메뉴 건너뛰기




Volumn 203, Issue 2, 2013, Pages 448-455

Structural elucidation of possible lutein oxidation products mediated through peroxyl radical inducer 2,2′-Azobis (2-methylpropionamidine) dihydrochloride: Antioxidant and cytotoxic influence of oxidized lutein in HeLa cells

Author keywords

Antioxidant activity; HeLa cells; Lutein; Oxidative degradation; Peroxyl radicals

Indexed keywords

7 (4 HYDROXY 2,2,6 TRIMETHYL 7 OXABICYCLO [4.1.0] HEPT 1 YL) 5 METHYLHEPTA 2,4,6 TRIENAL; ANHYDROLUTEIN; ANTIOXIDANT; APO 10' ZEAXANTHINAL; CYTOTOXIC AGENT; GLUTATHIONE; MALONALDEHYDE; OXIDIZED LUTEIN; UNCLASSIFIED DRUG; XANTHOPHYLL; ZEAXANTHIN;

EID: 84875978421     PISSN: 00092797     EISSN: 18727786     Source Type: Journal    
DOI: 10.1016/j.cbi.2013.03.006     Document Type: Article
Times cited : (28)

References (34)
  • 3
    • 0036200541 scopus 로고    scopus 로고
    • The body of evidence to support a protective role for lutein and zeaxanthin in delaying chronic disease
    • J.A. Mares-Perlman, A.E. Millen, T.L. Ficek, and S.E. Hankinson The body of evidence to support a protective role for lutein and zeaxanthin in delaying chronic disease J. Nutr. 132 2002 518S 524S
    • (2002) J. Nutr. , vol.132
    • Mares-Perlman, J.A.1    Millen, A.E.2    Ficek, T.L.3    Hankinson, S.E.4
  • 4
    • 0041528182 scopus 로고    scopus 로고
    • Dietary lutein inhibits mouse mammary tumor growth by regulating angiogenesis and apoptosis
    • B.P. Chew, C.M. Brown, J.S. Park, and P.F. Mixtor Dietary lutein inhibits mouse mammary tumor growth by regulating angiogenesis and apoptosis Anticancer Res. 23 2003 3333 3339
    • (2003) Anticancer Res. , vol.23 , pp. 3333-3339
    • Chew, B.P.1    Brown, C.M.2    Park, J.S.3    Mixtor, P.F.4
  • 5
    • 0035146198 scopus 로고    scopus 로고
    • β-Carotene: Interactions with α-tocopherol and ascorbic acid in microsomal lipid peroxidation
    • P. Zhang, and S.T. Omaye β-Carotene: interactions with α-tocopherol and ascorbic acid in microsomal lipid peroxidation J. Nutr. Biochem. 12 2001 38 45
    • (2001) J. Nutr. Biochem. , vol.12 , pp. 38-45
    • Zhang, P.1    Omaye, S.T.2
  • 6
    • 0029787986 scopus 로고    scopus 로고
    • β-Carotene and lutein protect HepG2 human liver cells against oxidant-induced damage
    • K.R. Martin, M.L. Eailla, and J.C. Smith β-Carotene and lutein protect HepG2 human liver cells against oxidant-induced damage J. Nutr. 126 1996 2098 2106
    • (1996) J. Nutr. , vol.126 , pp. 2098-2106
    • Martin, K.R.1    Eailla, M.L.2    Smith, J.C.3
  • 7
    • 0030485534 scopus 로고    scopus 로고
    • Effects of lutein from marigold extract on immunity and growth of mammary tumors in mice
    • B.P. Chew, M.W. Wong, and T.S. Wong Effects of lutein from marigold extract on immunity and growth of mammary tumors in mice Anticancer Res. 16 1996 3689 3694
    • (1996) Anticancer Res. , vol.16 , pp. 3689-3694
    • Chew, B.P.1    Wong, M.W.2    Wong, T.S.3
  • 8
    • 0035233016 scopus 로고    scopus 로고
    • Acyclic carotenoids and their oxidation mixtures inhibit the growth of HL-60 human promyelocytic leukemia cells
    • N.E. Kotake, H. Hayashi, M. Kotake, K. Miyasita, and A. Nagao Acyclic carotenoids and their oxidation mixtures inhibit the growth of HL-60 human promyelocytic leukemia cells Nutr. Cancer 39 2001 273 283
    • (2001) Nutr. Cancer , vol.39 , pp. 273-283
    • Kotake, N.E.1    Hayashi, H.2    Kotake, M.3    Miyasita, K.4    Nagao, A.5
  • 10
    • 0029966118 scopus 로고    scopus 로고
    • Absorption, metabolism and transport of carotenoids
    • R.S. Parker Absorption, metabolism and transport of carotenoids FASEB J. 10 1996 542 551
    • (1996) FASEB J. , vol.10 , pp. 542-551
    • Parker, R.S.1
  • 11
    • 0029023834 scopus 로고
    • Lutein, lycopene and their oxidative metabolites in chemoprevention of cancer
    • F. Khachik, G.R. Beecher, and J.C. Smith Lutein, lycopene and their oxidative metabolites in chemoprevention of cancer J. Cell. Biochem. 22 1995 236S 246S
    • (1995) J. Cell. Biochem. , vol.22
    • Khachik, F.1    Beecher, G.R.2    Smith, J.C.3
  • 12
    • 0025955567 scopus 로고
    • Carotenoids enhance gap junctional communication and inhibit lipid peroxidation in C3H/10T1/2 cells: Relationship to their cancer chemo preventive action
    • L.X. Zhang, R.V. Cooney, and J.S. Bertram Carotenoids enhance gap junctional communication and inhibit lipid peroxidation in C3H/10T1/2 cells: relationship to their cancer chemo preventive action Carcinogenesis 12 1991 2109 2114
    • (1991) Carcinogenesis , vol.12 , pp. 2109-2114
    • Zhang, L.X.1    Cooney, R.V.2    Bertram, J.S.3
  • 13
    • 0028957691 scopus 로고
    • Induction of gap junctional communication by 4-oxoretinoic acid generated from its precursor canathaxanthin
    • M. Hanush, W. Stahl, W.A. Schulz, and H. Sies Induction of gap junctional communication by 4-oxoretinoic acid generated from its precursor canathaxanthin Arch. Biochem. Biophys. 317 1995 423 428
    • (1995) Arch. Biochem. Biophys. , vol.317 , pp. 423-428
    • Hanush, M.1    Stahl, W.2    Schulz, W.A.3    Sies, H.4
  • 14
    • 0031570089 scopus 로고    scopus 로고
    • Identification, quantification and relative concentrations of carotenoids and their metabolites in human milk and serum
    • F. Khachik, C.J. Spangler, and J.C. Smith Identification, quantification and relative concentrations of carotenoids and their metabolites in human milk and serum Anal. Chem. 69 1997 1873 1881
    • (1997) Anal. Chem. , vol.69 , pp. 1873-1881
    • Khachik, F.1    Spangler, C.J.2    Smith, J.C.3
  • 15
    • 34248386515 scopus 로고    scopus 로고
    • Identification of 3-methoxyzeaxanthin as a novel age-related carotenoid metabolite in the human macula
    • P. Bhosale, Y. Zhao da, B. Serban, and P.S. Bernstein Identification of 3-methoxyzeaxanthin as a novel age-related carotenoid metabolite in the human macula Invest. Opthalmol. Vis. Sci. 48 2007 1435 1440
    • (2007) Invest. Opthalmol. Vis. Sci. , vol.48 , pp. 1435-1440
    • Bhosale, P.1    Zhao Da, Y.2    Serban, B.3    Bernstein, P.S.4
  • 16
    • 51549105058 scopus 로고    scopus 로고
    • Possible degradation/biotransformation of lutein in vitro and in vivo: Isolation and structural elucidation of lutein metabolites by HPLC and LC-MS (atmospheric pressure chemical ionization)
    • R. Lakshminarayana, G. Aruna, R.K. Sangeetha, N. Bhaskar, S. Divakar, and V. Baskaran Possible degradation/biotransformation of lutein in vitro and in vivo: isolation and structural elucidation of lutein metabolites by HPLC and LC-MS (atmospheric pressure chemical ionization) Free Rad. Biol. Med. 45 2008 982 993
    • (2008) Free Rad. Biol. Med. , vol.45 , pp. 982-993
    • Lakshminarayana, R.1    Aruna, G.2    Sangeetha, R.K.3    Bhaskar, N.4    Divakar, S.5    Baskaran, V.6
  • 17
    • 48149112770 scopus 로고    scopus 로고
    • Metabolism of lutein and zeaxanthin in rhesus monkeys: Identification of (3R,6′R)- and (3R,6′S)-3′-dehydro-lutein as common metabolites and comparison to humans
    • G.I. Albert, U. Hoeller, J. Schierle, M. Neuringer, E.J. Johnson, and W. Schalch Metabolism of lutein and zeaxanthin in rhesus monkeys: identification of (3R,6′R)- and (3R,6′S)-3′-dehydro-lutein as common metabolites and comparison to humans Comp. Biochem. Physiol. B 151 2008 70 78
    • (2008) Comp. Biochem. Physiol. B , vol.151 , pp. 70-78
    • Albert, G.I.1    Hoeller, U.2    Schierle, J.3    Neuringer, M.4    Johnson, E.J.5    Schalch, W.6
  • 18
    • 0030813933 scopus 로고    scopus 로고
    • Oxidation of carotenoids by free radicals: Relationship between structure and reactivity
    • A.A. Woodall, S.W. Lee, R.J. Weesie, M.J. Jackson, and G. Britton Oxidation of carotenoids by free radicals: relationship between structure and reactivity Biophy. Biochim. Acta 1336 1997 33 42
    • (1997) Biophy. Biochim. Acta , vol.1336 , pp. 33-42
    • Woodall, A.A.1    Lee, S.W.2    Weesie, R.J.3    Jackson, M.J.4    Britton, G.5
  • 19
    • 0035104111 scopus 로고    scopus 로고
    • Formation of cleavage products by auto oxidation of lycopene
    • S.J. Kim, K.E. Nara, H. Kobayashi, J. Terao, and A. Nagao Formation of cleavage products by auto oxidation of lycopene Lipids 36 2001 191 199
    • (2001) Lipids , vol.36 , pp. 191-199
    • Kim, S.J.1    Nara, K.E.2    Kobayashi, H.3    Terao, J.4    Nagao, A.5
  • 20
    • 0017834605 scopus 로고
    • Carotenoid organization in membranes. Thermal transition and spectral properties of carotenoid-containing liposomes
    • H.Y. Yamamoto, and A.D. Banghama Carotenoid organization in membranes. Thermal transition and spectral properties of carotenoid-containing liposomes Biochim. Biophys. Acta 507 1978 119 127
    • (1978) Biochim. Biophys. Acta , vol.507 , pp. 119-127
    • Yamamoto, H.Y.1    Banghama, A.D.2
  • 21
    • 0026623077 scopus 로고
    • Antioxidant activity of xanthophylls on peroxyl radical-mediated phospholipid peroxidation
    • B.P. Lim, A. Nagao, J. Terao, K. Tanaka, T. Suzuki, and K. Takama Antioxidant activity of xanthophylls on peroxyl radical-mediated phospholipid peroxidation Biochim. Biophys. Acta 1126 1992 178 184
    • (1992) Biochim. Biophys. Acta , vol.1126 , pp. 178-184
    • Lim, B.P.1    Nagao, A.2    Terao, J.3    Tanaka, K.4    Suzuki, T.5    Takama, K.6
  • 22
    • 0035115147 scopus 로고    scopus 로고
    • Studies on the antioxidant activities of Hsiantsao (Mesona procumbens Hems) leaf gum
    • L.S. Lai, S.T. Chou, and W.W. Chao Studies on the antioxidant activities of Hsiantsao (Mesona procumbens Hems) leaf gum J. Agri. Food Chem. 49 2001 963 968
    • (2001) J. Agri. Food Chem. , vol.49 , pp. 963-968
    • Lai, L.S.1    Chou, S.T.2    Chao, W.W.3
  • 23
    • 77953537676 scopus 로고    scopus 로고
    • Antioxidant and cytotoxic effect of oxidized lutein in human cervical carcinoma cells (HeLa)
    • R. Lakshminarayana, U.V. Satish, M.D. Shylaja, and V. Baskaran Antioxidant and cytotoxic effect of oxidized lutein in human cervical carcinoma cells (HeLa) Food Chem. Toxicol. 48 2010 1811 1816
    • (2010) Food Chem. Toxicol. , vol.48 , pp. 1811-1816
    • Lakshminarayana, R.1    Satish, U.V.2    Shylaja, M.D.3    Baskaran, V.4
  • 24
    • 0842268474 scopus 로고    scopus 로고
    • Cytotoxicity and apoptosis induction by butylated hydroxyanisole (BHA) and butylated hydroxytoluene (BHT)
    • M. Satio, H. Sakagami, and S. Fujisawa Cytotoxicity and apoptosis induction by butylated hydroxyanisole (BHA) and butylated hydroxytoluene (BHT) Anticancer Res. 23 2003 4693 4701
    • (2003) Anticancer Res. , vol.23 , pp. 4693-4701
    • Satio, M.1    Sakagami, H.2    Fujisawa, S.3
  • 25
    • 0024595042 scopus 로고
    • Re-examination and further development of a precise and rapid dye method for measuring cell growth/cell ill
    • M.B. Hansen, S.E. Nielsen, and K. Berg Re-examination and further development of a precise and rapid dye method for measuring cell growth/cell ill J. Immunol. Methods 119 1989 203 210
    • (1989) J. Immunol. Methods , vol.119 , pp. 203-210
    • Hansen, M.B.1    Nielsen, S.E.2    Berg, K.3
  • 26
    • 0014481378 scopus 로고
    • Enzymatic method for quantitative determination of nano gram amounts of total and oxidized glutathione: Applications to mammalian blood and other tissues
    • F. Tietze Enzymatic method for quantitative determination of nano gram amounts of total and oxidized glutathione: applications to mammalian blood and other tissues Anal. Biochem. 27 1969 502 522
    • (1969) Anal. Biochem. , vol.27 , pp. 502-522
    • Tietze, F.1
  • 27
    • 0018384650 scopus 로고
    • Assay for lipid peroxides in animal tissues by thiobarbituric acid reaction
    • H. Ohkawa, N. Ohishi, and H. Yagi Assay for lipid peroxides in animal tissues by thiobarbituric acid reaction Anal. Biochem. 95 1979 351 358
    • (1979) Anal. Biochem. , vol.95 , pp. 351-358
    • Ohkawa, H.1    Ohishi, N.2    Yagi, H.3
  • 29
    • 0031568853 scopus 로고    scopus 로고
    • Antioxidant actions of β-carotene in liposomal and microsomal membranes: Role of carotenoid-membrane incorporation and α-tocopherol
    • D.C. Liebler, S.P. Stratton, and K.L. Kaysen Antioxidant actions of β-carotene in liposomal and microsomal membranes: role of carotenoid-membrane incorporation and α-tocopherol Arch. Biophys. Biochem. 338 1997 244 250
    • (1997) Arch. Biophys. Biochem. , vol.338 , pp. 244-250
    • Liebler, D.C.1    Stratton, S.P.2    Kaysen, K.L.3
  • 30
    • 0030663051 scopus 로고    scopus 로고
    • Determination of singlet oxygen-specific versus radical-mediated lipid peroxidation in photosensitized oxidation of lipid bilayers: Effect of β-carotene and α-tocopherol
    • S.P. Stratton, and D.C. Liebler Determination of singlet oxygen-specific versus radical-mediated lipid peroxidation in photosensitized oxidation of lipid bilayers: effect of β-carotene and α-tocopherol Biochemistry 36 1997 12911 12920
    • (1997) Biochemistry , vol.36 , pp. 12911-12920
    • Stratton, S.P.1    Liebler, D.C.2
  • 32
    • 0032190288 scopus 로고    scopus 로고
    • Inhibition of growth and cholesterol synthesis in breast cancer cells by oxidation products of β-carotene
    • X. Hu, K.M. White, N.E. Jacobsen, D.J. Mangelsedori, and L.M. Canfield Inhibition of growth and cholesterol synthesis in breast cancer cells by oxidation products of β-carotene J. Nutr. Biochem. 9 1998 567 574
    • (1998) J. Nutr. Biochem. , vol.9 , pp. 567-574
    • Hu, X.1    White, K.M.2    Jacobsen, N.E.3    Mangelsedori, D.J.4    Canfield, L.M.5
  • 34
    • 0029598850 scopus 로고
    • Structure and properties of carotenoids in relation to function
    • G. Britton Structure and properties of carotenoids in relation to function FASEB J. 9 1995 1551 1558
    • (1995) FASEB J. , vol.9 , pp. 1551-1558
    • Britton, G.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.