SP, Schaefer, WH, and Liebler, DC: Isolation and identification of singlet oxygen oxidation products of β-carotene. Chem Res Toxicol 6, 542-547, 1993.
23. Baker, DL, Krol, ES, Jacobsen, N, and Liebler, DC: Reactions of β-carotene with cigarette smoke oxidants. Identification of carotenoid oxidation products and evaluation of the prooxidant/antioxidant effect. Chem Res Toxicol 12, 535-543, 1999.
24. Yeum, KJ, Lee-Kim, YC, Yoon, S, Lee, KY, Park, IS, et al.: Similar metabolites formed from β-carotene by human gastric mucosal homogenates, lipoxygenase, or linoleic acid hydroperoxide. Arch Biochem Biophys 321, 167-174, 1995.
25. Wu, Z, Robinson, DS, Hughes, RK, Casey, R, Hardy, D, et al.: Co-oxidation of β-carotene catalyzed by soybean and recombinant pea lipoxygenases. J Agric Food Chem 47, 4899-4906, 1999.
26. Hu, X, White, KM, Jacobsen, NE, Mangelsdorf, DJ, and Canfield, LM: Inhibition of growth and cholesterol synthesis in breast cancer cells by oxidation products of β-carotene. J Nutr Biochem 9, 567-574, 1998.
27. Hanusch, M, Stahl, W, Schulz, WA, and Sies, H: Induction of gap junctional communication by 4-oxoretinoic acid generated from its precursor canthaxanthin. Arch Biochem Biophys 317, 423-428, 1995.
28. Nikawa, T, Schulz, WA, Brink, CE, Hanusch, M, Saag, P, et al.: Efficacy of all-trans-β-carotene, canthaxanthin, and all-trans-, 9-cis-, and 4-oxoretinoic acids in inducing differentiation of an F9 embryonal carcinoma RAR β-lacZ reporter cell line. Arch Biochem Biophys 316, 665-672, 1995.
29. Nagy, L, Thomazy, VA, Shipley, GL, Fesus, L, Lamph, W, et al.: Activation of retinoid X receptors induces apoptosis in HL-60 cell lines. Mol Cell Biol 15, 3540-3551, 1995.
30. Nagy, L, Thomazy, VA, Heyman, RA, Chandraratna, RAS, and Davies, PJA: Retinoid-regulated expression of BCL-2 and tissue transglutaminase during differentiation and apoptosis of human myeloid leukemia (HL-60) cells. Leukemia Res 20, 499-505, 1996.
31. Watson, RWG, Rotstein, OD, Parodo, J, Bitar, R, Hackam, D, et al.: Granulocytic differentiation of HL-60 cells results in spontaneous apoptosis mediated by increased caspase expression. FEBS Lett 412, 603-609, 1997.
32. Nagy, L, Thomazy, VA, Heyman, RA, and Davies, PJA: Retinoid-induced apoptosis in normal and neoplastic tissues. Cell Death Differ 5, 11-19 1998.
33. Huang, ME, Ye, YI, Chen, SR, Chai, JR, Lu, JX, et al.: Use of all-trans retinoic acid in the treatment of acute promyelocytic leukemia. Blood 72, 567-572, 1988.
34. Castaigne, S, Chomienne, C, Daniel, MT, Ballerini, P, Berger, R, et al.: All-trans retinoic acid as a differentiation therapy for acute promyelocytic leukemia. I. Clinical results. Blood 76, 1704-1709, 1990.
35. Suh, N, Luyengi, L, Fong, HHS, Kinghorn, AD, and Pezzuto, JM: Discovery of natural product chemopreventive agents utilizing HL-60 cell differentiation as a model. Anticancer Res 15, 233-240, 1995.
36. Gross, MD, Bishop, TD, Belcher, JD, and Jacobs, DR, Jr: Induction of HL-60 cell differentiation by carotenoids. Nutr Cancer 27, 169-173, 1997.
37. Biesalski, H-K, and Schäffer, M: Comparative assessment of the activity of β-carotene, retinoyl-β-D-glucuronide and relinoic acid on growth and differentiation of a human promyelocytic leukemia cell line HL-60. Int J Vitam Nutr Res 67, 357-363, 1997.
38. 3 cooperate in the inhibition of cell cycle progression and induction of differentiation in HL-60 leukemic cells. Nutr Cancer 33, 105-112, 1999.
39. Tarantilis, PA, Morjani, H, Polissiou, M, and Manfait, M: Inhibition of growth and induction of differentiation of promyelocytic leukemia (HL-60) by carotenoids from Crocus sativus L. Anticancer Res 14, 1913-1918, 1994.
40. Britton, G: UV/visible spectroscopy. In Carotenoids. Spectroscopy, G Brotton, S-L Jensen, and H Pfander (eds). Basel: Birkhauser Verlag, 1995, vol 1B, pp 57-61.
41. Barua, RK, and Barua, AB: Vitamin A acid from retinene. Biochem J 92, 21c-22c, 1964.
42. Breitman, TR, Selonick, SE, and Collins, SJ: Induction of differentiation of the human promyelocytic leukemia cell line (HL-60) by retinoic acid. Proc Natl Acad Sci USA 77, 2936-2940, 1980.
43. Gavrieli, Y, Sherman, Y, and Ben-Sasson, SA: Identification of programmed cell death in situ via specific labelling DNA fragmentation. J Cell Biol 119, 493-501, 1992.
44. Sokal, RR, and Rohlf, FJ: Biometry. In The Principles and Practices of Statistics in Biological Research. San Francisco, CA: Freeman, 1981.
45. Hazuka, MB, Prasad, J, Newman, F, Kinzie, JJ, and Prasad, KN: β-Carotene induces morphological differentiation and decreases adenylate cyclase activity in melanoma cells in culture. J Am Coll Nutr 9, 143-149, 1990.
46. Prakash, P, Jackson, CL, and Gerber, LE: Subcellular accumulation of β-carotene and retinoids in growth-inhibited NCI-H69 small cell lung cancer cells. Nutr Cancer 34, 76-82, 1999.
47. Williams, AM, Boileau, TW-M, Zhou, JR, Clinton, SK, and Erdman, JW, Jr: β-Carotene modulates human prostate cancer cell growth and may undergo intracellular metabolism to retinol. J Nutr 130, 728-732, 2000.
48. waf1/cip1 in normal human fibroblasts. Eur J Biochem 267, 2290-2296, 2000.
49. Karas, M, Amir, H, Fishman, D, Danilenko, M, Segal, S, et al.: Lycopene interferes with cell cycle progression and insulin-like growth factor I signaling in mammary cancer cells. Nutr Cancer 36, 101-111, 2000.
50. Zhang, L-X, Cooney, RV, and Bertram, JS: Carotenoids enhance gap junctional communication and inhibit lipid peroxidation in C3H/10T1/2 cells: relationship to their cancer chemopreventive action. Carcinogenesis 12, 2109-2114, 1991.
51. Sumantran, VN, Zhang, R, Lee, DS, and Wicha, MS: Differential regulation of apoptosis in normal versus transformed mammary epithelium by lutein and retinoic acid. Cancer Epidemiol Biomarkers Prev 9, 257-263, 2000.
52. Palozza, P, Maggiano, N, Calviello, G, Lanza, P, Piccioni, E, et al.: Canthaxanthin induces apoptosis in human cancer cell line. Carcinogenesis 19, 373-376, 1998.
53. Muto, Y, Fujii, J, Shidoji, Y, Moriwaki, H, Kawaguchi, T, et al.: Growth retardation in human cervical-derived cell lines by β-carotene through down-regulation of epidermal growth factor receptor. Am J Clin Nutr 62, 1535S-1540S, 1995.
54. Bankson, DD, Countryman, CJ, and Collins, S: Potentialion of retinoic acid-induced differentiation of HL-60 cells by lycopene (abstr). Am J Clin Nutr 53, Suppl 13, 1991.
55. Countryman, C, Bankson, D, Collins, S, Man, B, and Lin, W: Lycopene inhibits the growth of the HL-60 promyelocytic leukemia cell line (abstr). Clin Chem 37, 1056, 1991.
56. Takahashi, N, Iwahori, A, Kawai, K, and Fukui, T: Induction of differentiation in human promyelocytic leukemia cell line HL60 by a new type of polyene, falconensone A and its derivatives. Arch Biochem Biophys 360, 113-120, 1998.
57. Slater, AGF, Nobel, CSI, and Orrenius, S: The role of intracellular oxidants in apoptosis. Biochim Biophys Acta 1271, 59-62, 1995.
58. Palozza, P, Luberto, C, Calviello, G, Ricci, P, and Bartoli, GM: Antioxidant and prooxidant role of β-carotene in murine normal and tumor thymocytes - effects of oxygen partial pressure. Free Radic Biol Med 22, 1065-1073, 1997.
59. Edge, R, Mcgarvey, DJ, and Truscott, TG: The carotenoids as antioxidants - a review. J Photochem Pholobiol B Biol 41, 189-200, 1997.
60. Kim, SJ, Nara, E, Kobayashi, H, Terao, J, and Nagao, A: Formation of cleavage products by autoxidation of lycopene. Lipids 36, 191-199, 2001.
61. Araki, H, Shidoji, Y, Yamada, Y, Moriwaki, H, and Muto, Y: Retinoid agonist activities of synthetic geranyl geranoic acid derivatives. Biochem Biophys Res Commun 209, 66-72, 1995.
62. Stahl, W, Lear, J, Martin, H-D, Emmerich, T, and Sies, H: Stimulation of gap junctional communication: comparison of acyclo-retinoic acid and lycopene. Arch Biochem Biophys 373, 271-274, 2000.
63. Muto, Y, Noriwaki, H, Ninomiya, M, Adachi, S, Saito, A, et al.: Prevention of second primary tumors by an acyclic retinoid, polyprenoic acid, in patients with hepatocellular carcinoma. N Engl J Med 334, 1561-1567, 1996.
64. Nakamura, N, Shidoji, Y, Moriwaki, H, and Muto, Y: Apoptosis in human hepatoma cell line induced by 4,5-didehydrogeranylgeranoic acid (acyclic retinoids) via down-regulation of transforming growth factor-α. Biochem Biophys Res Commun 219, 100-104, 1996.
65. Tsurumi, H, Tojo, A, Takahashi, T, Ozawa, K, Moriwaki, H, et al.: Differentiation induction of human promyelocytic leukemia cells by acyclic retinoid (polyprenoic acid). Int J Hematol 59, 9-15, 1993.