Free carotenoid and carotenoid ester composition in native orange juices of different varieties

Daniele Giuffrida; Paola Dugo; Andrea Salvo; Marcello Saitta; Giacomo Dugo

doi:10.1051/fruits/2010023

All issues

Volume 65 / No 5 (September-October 2010)

Fruits, 65 5 (2010) 277-284

References

Free Access

Issue		Fruits Volume 65, Number 5, September-October 2010


Page(s)		277 - 284
DOI		https://doi.org/10.1051/fruits/2010023
Published online		04 October 2010

Melendez-Martinez A.J., Vicario I.M., Heredia F.J., A routine high-performance liquid chromatography method for carotenoid determination in ultrafrozen orange juices, J. Agric. Food Chem. 51 (2003) 4219–4224. [CrossRef] [PubMed] [Google Scholar]
Leach G., Olivera R., Morais R., Production of a carotenoid-rich product by alginate entrapment and fluid-bed drying of Dunaliella salina, J. Sci. Food Agric. 76 (1998) 298–302. [CrossRef] [Google Scholar]
de Quiros A.R.B., Costa H.S., Analysis of carotenoids in vegetable and plasma samples: A review, J. Food Compos. Anal. 19 (2006) 97–111. [CrossRef] [Google Scholar]
Beutner S., Bloedorn B., Frixel S., Hernandez Blanco I., Hoffman T., Martin H.D., Mayer B., Noack P., Ruck C., Schmidt M., Schulke I., Sell S., Ernst H., Haremza S., Seybold G., Sies H., Stahl W., Walsh R., Quantitative assessment of antioxidant properties of natural colorants and phytochemicals: carotenoids, flavonoids, phenols and indigoids. The role of b-carotene in antioxidant functions, J. Sci. Food Agric. 81 (2001) 559–568. [CrossRef] [Google Scholar]
Arab L., Steck S., Lycopene and cardiovascular disease, Am. J. Clin. Nutr. 71 (2000) 1691S–1695S. [PubMed] [Google Scholar]
Rao A.V., Rao R.G., Carotenoids and human health, Pharm. Res. 55 (2007) 207–216. [CrossRef] [PubMed] [Google Scholar]
Omoni A.O., Aluko R.E., The anti-carcinogenic and anti-atherogenic effects of lycopene: a review macular degeneration, Trends Food Sci. Technol. 16 (2005) 344–350. [CrossRef] [Google Scholar]
Nishino H., Tokuda H., Satomi Y., Masuda M., Bu P., Onozuka M., Yamaguchi S., Okuda Y., Takayasu J., Tsuruta J., Okuda M., Ichiishi E., Murakoshi M., Kato T., Misawa N., Narisawa T., Takasuka N., Yano M., Cancer prevention by carotenoids, Pure Appl. Chem. 12 (1999) 2273–2278. [CrossRef] [Google Scholar]
Snodderly M.D., Evidence for protection against age-related macular degeneration by carotenoids and antioxidant vitamins, Am. J. Clin. Nutr. 62 (1995) S1448–S1461. [Google Scholar]
Beatty S., Boulton M., Henson D., Koh H.H., Murray I.J., Macular pigment and age-related macular degeneration, Br. J. Ophthalmol. 83 (1999) 867–877. [CrossRef] [PubMed] [Google Scholar]
Melendez-Martinez A.J., Britton G., Vicario I.M., Heredia F.J., Relationship between the colour and the chemical structure of carotenoid pigments, Food Chem. 101 (2007) 1145–1150. [CrossRef] [Google Scholar]
Goodner K.L., Rouseff R.L., Hofsomer H.J., Orange, mandarin and hybrid classification using multivariate statistics based on carotenoid profiles, J. Agric. Food Chem. 49 (2001) 1146–1150. [CrossRef] [PubMed] [Google Scholar]
Agocs A., Nagy V., Szabo Z., Mark L., Ohmacht R., Deli J., Comparative study on the carotenoids composition of the peel and the pulp of different citrus species, Innov. Food Sci. Emerg. Technol. 8 (2007) 390–394. [CrossRef] [Google Scholar]
Matsumoto H., Ikoma Y., Kato M., Kuniga T., Nakagima N., Yoshida T., Quantification of carotenoids in citrus fruit by LC-MS and comparison patterns of seasonal changes for carotenoids among citrus varieties, J. Agric. Food Chem. 55 (2007) 2356–2368. [CrossRef] [PubMed] [Google Scholar]
Rouseff R., Raley L., Application of diode array detection with C-30 reversed phase column for the separation and identification of saponified orange juice carotenoids, J. Agric. Food Chem. 44 (1996) 2176–2181. [CrossRef] [Google Scholar]
Melendez-Martinez A.J., Britton G., Vicario I.M., Heredia F.J., Identification of isolutein (lutein epoxide) as cis-antheroxanthin in orange juice, J. Agric. Food Chem. 53 (2005) 9369–9373. [CrossRef] [PubMed] [Google Scholar]
Schlatterer J., Breithaupt D.E., Cryptoxanthin structural isomers in orange, orange juice, and other fruits, J. Agric. Food Chem. 53 (2005) 6355–6361. [CrossRef] [PubMed] [Google Scholar]
Melendez-Martinez A.J., Vicario I.M., Heredia F.J., Geometrical isomers of violaxanthin in orange juice, Food Chem. 104 (2007) 169–175. [CrossRef] [Google Scholar]
Melendez-Martinez A.J., Vicario I.M., Heredia F.J., Analysis of carotenoids in orange juice, J. Food Compos. Anal. 20 (2007) 638–649. [CrossRef] [Google Scholar]
Mendes-Pinto M.M., Silva Ferreira A.C., Oliveira M.B.P.P., Guedes de Pinto P., Evaluation of some carotenoids in grapes by reversed and normal-phase liquid chromatography: a qualitative analysis, J. Agric. Food Chem. 52 (2004) 3182–3188. [CrossRef] [PubMed] [Google Scholar]
De Rosso V.V., Mercadante A.Z., Identification and quantification of carotenoids by HPLC-PDA-MS/MS from Amazonian fruits, J. Agric. Food Chem. 55 (2007) 5062–5072. [CrossRef] [PubMed] [Google Scholar]
Kurz C., Carle R., Shieber A., HPLC-DAD-MSⁿ characterisation of carotenoids from apricots and pumpkins for the evaluation of fruit product authenticity, Food Chem. 110 (2008) 522–530. [CrossRef] [PubMed] [Google Scholar]
Hornero-Mendez D., Minguez-Mosquera M.I., Xanthophyll esterification accompanying carotenoid overaccumulation in chromoplast of Capsicum annuum ripening fruits is a constitutive process and useful for ripeness index, J. Agric. Food Chem. 48 (2000) 1617–1622. [CrossRef] [PubMed] [Google Scholar]
Giuffrida D., La Torre L., Stelitano M., Pellicanò T.M., Dugo G., Application of HPLC-APCI-MS with a C-30 reversed phase column for the characterization of carotenoid esters in mandarin essential oil, Flavour Fragr. J. 21 (2006) 319–323. [CrossRef] [Google Scholar]
Breithaupt D.E., Bamedi A., Carotenoid esters in vegetables and fruits: a screening with emphasis on b-cryptoxanthin esters, J. Agric. Food Chem. 49 (2001) 2064–2070. [CrossRef] [PubMed] [Google Scholar]
Breithaupt D.E., Identification and quantitation of astaxanthin esters in shrimp (Pandulus borealis) and in microalga (Haematococcus pluvialis) by liquid chromatography-mass spectrometry using negative ion atmospheric pressure chemical ionization, J. Agric. Food Chem. 52 (2004) 3870–3875. [CrossRef] [PubMed] [Google Scholar]
Miao F., Lu D., Li Y., Zeng M., Characterization of astaxanthin esters in Haematococcus pluvialis by liquid-chromatography-atmospheric pressure chemical ionization mass spectrometry, Anal. Biochem. 352 (2006) 176–181. [CrossRef] [PubMed] [Google Scholar]
Weller P., Breithaupt D.E., Identification and quantification of zeaxanthin esters in plants using liquid chromatography-mass spectrometry, J. Agric. Food Chem. 51 (2003) 7044–7049. [CrossRef] [PubMed] [Google Scholar]
Pott. I., Breithaupt D.E., Carle R., Detection of unusual carotenoid esters in fresh mango (Mangifera indica L. cv. “Kent”), Phytochemistry 64 (2003) 82–829. [Google Scholar]
Sander L.C., Sharpless K.E., Craft N.E., Wise S.A., Development of engineered stationary phases for the separation of carotenoid isomers, Anal. Chem. 66 (1994) 1667–1674. [CrossRef] [PubMed] [Google Scholar]
Philip T., Chen T.-S., Nelson D.B., Liquid chromatographic profile of major carotenoid esters in commercially processed California navel and Valencia orange juice concentrates, J. Chromatogr. 442 (1988) 249–265. [CrossRef] [PubMed] [Google Scholar]
Perez-Cacho P.R., Rouseff R., Processing and storage effects on orange juice aroma: a review, J. Agric. Food Chem. 56 (2008) 9785–9796. [CrossRef] [PubMed] [Google Scholar]
Britton G., Liaaen-Jensen S., Pfander H., Carotenoids, Vol. 1 A: Isolation and analysis, Birkhauser Verlag, Basel, Switz., 1995. [Google Scholar]
Dugo P., Herrero M., Giuffrida D., Ragonese C., Dugo G., Mondello L., Analysis of native carotenoid composition in orange juice using C₃₀ columns in tandem, J. Sep. Sci. 31 (2008) 2151–2160. [CrossRef] [PubMed] [Google Scholar]
Dugo P., Giuffrida D., Herrero M., Donato P., Mondello L., Epoxycarotenoids esters analysis in intact orange juices using two-dimensional comprehensive liquid chromatography, J. Sep. Sci. 32 (2009), 973–980. [CrossRef] [PubMed] [Google Scholar]
Melendez-Martinez A.J., Vicario I.M., Heredia F.J., Carotenoids, color, and ascorbic acid content of a novel frozen-marketed orange juice, J. Agric. Food Chem. 55 (2007) 1347–1355. [CrossRef] [PubMed] [Google Scholar]

[1] Melendez-Martinez A.J., Vicario I.M., Heredia F.J., A routine high-performance liquid chromatography method for carotenoid determination in ultrafrozen orange juices, J. Agric. Food Chem. 51 (2003) 4219–4224. [CrossRef] [PubMed] [Google Scholar]

[2] Leach G., Olivera R., Morais R., Production of a carotenoid-rich product by alginate entrapment and fluid-bed drying of Dunaliella salina, J. Sci. Food Agric. 76 (1998) 298–302. [CrossRef] [Google Scholar]

[3] de Quiros A.R.B., Costa H.S., Analysis of carotenoids in vegetable and plasma samples: A review, J. Food Compos. Anal. 19 (2006) 97–111. [CrossRef] [Google Scholar]

[4] Beutner S., Bloedorn B., Frixel S., Hernandez Blanco I., Hoffman T., Martin H.D., Mayer B., Noack P., Ruck C., Schmidt M., Schulke I., Sell S., Ernst H., Haremza S., Seybold G., Sies H., Stahl W., Walsh R., Quantitative assessment of antioxidant properties of natural colorants and phytochemicals: carotenoids, flavonoids, phenols and indigoids. The role of b-carotene in antioxidant functions, J. Sci. Food Agric. 81 (2001) 559–568. [CrossRef] [Google Scholar]

[5] Arab L., Steck S., Lycopene and cardiovascular disease, Am. J. Clin. Nutr. 71 (2000) 1691S–1695S. [PubMed] [Google Scholar]

[6] Rao A.V., Rao R.G., Carotenoids and human health, Pharm. Res. 55 (2007) 207–216. [CrossRef] [PubMed] [Google Scholar]

[7] Omoni A.O., Aluko R.E., The anti-carcinogenic and anti-atherogenic effects of lycopene: a review macular degeneration, Trends Food Sci. Technol. 16 (2005) 344–350. [CrossRef] [Google Scholar]

[8] Nishino H., Tokuda H., Satomi Y., Masuda M., Bu P., Onozuka M., Yamaguchi S., Okuda Y., Takayasu J., Tsuruta J., Okuda M., Ichiishi E., Murakoshi M., Kato T., Misawa N., Narisawa T., Takasuka N., Yano M., Cancer prevention by carotenoids, Pure Appl. Chem. 12 (1999) 2273–2278. [CrossRef] [Google Scholar]

[9] Snodderly M.D., Evidence for protection against age-related macular degeneration by carotenoids and antioxidant vitamins, Am. J. Clin. Nutr. 62 (1995) S1448–S1461. [Google Scholar]

[10] Beatty S., Boulton M., Henson D., Koh H.H., Murray I.J., Macular pigment and age-related macular degeneration, Br. J. Ophthalmol. 83 (1999) 867–877. [CrossRef] [PubMed] [Google Scholar]

[11] Melendez-Martinez A.J., Britton G., Vicario I.M., Heredia F.J., Relationship between the colour and the chemical structure of carotenoid pigments, Food Chem. 101 (2007) 1145–1150. [CrossRef] [Google Scholar]

[12] Goodner K.L., Rouseff R.L., Hofsomer H.J., Orange, mandarin and hybrid classification using multivariate statistics based on carotenoid profiles, J. Agric. Food Chem. 49 (2001) 1146–1150. [CrossRef] [PubMed] [Google Scholar]

[13] Agocs A., Nagy V., Szabo Z., Mark L., Ohmacht R., Deli J., Comparative study on the carotenoids composition of the peel and the pulp of different citrus species, Innov. Food Sci. Emerg. Technol. 8 (2007) 390–394. [CrossRef] [Google Scholar]

[14] Matsumoto H., Ikoma Y., Kato M., Kuniga T., Nakagima N., Yoshida T., Quantification of carotenoids in citrus fruit by LC-MS and comparison patterns of seasonal changes for carotenoids among citrus varieties, J. Agric. Food Chem. 55 (2007) 2356–2368. [CrossRef] [PubMed] [Google Scholar]

[15] Rouseff R., Raley L., Application of diode array detection with C-30 reversed phase column for the separation and identification of saponified orange juice carotenoids, J. Agric. Food Chem. 44 (1996) 2176–2181. [CrossRef] [Google Scholar]

[16] Melendez-Martinez A.J., Britton G., Vicario I.M., Heredia F.J., Identification of isolutein (lutein epoxide) as cis-antheroxanthin in orange juice, J. Agric. Food Chem. 53 (2005) 9369–9373. [CrossRef] [PubMed] [Google Scholar]

[17] Schlatterer J., Breithaupt D.E., Cryptoxanthin structural isomers in orange, orange juice, and other fruits, J. Agric. Food Chem. 53 (2005) 6355–6361. [CrossRef] [PubMed] [Google Scholar]

[18] Melendez-Martinez A.J., Vicario I.M., Heredia F.J., Geometrical isomers of violaxanthin in orange juice, Food Chem. 104 (2007) 169–175. [CrossRef] [Google Scholar]

[19] Melendez-Martinez A.J., Vicario I.M., Heredia F.J., Analysis of carotenoids in orange juice, J. Food Compos. Anal. 20 (2007) 638–649. [CrossRef] [Google Scholar]

[20] Mendes-Pinto M.M., Silva Ferreira A.C., Oliveira M.B.P.P., Guedes de Pinto P., Evaluation of some carotenoids in grapes by reversed and normal-phase liquid chromatography: a qualitative analysis, J. Agric. Food Chem. 52 (2004) 3182–3188. [CrossRef] [PubMed] [Google Scholar]

[21] De Rosso V.V., Mercadante A.Z., Identification and quantification of carotenoids by HPLC-PDA-MS/MS from Amazonian fruits, J. Agric. Food Chem. 55 (2007) 5062–5072. [CrossRef] [PubMed] [Google Scholar]

[22] Kurz C., Carle R., Shieber A., HPLC-DAD-MSⁿ characterisation of carotenoids from apricots and pumpkins for the evaluation of fruit product authenticity, Food Chem. 110 (2008) 522–530. [CrossRef] [PubMed] [Google Scholar]

[23] Hornero-Mendez D., Minguez-Mosquera M.I., Xanthophyll esterification accompanying carotenoid overaccumulation in chromoplast of Capsicum annuum ripening fruits is a constitutive process and useful for ripeness index, J. Agric. Food Chem. 48 (2000) 1617–1622. [CrossRef] [PubMed] [Google Scholar]

[24] Giuffrida D., La Torre L., Stelitano M., Pellicanò T.M., Dugo G., Application of HPLC-APCI-MS with a C-30 reversed phase column for the characterization of carotenoid esters in mandarin essential oil, Flavour Fragr. J. 21 (2006) 319–323. [CrossRef] [Google Scholar]

[25] Breithaupt D.E., Bamedi A., Carotenoid esters in vegetables and fruits: a screening with emphasis on b-cryptoxanthin esters, J. Agric. Food Chem. 49 (2001) 2064–2070. [CrossRef] [PubMed] [Google Scholar]

[26] Breithaupt D.E., Identification and quantitation of astaxanthin esters in shrimp (Pandulus borealis) and in microalga (Haematococcus pluvialis) by liquid chromatography-mass spectrometry using negative ion atmospheric pressure chemical ionization, J. Agric. Food Chem. 52 (2004) 3870–3875. [CrossRef] [PubMed] [Google Scholar]

[27] Miao F., Lu D., Li Y., Zeng M., Characterization of astaxanthin esters in Haematococcus pluvialis by liquid-chromatography-atmospheric pressure chemical ionization mass spectrometry, Anal. Biochem. 352 (2006) 176–181. [CrossRef] [PubMed] [Google Scholar]

[28] Weller P., Breithaupt D.E., Identification and quantification of zeaxanthin esters in plants using liquid chromatography-mass spectrometry, J. Agric. Food Chem. 51 (2003) 7044–7049. [CrossRef] [PubMed] [Google Scholar]

[29] Pott. I., Breithaupt D.E., Carle R., Detection of unusual carotenoid esters in fresh mango (Mangifera indica L. cv. “Kent”), Phytochemistry 64 (2003) 82–829. [Google Scholar]

[30] Sander L.C., Sharpless K.E., Craft N.E., Wise S.A., Development of engineered stationary phases for the separation of carotenoid isomers, Anal. Chem. 66 (1994) 1667–1674. [CrossRef] [PubMed] [Google Scholar]

[31] Philip T., Chen T.-S., Nelson D.B., Liquid chromatographic profile of major carotenoid esters in commercially processed California navel and Valencia orange juice concentrates, J. Chromatogr. 442 (1988) 249–265. [CrossRef] [PubMed] [Google Scholar]

[32] Perez-Cacho P.R., Rouseff R., Processing and storage effects on orange juice aroma: a review, J. Agric. Food Chem. 56 (2008) 9785–9796. [CrossRef] [PubMed] [Google Scholar]

[33] Britton G., Liaaen-Jensen S., Pfander H., Carotenoids, Vol. 1 A: Isolation and analysis, Birkhauser Verlag, Basel, Switz., 1995. [Google Scholar]

[34] Dugo P., Herrero M., Giuffrida D., Ragonese C., Dugo G., Mondello L., Analysis of native carotenoid composition in orange juice using C₃₀ columns in tandem, J. Sep. Sci. 31 (2008) 2151–2160. [CrossRef] [PubMed] [Google Scholar]

[35] Dugo P., Giuffrida D., Herrero M., Donato P., Mondello L., Epoxycarotenoids esters analysis in intact orange juices using two-dimensional comprehensive liquid chromatography, J. Sep. Sci. 32 (2009), 973–980. [CrossRef] [PubMed] [Google Scholar]

[36] Melendez-Martinez A.J., Vicario I.M., Heredia F.J., Carotenoids, color, and ascorbic acid content of a novel frozen-marketed orange juice, J. Agric. Food Chem. 55 (2007) 1347–1355. [CrossRef] [PubMed] [Google Scholar]