Skip to main content

Part of the book series: MCBU Molecular and Cell Biology Updates ((MCBU))

Abstract

There have been well over 600 carotenoids described in nature with the vast majority having colors ranging from pale yellow to deep red [1]. We find them not only in our fruits and vegetables, but in the flowers and foliage decorating our environment. In addition, many animal species contain visible coloration due to the ingestion of carotenoid-containing plant material. The pinkish tone of many fish species, some of the color in the skin and plumage of birds, and even the yellow color in the fat associated with meat products represents the transfer of carotenoids from plants to animals. The human is not exempt from this process, for we absorb numerous carotenoids from our diet, and then deposit them in our tissues [2]. Figure 1 represents the structures of the most common carotenoids found in humans, with relative levels depending on regional differences in diet. It should be noted that some of the naturally occurring carotenoids are found in the cis-configuration, which can significantly alter their physical properties and may impact on their biological properties. An example of this phenomenon relates to β-carotene. In our usual plant sources of β-carotene, the predominant isomeric form is the all-trans-β-carotene. In some algal sources, such as Dunaliella, there is a 50:50 mixture of the all-trans-β-carotene and 9-cis-β-carotene [3]. The latter isomer is much more soluble, presumably due to an inability to form tightly structured crystals. This change in solubility has been suggested as one reason for differences in the biological properties of these two isomers [4].

This is a preview of subscription content, log in via an institution to check access.

Access this chapter

Chapter
USD 29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD 39.99
Price excludes VAT (USA)
  • Available as EPUB and PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD 54.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Institutional subscriptions

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. Britton G (1995) Structure and properties of carotenoids in relation to function. FASEB J 9: 1551–1558

    PubMed  CAS  Google Scholar 

  2. Erdman JW Jr, Bierer TL, Gugger ET (1993) Absorption and transport of carotenoids. In: LM Canfield, NI Krinsky, JA Olson, (eds): Carotenoids in Human Health. New York Acad. Sci., New York, 691: 76–86

    Google Scholar 

  3. Ben-Amotz A, Lers A, Avron M (1988) Stereoisomers of β-carotene and phytoene in the alga, Dunaliella bardawil. Plant Physiol 86: 1286–1291

    Article  CAS  Google Scholar 

  4. Ben-Amotz A, Mokady S, Edelstein S, Avron M (1989) Bioavailability of a natural isomer mixture as compared with synthetic all-trans-β-carotene in rats and chicks. J Nutr 119: 1013–1019

    PubMed  CAS  Google Scholar 

  5. Moore T (1930) Vitamin A and carotene. vi. the conversion of carotene to vitamin A in vivo. Biochem J 24: 696–702

    Google Scholar 

  6. Anonymous (1995) Third Report on Nutrition Monitoring in the United States. Life Sciences Research Office, FASEB, Interagency Board for Nutrition Monitoring and Related Research. U.S. Government Printing Office, Washington, 2: VA-32

    Google Scholar 

  7. Devery J, Milborrow BV (1994) β-Carotene-15,15’-dioxygenase (EC 1.13.11.21) isolation reaction mechanism and an improved assay procedure. Brit J Nutr 72: 397–414

    Article  PubMed  CAS  Google Scholar 

  8. Nagao A, During A, Hoshino C, Terao J, Olson JA (1996) Stoichiometric conversion of all-trans-β-carotene to retinal by pig intestinal extract. Arch Biochem Biophys 328: 57–63

    Article  PubMed  CAS  Google Scholar 

  9. Wang X-D, Krinsky NI (1997) Identification and quantification of retinoic acid and other metabolites from β-carotene excentric cleavage in human intestine in vitro and ferret intestine in vivo. Methods Enzymol 282: 117–130

    CAS  Google Scholar 

  10. Wang X-D, Russell RM, Liu C, Stickel F, Smith D, Krinsky NI (1996)13-Oxidation in rabbit liver in vitro and in the perfused ferret liver contributes to retinoic acid biosynthesis from β-apo-carotenoic acids. J Biol Chem 271: 26490–26498

    Article  PubMed  CAS  Google Scholar 

  11. Foote CS, Denny RW (1968) Chemistry of singlet oxygen. VIII. Quenching by β-carotene. JAmer Chem Soc 90: 6233–6235

    Article  CAS  Google Scholar 

  12. Krinsky NI (1989) Antioxidant functions of carotenoids. Free Radical Biol Med 7: 617–635

    Article  CAS  Google Scholar 

  13. Sundquist AR, Briviba K, Sies H (1994) Singlet oxygen quenching by carotenoids. Methods Enzymol 234: 384–388

    Article  PubMed  CAS  Google Scholar 

  14. Di Mascio P, Kaiser S, Sies H (1989) Lycopene as the most efficient biological carotenoid singlet oxygen quencher. Arch Biochem Biophys 274: 532–538

    Article  PubMed  CAS  Google Scholar 

  15. Foote CS, Chang YC, Denny RW (1970) Chemistry of singlet oxygen. X. Carotenoid quenching parallels biological protection. J Amer Chem Soc 92: 5216–5218

    Article  CAS  Google Scholar 

  16. Palozza P, Krinsky NI (1992) Antioxidant effects of carotenoids in vitro and in vivo: An overview. Methods Enzymol 213: 403–420

    Article  PubMed  CAS  Google Scholar 

  17. Krinsky NI (1998) The antioxidant and biological properties of the carotenoids. Ann N Y Acad Sci 854: 443–447

    Article  PubMed  CAS  Google Scholar 

  18. Burton GW, Ingold KU (1984) β-Carotene: an unusual type of lipid antioxidant. Science 224: 569–573

    Article  PubMed  CAS  Google Scholar 

  19. Miller NJ, Sampson J, Candeias LP, Bramley PM, Rice-Evans CA (1996) Antioxidant activities of carotenes and xanthophylls. FEBS Lett 384: 240–242

    Article  PubMed  CAS  Google Scholar 

  20. Lepage G, Champagne J, Ronco N, Lamarre A, Osberg I, Sokol RJ, Roy CC (1996) Supplementation with carotenoids corrects increased lipid peroxidation in children with cystic fibrosis. Amer J Clin Nutr 64: 87–93

    PubMed  CAS  Google Scholar 

  21. Levy Y, Kaplan M, Ben-Amotz A, Aviram M (1996) Effect of dietary supplementation of β-carotene on human monocyte-macrophage-mediated oxidation of low density lipoprotein. Isr J Med Sci 32: 473–478

    PubMed  CAS  Google Scholar 

  22. Dugas TR, Morel DW, Harrison EH (1998) Impact of LDL carotenoid and cz-tocopherol content on LDL oxidation by endothelial cells in culture. J Lipid Res 39: 999–1007

    PubMed  CAS  Google Scholar 

  23. Gaziano JM, Hatta A, Flynn M, Johnson EJ, Krinsky NI, Ridker PR, Hennekens CH, Frei B (1995) Supplementation with β-carotene in vivo and in vitro does not inhibit low density lipoprotein (LDL) oxidation. Atherosclerosis 112: 187–195

    Article  PubMed  CAS  Google Scholar 

  24. Nenseter MS, Volden V, Berg T, Drevon CA, Ose L, Tonstad S (1995) No effect of β-carotene supplementation on the susceptibility of low density lipoprotein to in vitro oxidation among hypercholesterolemic, postmenopausal women. Scand J Clin Lab Invest 55: 477–485

    Article  PubMed  CAS  Google Scholar 

  25. Chopra M, McLoone U, O’Neill M, Williams N, Thumham DI (1996) Fruit and vegetable supplementation-effect on ex vivo LDL oxidation in humans. In: JT Kumpulainen, JT Salonen (eds): Natural Antioxidants and Food Quality in Atherosclerosis and Cancer Prevention. The Royal Society of Chemistry, London, 150–155

    Chapter  Google Scholar 

  26. Bowen HT, Omaye ST (1998) Oxidative changes associated with β-carotene and α-tocopherol enrichment of human low-density lipoproteins. J Amer Coll Nutr 17: 171–179

    CAS  Google Scholar 

  27. Winklhofer-Roob BM, Puhl H, Khoschsorur G, van’t Hof MA, Esterbauer H, Shmerling DH (1995) Enhanced resistance to oxidation of low density lipoproteins and decreased lipid peroxide formation during 13-carotene supplementation in cystic fibrosis. Free Radical Biol Med 18: 849–859

    Article  CAS  Google Scholar 

  28. Palozza P, Calviello G, Bartoli GM (1995) Prooxidant activity of β-carotene under 100% oxygen pressure in rat liver microsomes. Free Radical Biol Med 19: 887–892

    Article  CAS  Google Scholar 

  29. Palozza P, Luberto C, Calviello G, Ricci P, Bartoli GM (1997) Antioxidant and prooxidant role of 1-carotene in murine normal and tumor thymocytes: effects of oxygen partial pressure. Free Radical Biol Med 22: 1065–1073

    Article  CAS  Google Scholar 

  30. Andersen HR, Andersen O (1993) Effects of dietary a-tocopherol and β-carotene on lipid peroxidation induced by methyl mercuric chloride in mice. Pharmacol Toxicol 73: 192–201

    Article  PubMed  CAS  Google Scholar 

  31. Truscott TG (1996) β-Carotene and disease: a suggested pro-oxidant and anti-oxidant mechanism and speculations concerning its role in cigarette smoking. J Photochem Photobiol B-Biol 35: 233–235

    Article  CAS  Google Scholar 

  32. Mayne ST (1996) β-carotene, carotenoids, and disease prevention in humans. FASEB J 10: 690–701

    PubMed  CAS  Google Scholar 

  33. Rock CL (1997) Carotenoids: biology and treatment. Pharmacol Ther 75: 185–197

    Article  PubMed  CAS  Google Scholar 

  34. Anonymous (1998) IARC Handbooks of Cancer Prevention, Vol. 2: Carotenoids. IARC, Lyon

    Google Scholar 

  35. Mayne ST (1998)β-Carotene, carotenoids and cancer prevention. Principles and Practice of Oncology Updates 12: 1–15

    Google Scholar 

  36. Kohlmeier L, Hastings SB (1995) Epidemiologie evidence of a role of carotenoids in cardiovascular disease prevention. Amer J Clin Nutr 62 (Suppl): 1370S–1376S

    PubMed  CAS  Google Scholar 

  37. Taylor A, Jacques PF, Epstein E (1995) Relations among aging, antioxidant status, and cataracts. Amer J Clin Nutr 62 (Suppl): 1439S–1447S

    PubMed  CAS  Google Scholar 

  38. Snodderly DM (1995) Evidence for protection against age-related macular degeneration by carotenoids and antioxidant vitamins. Amer J Clin Nutr 62 (Suppl): 1448S–1461S

    PubMed  CAS  Google Scholar 

  39. Greenberg ER, Baron JA, Karagas MR, Stukel TA, Nierenberg DW, Stevens MM, Mandel JS, Haile RW (1996) Mortality associated with low plasma concentration of β carotene and the effect of oral supplementation. JAMA 275: 699–703

    Article  PubMed  CAS  Google Scholar 

  40. Ziegler RG, Mayne ST, Swanson CA (1996) Nutrition and lung cancer. Cancer Cause Control 7: 157–177

    Article  CAS  Google Scholar 

  41. Mangels AR, Holden JM, Beecher GR, Forman ME, Lanza E (1993) Carotenoid content of fruits and vegetables: An evaluation of analytic data. J Amer Diet Assoc 93: 284–296

    Article  CAS  Google Scholar 

  42. Le Marchand L, Hankin JH, Kolonel LN, Beecher GR, Wilkens LR, Zhao LP (1993) Intake of specific carotenoids and lung cancer risk. Cancer Epidem Biomarker Prey 2: 183–187

    CAS  Google Scholar 

  43. Ziegler RG, Colavito EA, Hartge P, McAdams MJ, Schoenberg JB, Mason TJ, Fraumeni JF Jr (1996) Importance of α-carotene, β-carotene and other phytochemicals in the etiology of lung cancer. J Nat Cancer Inst 88: 612–615

    Article  PubMed  CAS  Google Scholar 

  44. Gerster H (1997) The potential role of lycopene for human health. J Amer Coll Nutr 16: 109–126

    CAS  Google Scholar 

  45. Dragsted LO, Strube M, Larsen JC (1993) Cancer-protective factors in fruits and vegetables; biochemical and biological background. Pharmacol Toxicol (Suppl) 72: S116¨CS135

    Google Scholar 

  46. Mathews-Roth MM (1997) Carotenoids and photoprotection. Photochem Photobiol 65S: 148S–151S

    Article  Google Scholar 

  47. a-Tocopherol, 0-Carotene Cancer Prevention Study Group (1994) The effect of vitamin E and 13 carotene on the incidence of lung cancer and other cancers in male smokers. New Engl J Med 330: 1029–1035

    Google Scholar 

  48. Omenn GS, Goodman GE, Thornquist MD, Balmes J, Cullen MR, Glass A, Keogh JP, Meyskens FL Jr, Valanis B, Williams JH Jr et al (1996) Effects of a combination of 13 carotene and vitamin A on lung cancer and cardiovascular disease. New Engl J Med 334: 1150–1155

    Article  PubMed  CAS  Google Scholar 

  49. Hennekens CH, Buring JE, Manson JE, Stampfer M, Rosner B, Cook NR, Belanger C, LaMotte F, Gaziano JM, Ridker PM et al (1996) Lack of effect of long-term supplementation with β-carotene on the incidence of malignant neoplasms and cardiovascular disease. New Engl J Med 334: 1145–1149

    Article  PubMed  CAS  Google Scholar 

  50. Greenberg ER, Baron JA, Stukel TA, Stevens MM, Mandel JS, Spencer SK, Elias PM, Lowe N, Nierenberg DW, Bayrd G et al (1990) A clinical trial of β carotene to prevent basal-cell and squamous-cell cancers of the skin. New Engl J Med 323: 789–795

    Article  PubMed  CAS  Google Scholar 

  51. Blot WJ, Li J-Y, Taylor PR, Guo W, Dawsey S, Wang G-Q, Yang CS, Zheng S-F, Gail M, Li G-Y et al (1993) Nutrition intervention trials in Linxian, China: supplementation with specific vitamin/mineral combinations, cancer incidence, and disease-specific mortality in the general population. J Nat Cancer Inst 85: 1483–1492

    Article  PubMed  CAS  Google Scholar 

  52. McLarty JW, Holiday DB, Girard WM, Yanagihara RH, Kummet TD, Greenberg SD (1995) β-Carotene, vita-min A and lung cancer chemoprevention: results of an intermediate endpoint study. Amer J Clin Nutr 62 (Suppl): 1431S–1438S

    PubMed  CAS  Google Scholar 

  53. Mayne ST, Zheng T, Janerich DT, Goodwin WJJ, Fallon BG, Cooper DL, Friedman CD (1992) A population-based trial of β-carotene chemoprevention of head and neck cancer. In: G Newell, WK Hong (eds): The Biology and Prevention of Aerodigestive Tract Cancer. Plenum Press, New York, 119–127

    Chapter  Google Scholar 

  54. Garewal HS, Meyskens FL Jr, Killen D, Reeves D, Kiersch TA, Elletson H, Strosberg A, King D, Steinbronn K (1990) Response of oral leukoplakia to β-carotene. J Clin Oncol 8: 1715–1720

    PubMed  CAS  Google Scholar 

  55. Garewal H, Meyskens F, Katz RV, Friedman S, Morse DE, Alberts D, Girodias K (1995) β-Carotene produces sustained remissions in oral leukoplakia: results of a 1 year randomized, controlled trial. Proc Am Soc Clin Oncol 14: 496

    Google Scholar 

  56. Toma S, Benso S, Albanese E, Palumbo R, Cantoni E, Nicolo G, Mangiante P (1992) Treatment of oral leukoplakia with β-carotene. Oncology 49: 77–81

    Article  PubMed  CAS  Google Scholar 

  57. Stich HF, Rosin MP, Hornby AP, Mathew B, Sankaranarayanan R, Nair MK (1988) Remission of oral leukoplaidas and micronuclei in tobacco/betel quid chewers treated with β-carotene and with β-carotene plus vitamin A. Int J Cancer 42: 195–199

    Article  PubMed  CAS  Google Scholar 

  58. Zaridze D, Evstifeeva T, Boyle P (1993) Chemoprevention of oral leukoplakia and chronic esophagitis in an area of high incidence of oral and esophageal cancer. Ann Epidemiol 3: 225–234

    Article  PubMed  CAS  Google Scholar 

  59. Malaker K, Anderson BJ, Beecoft WA, Hodson DI (1991) Management of oral mucosal dysplasia with 0-carotene retinoic acid: a pilot cross-over study. Cancer Detect Prey 15: 335–340

    CAS  Google Scholar 

  60. Kaugars GE, Silverman S, Lovas JGL, Brandt RB, Riley WT, Dao Q, Singh VS, Gallo J (1994) A clinical trial of antioxidant supplements in the treatment of oral leukoplakia. Oral Surg Oral Med Oral Pathol 78: 462–468

    Article  PubMed  CAS  Google Scholar 

  61. Stich HF, Rosin MP, Vallejera MO (1984) Reduction with vitamin A and β-carotene administration of proportion of micronucleated buccal mucosal cells in asian betel nut and tobacco chewers. Lancet I: 1204–1206

    Google Scholar 

  62. Stich HF, Hornby P, Dunn BP (1985) A Pilot β-Carotene intervention trial with inuits using smokeless tobacco. Int J Cancer 36: 321–327

    PubMed  CAS  Google Scholar 

  63. van Poppel G, Kok FJ, Hermus RJJ (1992) β-Carotene supplementation in smokers reduces the frequency of micronuclei in sputum. Brit J Cancer 66: 1164–1168

    Article  PubMed  Google Scholar 

  64. Greenberg ER, Baron JA, Tosteson TD, Freeman DH Jr, Beck GJ, Bond JH, Colacchio TA, Coller JA, Frankl HD, Haile RW et al (1994) A clinical trial of antioxidant vitamins to prevent colorectal adenoma. New Engl J Med 331: 141–147

    Article  PubMed  CAS  Google Scholar 

  65. MacLennan R, Macrae F, Bain C, Battistutta D, Chapuis P, Gratten H, Lambert J, Newland RC, Ngu M, Russell A et al (1995) Randomized trial of intake of fat, fiber, and 13 carotene to prevent colorectal adenomas. J Nat Cancer Inst 87: 1760–1766

    Article  PubMed  CAS  Google Scholar 

  66. Kikendall JW, Mobarhan S, Nelson R, Burgess M, Bowen PE (1991) Oral β-carotene does not reduce the recurrence of colorectal adenomas. Amer J Gastroenterol 36: 1356

    Google Scholar 

  67. de Vet HCW, Knipschild PG, Willebrand D, Schouten HJA, Sturman F (1991) The effect of β-carotene on the regression and progression of cervical dysplasia: a clinical experiment. J Clin Epidemiol 44: 273–283

    Article  PubMed  Google Scholar 

  68. Romney SL, Ho GY, Palan PR, Basu J, Kadish AS, Klein S, Mikhail M, Hagan RJ, Chang CJ, Burk RD (1997) Effects of 13-carotene and other factors on outcome of cervical dysplasia and human papillomavirus infection. Gynecol Oncol 65: 483–492

    Article  PubMed  CAS  Google Scholar 

  69. Meyskens FL Jr, Manetta A (1995) Prevention of cervical intraepithelial neoplasia and cervical cancer. Amer J Clin Nutr 62 (Suppl): 14175–14195

    Google Scholar 

  70. Li J-Y, Taylor PR, Li B, Dawsey S, Wang G-Q, Ershow AG, Guo W, Liu S-F, Yang CS, Shen Q et al (1993) Nutrition intervention trials in Linxian, China: multiple vitamin/mineral supplementation, cancer incidence, and disease-specific mortality among adults with esophageal dysplasia. J Nat Cancer Inst 85: 1492–1498

    Article  PubMed  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Editor information

Editors and Affiliations

Rights and permissions

Reprints and permissions

Copyright information

© 2000 Springer Basel AG

About this chapter

Cite this chapter

Krinsky, N.I., Mayne, S.T. (2000). Current views on carotenoids: biology, epidemiology and trials. In: Livrea, M.A. (eds) Vitamin A and Retinoids: An Update of Biological Aspects and Clinical Applications. MCBU Molecular and Cell Biology Updates. Birkhäuser, Basel. https://doi.org/10.1007/978-3-0348-8454-9_4

Download citation

  • DOI: https://doi.org/10.1007/978-3-0348-8454-9_4

  • Publisher Name: Birkhäuser, Basel

  • Print ISBN: 978-3-0348-9574-3

  • Online ISBN: 978-3-0348-8454-9

  • eBook Packages: Springer Book Archive

Publish with us

Policies and ethics