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Volumn 48, Issue 10, 2010, Pages 2712-2718

Antioxidant and pro-oxidant properties of acylated pelargonidin derivatives extracted from red radish (Raphanus sativus var. niger, Brassicaceae)

Author keywords

Acylated pelargonidin derivatives; Antioxidant; Cytotoxicity; Red radish

Indexed keywords

2,2' AZINOBIS(3 ETHYLBENZOTHIAZOLINE 6 SULFONIC ACID); ACYLATED PELARGONIDIN DERIVATIVE; ANTINEOPLASTIC AGENT; ANTIOXIDANT; CATALASE; COPPER; CYANIDIN 3 O [6 O CAFFEOYL 2 O (6 FERULOYL BETA DEXTRO GLUCOPYRANOSYL) (1-2) BETA DEXTRO GLUCOPYRANOSIDE] 5 O (BETA DEXTRO GLUCOPYRANOSIDE); EDETIC ACID; FERRIC ION; HORSERADISH PEROXIDASE; HYDROGEN PEROXIDE; PELARGONIDIN 3 O [6 O 4 COUMAROYL 2 O (6 CAFFEOYL BETA DEXTRO GLUCOPYRANOSYL) (1-2) BETA DEXTRO GLUCOPYRANOSIDE] 5 O (BETA DEXTRO GLUCOPYRANOSIDE); PELARGONIDIN 3 O [6 O 4 COUMAROYL 2 O (6 FERULOYL BETA DEXTRO GLUCOPYRANOSYL) (1-2) BETA DEXTRO GLUCOPYRANOSIDE] 5 O (BETA DEXTRO GLUCOPYRANOSIDE); PELARGONIDIN 3 O [6 O CAFFEOYL 2 O (6 CAFFEOYL BETA DEXTRO GLUCOPYRANOSYL) (1-2) BETA DEXTRO GLUCOPYRANOSIDE] 5 O (BETA DEXTRO GLUCOPYRANOSIDE); PELARGONIDIN 3 O [6 O CAFFEOYL 2 O (6 FERULOYL BETA DEXTRO GLUCOPYRANOSYL) (1-2) BETA DEXTRO GLUCOPYRANOSIDE] 5 O (BETA DEXTRO GLUCOPYRANOSIDE); PELARGONIDIN 3 O [6 O FERULOYL 2 O (6 CAFFEOYL BETA DEXTRO GLUCOPYRANOSYL) (1-2) BETA DEXTRO GLUCOPYRANOSIDE] 5 O (BETA DEXTRO GLUCOPYRANOSIDE); PELARGONIDIN 3 O [6 O FERULOYL 2 O (6 FERULOYL BETA DEXTRO GLUCOPYRANOSYL) (1-2) BETA DEXTRO GLUCOPYRANOSIDE] 5 O (BETA DEXTRO GLUCOPYRANOSIDE); PLANT EXTRACT; PLASMID DNA; RADISH EXTRACT; REACTIVE OXYGEN METABOLITE; UNCLASSIFIED DRUG;

EID: 77956343858     PISSN: 02786915     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.fct.2010.06.045     Document Type: Article
Times cited : (55)

References (48)
  • 1
    • 11144335895 scopus 로고    scopus 로고
    • Anthocyanin- and hydrolyzable tannin-rich pomegranate fruit extract modulates MAPK and NF-kappa B pathways and inhibits skin tumorigenesis in CD-1 mice
    • Afaq F., et al. Anthocyanin- and hydrolyzable tannin-rich pomegranate fruit extract modulates MAPK and NF-kappa B pathways and inhibits skin tumorigenesis in CD-1 mice. International Journal of Cancer 2005, 113:423-433.
    • (2005) International Journal of Cancer , vol.113 , pp. 423-433
    • Afaq, F.1
  • 2
    • 33845744294 scopus 로고    scopus 로고
    • Delphinidin, an anthocyanidin in pigmented fruits and vegetables, protects human HaCaT keratinocytes and mouse skin against UVB mediated oxidative stress and apoptosis
    • Afaq F., et al. Delphinidin, an anthocyanidin in pigmented fruits and vegetables, protects human HaCaT keratinocytes and mouse skin against UVB mediated oxidative stress and apoptosis. Journal of Investigative Dermatology 2007, 127:222-232.
    • (2007) Journal of Investigative Dermatology , vol.127 , pp. 222-232
    • Afaq, F.1
  • 3
    • 3543081719 scopus 로고    scopus 로고
    • Anti-angiogenic, antioxidant, and anti-carcinogenic properties of a novel anthocyanin-rich berry extract formula
    • Bagchi D., et al. Anti-angiogenic, antioxidant, and anti-carcinogenic properties of a novel anthocyanin-rich berry extract formula. Biochemistry (Moscow) 2004, 69:75-80.
    • (2004) Biochemistry (Moscow) , vol.69 , pp. 75-80
    • Bagchi, D.1
  • 4
    • 33846565752 scopus 로고    scopus 로고
    • Prooxidant DNA breakage induced by caffeic acid in human peripheral lymphocytes: involvement of endogenous copper and a putative mechanism for anticancer properties
    • Bhat S.H., et al. Prooxidant DNA breakage induced by caffeic acid in human peripheral lymphocytes: involvement of endogenous copper and a putative mechanism for anticancer properties. Toxicology and Applied Pharmacology 2007, 218:249-255.
    • (2007) Toxicology and Applied Pharmacology , vol.218 , pp. 249-255
    • Bhat, S.H.1
  • 6
    • 56149124240 scopus 로고    scopus 로고
    • Chemical studies of anthocyanins: a review
    • Castňeda-Ovando A., et al. Chemical studies of anthocyanins: a review. Food Chemistry 2009, 113:859-871.
    • (2009) Food Chemistry , vol.113 , pp. 859-871
    • Castňeda-Ovando, A.1
  • 7
    • 33748849064 scopus 로고    scopus 로고
    • Effect of cyanidin-3-glucoside and an anthocyanin mixture from bilberry on adenoma development in the ApcMin mouse model of intestinal carcinogenesis-relationship with tissue anthocyanin levels
    • Cooke D., et al. Effect of cyanidin-3-glucoside and an anthocyanin mixture from bilberry on adenoma development in the ApcMin mouse model of intestinal carcinogenesis-relationship with tissue anthocyanin levels. International Journal of Cancer 2006, 119:2213-2220.
    • (2006) International Journal of Cancer , vol.119 , pp. 2213-2220
    • Cooke, D.1
  • 8
    • 4444237686 scopus 로고    scopus 로고
    • Role of oxidative stress in neurodegeneration: recent developments in assay methods for oxidative stress and nutraceutical antioxidants
    • Cui K., et al. Role of oxidative stress in neurodegeneration: recent developments in assay methods for oxidative stress and nutraceutical antioxidants. Progress in Neuro-Psychopharmacology and Biological Psychiatry 2004, 28:771-799.
    • (2004) Progress in Neuro-Psychopharmacology and Biological Psychiatry , vol.28 , pp. 771-799
    • Cui, K.1
  • 9
    • 33745197329 scopus 로고    scopus 로고
    • Cyanidin-3-glucoside, a natural product derived from blackberry, exhibits chemopreventive and chemotherapeutic activity
    • Ding M., et al. Cyanidin-3-glucoside, a natural product derived from blackberry, exhibits chemopreventive and chemotherapeutic activity. Journal of Biological Chemistry 2006, 281:17359-17368.
    • (2006) Journal of Biological Chemistry , vol.281 , pp. 17359-17368
    • Ding, M.1
  • 10
    • 0026335587 scopus 로고
    • Hydroxyl radical footprinting
    • Dixon W.J., et al. Hydroxyl radical footprinting. Methods in Enzymology 1991, 208:380-413.
    • (1991) Methods in Enzymology , vol.208 , pp. 380-413
    • Dixon, W.J.1
  • 11
    • 34250324303 scopus 로고    scopus 로고
    • Cyanidin-3-rutinoside, a natural polyphenol antioxidant, selectively kills leukemia cells by induction of oxidative stress
    • Feng R., et al. Cyanidin-3-rutinoside, a natural polyphenol antioxidant, selectively kills leukemia cells by induction of oxidative stress. Journal of Biological Chemistry 2007, 282:13468-13476.
    • (2007) Journal of Biological Chemistry , vol.282 , pp. 13468-13476
    • Feng, R.1
  • 12
    • 0042021925 scopus 로고    scopus 로고
    • Current status of metals as therapeutic targets in Alzheimer's disease
    • Finefrock A.E., et al. Current status of metals as therapeutic targets in Alzheimer's disease. Journal of the American Geriatrics Society 2003, 51:1143-1148.
    • (2003) Journal of the American Geriatrics Society , vol.51 , pp. 1143-1148
    • Finefrock, A.E.1
  • 13
    • 32344444354 scopus 로고    scopus 로고
    • Stability and biotransformation of various dietary anthocyanins in vitro
    • Fleschhut J., et al. Stability and biotransformation of various dietary anthocyanins in vitro. European Journal of Nutrition 2006, 45:7-18.
    • (2006) European Journal of Nutrition , vol.45 , pp. 7-18
    • Fleschhut, J.1
  • 14
    • 84989997117 scopus 로고
    • The anthocyanins of strawberry, rhubarb, radish and onion
    • Fuleki T. The anthocyanins of strawberry, rhubarb, radish and onion. Journal of Food Science 1969, 34:365-369.
    • (1969) Journal of Food Science , vol.34 , pp. 365-369
    • Fuleki, T.1
  • 15
    • 0000565214 scopus 로고    scopus 로고
    • Characterization of red radish anthocyanins
    • Giust M.M., Wrolstad R.E. Characterization of red radish anthocyanins. Journal of Food Science 1996, 61:322-326.
    • (1996) Journal of Food Science , vol.61 , pp. 322-326
    • Giust, M.M.1    Wrolstad, R.E.2
  • 16
    • 0034515783 scopus 로고    scopus 로고
    • Putative mechanism for anticancer and apoptosis inducing properties of plant-derived polyphenolic compounds
    • Hadi S.M., et al. Putative mechanism for anticancer and apoptosis inducing properties of plant-derived polyphenolic compounds. IUBMB Life 2000, 50:167-171.
    • (2000) IUBMB Life , vol.50 , pp. 167-171
    • Hadi, S.M.1
  • 17
    • 34548439451 scopus 로고    scopus 로고
    • Oxidative breakage of cellular DNA by plant polyphenols: a putative mechanism for anticancer properties
    • Hadi S.M., et al. Oxidative breakage of cellular DNA by plant polyphenols: a putative mechanism for anticancer properties. Seminars in Cancer Biology 2007, 17:370-376.
    • (2007) Seminars in Cancer Biology , vol.17 , pp. 370-376
    • Hadi, S.M.1
  • 18
    • 44649190399 scopus 로고    scopus 로고
    • The anthocyanidin delphinidin mobilizes endogenous copper ions from human lymphocytes leading to oxidative degradation of cellular DNA
    • Hanif S., et al. The anthocyanidin delphinidin mobilizes endogenous copper ions from human lymphocytes leading to oxidative degradation of cellular DNA. Toxicology 2008, 249:19-25.
    • (2008) Toxicology , vol.249 , pp. 19-25
    • Hanif, S.1
  • 19
    • 0001384646 scopus 로고
    • The chromatographic identification of anthocyanin pigments
    • Harborne J.B. The chromatographic identification of anthocyanin pigments. Journal of Chromatography 1958, 1:473-488.
    • (1958) Journal of Chromatography , vol.1 , pp. 473-488
    • Harborne, J.B.1
  • 20
    • 0011030696 scopus 로고
    • Spectral methods of characterizing anthocyanins
    • Harborne J.B. Spectral methods of characterizing anthocyanins. Biochemistry 1958, 70:22-29.
    • (1958) Biochemistry , vol.70 , pp. 22-29
    • Harborne, J.B.1
  • 21
    • 0001614460 scopus 로고
    • Plant polyphenols-XI. The structure of acylated anthocyanins
    • Harborne J.B. Plant polyphenols-XI. The structure of acylated anthocyanins. Phytochemistry 1964, 3:151-160.
    • (1964) Phytochemistry , vol.3 , pp. 151-160
    • Harborne, J.B.1
  • 22
    • 0002287507 scopus 로고
    • Chromatographic separation and characterization of the component anthocyanins in radish root. Studies on anthocyanins, XXXVIII
    • Ishikura N., Hayashi K. Chromatographic separation and characterization of the component anthocyanins in radish root. Studies on anthocyanins, XXXVIII. The Botanical Magazine Tokyo 1963, 76:6-13.
    • (1963) The Botanical Magazine Tokyo , vol.76 , pp. 6-13
    • Ishikura, N.1    Hayashi, K.2
  • 23
    • 33644870063 scopus 로고    scopus 로고
    • Antioxidant activity and inhibition of alpha-glucosidase by trans-resveratrol, piceid, and a novel trans-stilbene from the roots of Israeli Rumex bucephalophorus L
    • Kerem Z., et al. Antioxidant activity and inhibition of alpha-glucosidase by trans-resveratrol, piceid, and a novel trans-stilbene from the roots of Israeli Rumex bucephalophorus L. Journal of Agricultural and Food Chemistry 2006, 54:1243-1247.
    • (2006) Journal of Agricultural and Food Chemistry , vol.54 , pp. 1243-1247
    • Kerem, Z.1
  • 24
    • 0142089791 scopus 로고    scopus 로고
    • Analysis and biological activities of anthocyanins
    • Kong J.M., et al. Analysis and biological activities of anthocyanins. Phytochemistry 2003, 64:923-933.
    • (2003) Phytochemistry , vol.64 , pp. 923-933
    • Kong, J.M.1
  • 25
    • 33746544149 scopus 로고    scopus 로고
    • Anthocyanin-rich extracts inhibit multiple biomarkers of colon cancer in rats
    • Lala G., et al. Anthocyanin-rich extracts inhibit multiple biomarkers of colon cancer in rats. Nutrition and Cancer 2006, 54:84-93.
    • (2006) Nutrition and Cancer , vol.54 , pp. 84-93
    • Lala, G.1
  • 26
    • 0346363392 scopus 로고    scopus 로고
    • Major phenolics in apple and their contribution to the total antioxidant capacity
    • Lee K.W., et al. Major phenolics in apple and their contribution to the total antioxidant capacity. Journal of Agricultural and Food Chemistry 2003, 51:6516-6520.
    • (2003) Journal of Agricultural and Food Chemistry , vol.51 , pp. 6516-6520
    • Lee, K.W.1
  • 27
    • 0027296545 scopus 로고
    • DNA damage resulting from the oxidation of hydroquinone by copper: role for a Cu(II)/Cu(I) redox cycle and reactive oxygen generation
    • Li Y., Trush M.A. DNA damage resulting from the oxidation of hydroquinone by copper: role for a Cu(II)/Cu(I) redox cycle and reactive oxygen generation. Carcinogenesis 1993, 14:1303-1311.
    • (1993) Carcinogenesis , vol.14 , pp. 1303-1311
    • Li, Y.1    Trush, M.A.2
  • 28
    • 0028214731 scopus 로고
    • Reactive oxygen-dependent DNA damage resulting from the oxidation of phenolic compounds by a copper-redox cycle mechanism
    • Li Y., Trush M.A. Reactive oxygen-dependent DNA damage resulting from the oxidation of phenolic compounds by a copper-redox cycle mechanism. Cancer Research 1994, 54:1895-1898.
    • (1994) Cancer Research , vol.54 , pp. 1895-1898
    • Li, Y.1    Trush, M.A.2
  • 29
    • 0038408657 scopus 로고    scopus 로고
    • Identification of reaction products of acylated anthocyanins from red radish with peroxyl radicals
    • Matsufuji H., et al. Identification of reaction products of acylated anthocyanins from red radish with peroxyl radicals. Journal of Agricultural and Food Chemistry 2003, 51:3157-3161.
    • (2003) Journal of Agricultural and Food Chemistry , vol.51 , pp. 3157-3161
    • Matsufuji, H.1
  • 30
    • 34249307822 scopus 로고    scopus 로고
    • Stability to light, heat, and hydrogen peroxide at different pH values and DPPH radical scavenging activity of acylated anthocyanins from red radish extract
    • Matsufuji H., et al. Stability to light, heat, and hydrogen peroxide at different pH values and DPPH radical scavenging activity of acylated anthocyanins from red radish extract. Journal of Agricultural and Food Chemistry 2007, 55:3692-3701.
    • (2007) Journal of Agricultural and Food Chemistry , vol.55 , pp. 3692-3701
    • Matsufuji, H.1
  • 33
    • 0037052317 scopus 로고    scopus 로고
    • Acylated anthocyanins from red radish (Raphanus sativus L.)
    • Otsuki T., et al. Acylated anthocyanins from red radish (Raphanus sativus L.). Phytochemistry 2002, 60:79-87.
    • (2002) Phytochemistry , vol.60 , pp. 79-87
    • Otsuki, T.1
  • 34
    • 0000209774 scopus 로고
    • Studies on products of browning reaction: antioxidative activity of products of browning reaction prepared from glucosamine
    • Oyaizu M. Studies on products of browning reaction: antioxidative activity of products of browning reaction prepared from glucosamine. Journal of Nutrition 1986, 44:307-315.
    • (1986) Journal of Nutrition , vol.44 , pp. 307-315
    • Oyaizu, M.1
  • 35
    • 33644867603 scopus 로고    scopus 로고
    • Modified 2, 2-azino-bis-3-ethylbenzothiazoline-6-sulfonic acid (ABTS) method to measure antioxidant capacity of Selected small fruits and comparison to ferric reducing antioxidant power (FRAP) and 2,2'-diphenyl-1-picrylhydrazyl (DPPH) methods
    • Ozgen M., et al. Modified 2, 2-azino-bis-3-ethylbenzothiazoline-6-sulfonic acid (ABTS) method to measure antioxidant capacity of Selected small fruits and comparison to ferric reducing antioxidant power (FRAP) and 2,2'-diphenyl-1-picrylhydrazyl (DPPH) methods. Journal of Agricultural and Food Chemistry 2006, 54:1151-1157.
    • (2006) Journal of Agricultural and Food Chemistry , vol.54 , pp. 1151-1157
    • Ozgen, M.1
  • 36
    • 0032982508 scopus 로고    scopus 로고
    • Antioxidant activity applying an improved ABTS radical cation decolonization assay
    • Re R., et al. Antioxidant activity applying an improved ABTS radical cation decolonization assay. Free Radical Biology and Medicine 1999, 26:1231-1237.
    • (1999) Free Radical Biology and Medicine , vol.26 , pp. 1231-1237
    • Re, R.1
  • 38
    • 0033395927 scopus 로고    scopus 로고
    • Anthocyanin-DNA copigmentation complex: mutual protection against oxidative damage
    • Sarma A.D., Sharma R. Anthocyanin-DNA copigmentation complex: mutual protection against oxidative damage. Phytochemistry 1999, 52:1313-1318.
    • (1999) Phytochemistry , vol.52 , pp. 1313-1318
    • Sarma, A.D.1    Sharma, R.2
  • 39
    • 0037063411 scopus 로고    scopus 로고
    • Inhibition of lipid peroxidation and structure-activity-related studies of the dietary constituents: anthocyanins, anthocyanidins, and catechins
    • Seeram N.P., Nair M.G. Inhibition of lipid peroxidation and structure-activity-related studies of the dietary constituents: anthocyanins, anthocyanidins, and catechins. Journal of Agricultural and Food Chemistry 2002, 50:5308-5312.
    • (2002) Journal of Agricultural and Food Chemistry , vol.50 , pp. 5308-5312
    • Seeram, N.P.1    Nair, M.G.2
  • 40
    • 36749032228 scopus 로고    scopus 로고
    • Anthocyanins induce the activation of phase II enzymes through the antioxidant response element pathway against oxidative stress induced apoptosis
    • Shih P.H., et al. Anthocyanins induce the activation of phase II enzymes through the antioxidant response element pathway against oxidative stress induced apoptosis. Journal of Agricultural and Food Chemistry 2007, 55:9427-9435.
    • (2007) Journal of Agricultural and Food Chemistry , vol.55 , pp. 9427-9435
    • Shih, P.H.1
  • 41
    • 33750449974 scopus 로고    scopus 로고
    • Antioxidant activities and anthocyanin Content of fresh fruits of common fig (Ficus carica L.)
    • Solomon A., et al. Antioxidant activities and anthocyanin Content of fresh fruits of common fig (Ficus carica L.). Journal of Agricultural and Food Chemistry 2006, 54:7717-7723.
    • (2006) Journal of Agricultural and Food Chemistry , vol.54 , pp. 7717-7723
    • Solomon, A.1
  • 42
    • 51349128983 scopus 로고    scopus 로고
    • Anthocyanins and their role in cancer prevention
    • Stoner G.D. Anthocyanins and their role in cancer prevention. Cancer Letters 2008, 269:281-290.
    • (2008) Cancer Letters , vol.269 , pp. 281-290
    • Stoner, G.D.1
  • 43
    • 35348883867 scopus 로고    scopus 로고
    • Chemoprevention of esophageal squamous cell carcinoma
    • Stoner G.D., et al. Chemoprevention of esophageal squamous cell carcinoma. Toxicology and Applied Pharmacology 2007, 224:337-349.
    • (2007) Toxicology and Applied Pharmacology , vol.224 , pp. 337-349
    • Stoner, G.D.1
  • 44
    • 34548481540 scopus 로고    scopus 로고
    • Cancer prevention with freeze-dried berries and berry components
    • Stoner G.D., et al. Cancer prevention with freeze-dried berries and berry components. Seminars in Cancer Biology 2007, 17:403-410.
    • (2007) Seminars in Cancer Biology , vol.17 , pp. 403-410
    • Stoner, G.D.1
  • 45
    • 57949098095 scopus 로고    scopus 로고
    • Synthesis, cytotoxicity and apoptosis of naphthalimide polyamine conjugates as antitumor agents
    • Tian Z.Y., et al. Synthesis, cytotoxicity and apoptosis of naphthalimide polyamine conjugates as antitumor agents. European Journal of Medicinal Chemistry 2009, 44:393-399.
    • (2009) European Journal of Medicinal Chemistry , vol.44 , pp. 393-399
    • Tian, Z.Y.1
  • 46
    • 17244380423 scopus 로고    scopus 로고
    • Identification and characterization of anthocyanins by high-performance liquid chromatography-electrospray ionization tandem mass spectrometry in common foods in the United States: vegetables, nuts, and grains
    • Wu X., Prior R.L. Identification and characterization of anthocyanins by high-performance liquid chromatography-electrospray ionization tandem mass spectrometry in common foods in the United States: vegetables, nuts, and grains. Journal of Agricultural and Food Chemistry 2005, 53:3101-3113.
    • (2005) Journal of Agricultural and Food Chemistry , vol.53 , pp. 3101-3113
    • Wu, X.1    Prior, R.L.2
  • 47
    • 77049120479 scopus 로고    scopus 로고
    • Characterization of a profile of the anthocyanins isolated from Vitis coignetiae Pulliat and their anti-invasive activity on HT-29 human colon cancer cells
    • Yun J.W., et al. Characterization of a profile of the anthocyanins isolated from Vitis coignetiae Pulliat and their anti-invasive activity on HT-29 human colon cancer cells. Food and Chemical Toxicology 2010, 48:903-909.
    • (2010) Food and Chemical Toxicology , vol.48 , pp. 903-909
    • Yun, J.W.1
  • 48
    • 0003421421 scopus 로고    scopus 로고
    • Higher Education Press, Beijing, China
    • Zheng R.L., Huang Z.Y. Free Radical Biology 2007, Higher Education Press, Beijing, China, pp. 190-197. third ed.
    • (2007) Free Radical Biology , pp. 190-197
    • Zheng, R.L.1    Huang, Z.Y.2


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