Astaxantina: aspectos estruturais e funcionais
Palavras-chave:
Antioxidantes, Astaxantina, Carotenóides, Doenças crônicasResumo
A astaxantina, carotenóide pertencente à classe das xantofilas, tem despertado grande interesse devido à sua capacidade antioxidante e possível papel na redução de risco de algumas doenças. A astaxantina pode ser encontrada naturalmente em microalgas como Haematococcus pluvialis e na levedura Phaffia rhodozyma como também tem sido considerada principal carotenóide em salmão e crustáceos. Os resíduos do processamento de camarão, geralmente descartados, são também importante fonte de astaxantina. A atividade antioxidante da astaxantina tem demonstrado importante função na modulação de funções biológicas relacionadas à peroxidação lipídica, desempenhando efeitos benéficos em doenças crônicas como doenças cardiovasculares, degeneração macular e câncer. Pesquisas têm demonstrado efeitos satisfatórios da astaxantina obtida de fontes naturais assim como da obtida sinteticamente, porém os estudos em humanos se limitam à utilização de fontes naturais. Não há recomendação nutricional estabelecida para a ingestão diária de 4mg de astaxantina, mas muitos estudos relatam resultados benéficos com a ingestão diária média de 4mg. Assim, a presente revisão discute alguns aspectos do carotenóide astaxantina, com destaque para sua estrutura química e atividade antioxidante, mostrando também alguns estudos que relatam seu uso em humanos.
Referências
Bjerkeng B, Peisker S, Ytrestøyl Å. Digestibility and muscle retention of astaxanthin in Atlantic salmon, Salmo salar, fed diets with the red yeast Phaffia rhodozyma in comparison with synthetic formulated astaxanthin. Aquaculture. 2007; 269 (1-4):476-89. doi:10.1016/j.aquaculture.2007.04. 070.
Tume RK, Sikes AL, Tabrett S, Smith DM. Effect of background colour on the distribution of astaxanthin in black tiger prawn (Penaeus monodon): effective method for improvement of cooked colour. Aquaculture. 2009; 296(1-2):129-35. doi:10.1016/j.aquaculture.2009.08.006.
Wang C, Armstrong DW, Chang, C. Rapid baseline separation of enantiomers and a mesoform of alltrans-astaxanthin, 13-cis-astaxanthin, adonirubin, and adonixanthin in standards and commercial supplements. J Chromatogr A. 2008; 1194(2):172-77. doi:10.1016/j.chroma.2008.04.063.
Stewart JS, Lignell A, Pettersson A, Elfving E, Soni MG. Safety assessment of astaxanthin-rich microalgae biomass: acute and subchronic toxicity studies in rats. Food Chem Toxicol. 2008; 46(9): 3030-6. doi:10.1016/j.fct.2008.05.038.
Liu X, Osawa T. Cis astaxanthin and especially 9-cis astaxanthin exhibits a higher antioxidant activity in vitro compared to the all-trans isomer. Biochem Biophys Res Commun. 2007; 357(1):187-93. doi: 10.1016/j.bbrc.2007.03.120.
Hussein G, Sankawa U, Goto H, Matsumoto K, Watanabe H. Astaxanthin, a carotenoid with potential in human health and nutrition. J Nat Prod. 2006a; 69(3):443-9. doi:10.1021/np050354+.
Hussein G, Nakamura M, Zhao Q, Iguchi T, Goto H, Sankawa U, et al. Antihypertensive and neuroprotective effects of astaxanthin in experimental animals. Biol Pharm Bull. 2005a; 28(1):47-52. doi:10.1248/bpb.28.47.
Ikeuchi M, Koyama T, Takahashi J, Yazawa K. Effects of Astaxanthin in obese mice fed a high-fat diet. Biosc Biotechnol Biochem. 2007; 71(4):893-99. doi: 10.1271/bbb.60521.
Santocomo M, Zurria M, Berrettini M, Fedeli D, Falcioni G. Influence of astaxanthin, zeaxanthin and lutein on DNA damage and repair in UVA-irradiated cells. J Photochem Photobiol B. 2006; 85(3):205-15. doi:10.1016/j.jphotobiol.2006.07.009.
Hix LM, Frey DA, Mclaws MD, Osterlie M, Lockwood SF, Bertram JS. Inhibition of chemically-induced neoplastic transformation by a novel tetrasodium diphosphate astaxanthin derivative. Carcinogenesis. 2005; 26(9):1634-41. doi:10.1093/carcin/bgi121.
Kurihara H, Koda H, Asami S, Kiso Y, Tanaka T. Contribution of the antioxidative property of astaxanthin to its protective effect on the promotion of cancer metastasis in mice treated with restraint stress. Life Sci. 2002; 70(21):2509-20.
Turujman SA, Wamer WG, Wei RR. Rapid liquid chromatographic method to distinguish wild salmon from aquacultured salmon fed synthetic astaxanthin. J AOAC Int. 1997; 80(3):622-32.
Sachindra NM, Bhaskar N, Siddegowda GS, Sathisha AD, Suresh PV. Recovery of carotenoids from ensilaged shrimp waste. Bioresour Technol. 2007; 98(8):1642-6. doi:10.1016/j.biortech.2006.05.041.
Zhang BY, Geng YH, Li ZK, Hu HJ, Li YG. Production of astaxanthin from Haematococcus in open pond by two-stage growth one-step process. Aquaculture. 2009; 295(3-4):275-81. doi:10.1016/j.aquaculture.2009.06.043.
Satoh A, Tsuji S, Okada Y, Murakami N, Urami M, Nakagawa K, et al. Preliminary clinical evaluation of toxicity and efficacy of a new astaxanthin-rich Haematococcus pluvialis extract. J Clin Biochem Nutr. 2009; 44(3):280-4. doi:10.3164/jcbn.08-238.
Grewe C, Menge S, Griehl C. Enantioselective separation of all-E-astaxanthin and its determination in microbial sources. J Chromatogr A. 2007; 1166(1-2):97-100. doi:10.1016/j.chroma.2007.08.002.
Storebakken T, Sørensen M, Bjerkeng B, Harris J, Monahan P, Hiu S. Stability of astaxanthin from red yeast Xanthophyllomyces dendrorhous during feed processing: effects of enzymatic cell wall disruption and extrusion temperature. Aquaculture. 2004; 231(1-4):489-500. doi:10.1016/j.aquaculture.2003.10.034.
Zhu C, Naqvi S, Capell T, Christou P. Metabolic engineering of ketocarotenoid biosynthesis in higher plants. Arch Biochem Biophys. 2009; 483(2): 182-90. doi:10.1016/j.abb.2008.10.029.
Ernst H. Recent advances in industrial carotenoid synthesis. Pure Appl Chem. 2002; 74(8):1369-82.
Jackson H, Braun CL, Ernst H. The chemistry of novel xanthophylls carotenoids. Am J Cardiol. 2008; 101(10A):50-7. doi:10.1016/j.amjcard.2008.02.008.
Bhosale P, Bernstein PS. Microbial Xanthophylls. Appl Microbiol Biotechnol. 2005; 68(4):445-55. doi: 10.1007/s00253-005-0032-8.
Higuera-Ciapara I, Felix-Valenzuela L, Goycoolea FM. Astaxanthin: a review of its chemistry and applications. Crit Rev Food Sci Nutr. 2006; 46(2): 185-96. doi: 10.1080/10408690590957188.
Ogawa M, Maia EL, Fernandes AC, Nunes ML, Oliveira MEB, Freitas ST. Resíduos do beneficiamento do camarão cultivado: obtenção de pigmentos carotenóides. Ciênc Tecnol Aliment. 2007; 27(2):333-7.
Britton G. Structure and properties of carotenoids in relation to function. FASEB J. 1995; 9(15):1551-8.
Yuan JP, Xian DG, Chen F. Separation and analysis of carotenoids and clorophylls in Haematococcus lacustris by high performance liquid chromatography photodiode array detection. J Agric Food Chem. 1997; 45(5):1952-6. doi:10.10 21/jf970002b.
Pacheco N, Garnica-González M, RamirezHernandes JY, Flores-Albino B, Gimeno M, Bárzana E, et al. Effect of temperature on chitin and
astaxanthin recoveries from shrimp waste using lactic acid bacteria. Bioresour Technol. 2009; 100(11):2849-54. doi:10.1016/j.biortech.2009.01.019.
Domínguez-Bocanegra AR, Ponce-Noyola T, TorresMuñoz JA. Astaxanthin production by Phaffia rhodozyma and Haematococcus pluvialis: a comparative study. Appl Microbiol Biotechnol. 2007; 75(4):783-91. doi:10.1007/s00253-007-0889-9.
Sarada R, Vidhyavathi R, Ush AD, Ravishankar GA. An efficient method for extraction of astaxanthin from green alga Haematococcus pluvialis. J Agric Food Chem. 2006; 54(20):7585-8. doi: 10.1021/jf060737t.
Kang CD, Lee JS, Park TH, Sim SJ. Complementary limiting factors of astaxanthin synthesis during photoautotrophic induction of Haematococcus pluvialis: C/N ratio and light intensity. Appl Microbiol Biotechnol. 2007; 74(5):987-94. doi:10.1007/s00253-006-0759-x.
Hui NI, Qi-He C, Guo-Qing HE, Guang-Bin WU, Yuan-Fan Y. Optimization of acidic extraction of astaxanthin from Phaffia rhodozyma. J Zheijiang Univ Sci B. 2008; 9(1):51-9. doi: 10.1631/jzus.B061261.
Tejera N, Cejas JR, Rodríguez C, Bjerkeng B, Jerez S, Bolaños A, et al. Pigmentation, carotenoids, lipid peroxides and lipid composition of skin red porgy (Pagrus pagrus) fed diets supplemented with different astaxanthin sources. Aquaculture. 2007; 270(1-4):218-30. doi:10.1016/j.aquaculture.2007.01.019.
Yanar Y, Celik M, Yanar M. Seasonal changes in total carotenoid contents of wild marine shrimps (Penaeus semisulcatus and Metapenaeus monoceros) inhabiting the Eastern Mediterranean. Food Chem. 2004; 88(2):267-9. doi:10.1016/j.foodchem.2004.01.037.
Ju ZY, Forster IP, Dominy WG. Effects of supplementing two species of marine algae or their fractions to a formulated diet on growth, survival and composition of shrimp (Litopenaeus vannamei). Aquaculture. 2009; 292(3-4):237-43. doi:10.1016/j.aquaculture.2009.04.040.
Niamnuy C, Devahastin S, Soponronnarit S, Raghavan GSV. Kinetics of astaxanthin degradation and color changes of dried shrimp during storage. J Food Eng. 2008; 87(4):591-600. doi:10.1016/j.jfoodeng.2008.01.013.
Holanda HD, Netto FM. Recovery of components from Shrimp (Xiphopenaeus kroyeri) processing waste by enzymatic hydrolysis. J Food Sci. 2006; 71(5):298-303.
Sachindra NM, Mahendrakar NS. Process optimization for extraction of carotenoids from shrimp waste with vegetable oils. Bioresour Technol. 2005; 96(10):1195-200. doi:10.1111/j.1750-3841.2006.00040.x.
Spiller GA, Dewell A. Safety of an astaxanthin-rich Haematococcus pluvialis algal extract: a randomized clinical trial. J Med Food. 2003; 6(1): 51-6.
Odeberg JM, Lignell Å, Petterson A, Höglund. Oral bioavailability of the antioxidant astaxanthin in humans is enhanced by incorporation of lipid based formulations. Eur J Pharm Sci. 2003; 19(4):299-304. doi:10.1016 /S0928-0987(03)00135-0.
Edge R, Mcgarvey DJ, Truscott TG. The carotenoids as anti-oxidants: a review. J Photochem Photobiol B.1997; 41(3):189-200.
Mcnulty H, Jacob RF, Manson, RP. Biologic activity of carotenoids related to distinct membrane physicochemical interactions. Am J Cardiol. 2008; 101(10A):20-9. doi:10.1016/j.amjcard.2008.02.004.
Liang J, Tian Y, Yang F, Zhang J, Skibsted LH. Antioxidant synergism between carotenoids in membranes. Astaxanthin as a radical transfer bridge. Food Chem. 2009; 115(4):1437-42. doi: 10.1016/j.foodchem.2009.01.074.
Santocomo M, Zurria M, Berrettini M, Fedeli D, Falcioni G. Lutein, zeaxanthin and astaxanthin protect against DNA damage in SK-N-SH human neuroblastoma cells induced by reactive nitrogen species. J Photochem Photobiol B. 2007; 88(1): 1-10. doi:10.1016/j.jphotobiol.2007.04.007.
Camera E, Mastrofrancesco A, Fabbri C, Daubrawa F, Picardo M, Sies H. Astaxanthin, canthaxanthin and β-carotene differently affect UVA-induced oxidative damage and expression of oxidative stress-responsive enzymes. Exp Dermatol. 2009; 18(3):222-31. doi:10.1111/j.16000625.2008.00790.x.
Gross GJ, Lockwood SF. Cardioprotection and myocardial salvage by a disodium disuccinate astaxanthin derivative (Cardaxä). Life Sci. 2004; 75(2):215-24. doi:10.1016/j.lfs.2003.12.006.
Parisi V, Tedeschi M, Gallinaro G, Varano M, Saviano S, Piermarocchi S. Carotenoids and antioxidants in age-related maculopathy Italian study. Ophthalmology. 2008; 115(2):324-33. doi:10.10 16/j.ophtha.2007.05.029.
Tripathi DN, Jena GB. Astaxanthin inhibits cytotoxic and genotoxic effects of cyclophosphamide in mice germ cells. Toxicology. 2008; 248(2-3):96-103. doi: 10.1016/j.tox.2008.03.015.
Aoi W, Naito Y, Takanami Y, Ishii T, Kawai Y, Akagiri S, et al. Astaxanthin improves muscle lipid metabolism in exercise via inhibitory effect of oxidative CPT I modification. Biochem Biophys Res Commun. 2008; 366(4):892-7. doi:10.1016/j.bbrc.2007.12.019.
Hussein G, Goto H, Oda S, Iguchi T, Sankawa U, Matsumoto K, et al. Antihypertensive potencial and mechanism of action of astaxanthin: II. Vascular reactivity and hemorheology in spontaneously hypertensive rats. Biol Pharm Bull. 2005; 28(6): 967-71. doi:10.1248/bpb.28.967.
Hussein G, Goto H, Oda S, Sankawa U, Matsumoto K, Watanabe H. Antihypertensive potential and mechanism of action of astaxanthin: III. Antioxidant and histopathological effects in spontaneously hypertensive rats. Biol Pharm Bull. 2006; 29(4): 684-8. doi:10.1248/bpb.29.684.
Hussein G, Nakagawa T, Goto H, Shimada Y, Matsumo K, Sankawa U, et al. Astaxanthin ameliorates features of metabolic syndrome in SHR/NDmcr-cp. Life Sci. 2007; 80(6):522-29. doi:10.1016/j.lfs.2006.09.041.
Pashkow FJ, Watumull DG, Campbell, CL. Astaxanthin: a novel potential treatment for oxidative stress and inflammation in cardiovascular disease. Am J Cardiol. 2008;101(10A):59-68. doi: 10.1016/j.amjcard.2008.02.010.
Curek GD, Cort A, Yucel G, Demir N, Ozturk S, Elpek GO, et al. Effect of astaxanthin on hepatocelular injury following ischemia/reperfusion. Toxicology. 2010; 267(1-3):147-53. doi: 10.1016/j.tox.2009.11.003.
Tripathi DN, Jena GB. Astaxanthin intervention ameliorates cyclophosphamide-induced oxidative stress, DNA damage and early hepatocarcinogenesis in rat: role of Nrf2, p53, p38 and phase II enzymes. Mutat Res. 2010; 696(1):69-80. doi: 10.1016/j.mrgentox.2009.12.014.
Østerlie M, Bjerkeng B, Liaaen-Jensen S. Plasma appearance and distribution of astaxanthin E/Z and R/S isomers in plasma lipoproteins of men after single dose administration of astaxanthin. J Nutr Biochem. 2000; 11(10):482-490.
Coral-Hinostroza G, Ytrestøyl T, Ruyter B, Bjerkeng B. Plasma appearance of unesterified astaxanthin geometrical E/Z and optical R/S isomers in men given single doses of a mixture of optical 3 and 3’R/S isomers of astaxanthin fatty acyl diesters. Comp Biochem Physiol C Toxicol Pharmacol. 2004; 139(1-3):99-110. doi: 10.1016/j.cca.2004.09.011.
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