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Hesperetin 7-O-glucoside and prunin in Citrus species (C. aurantium and C. paradisi). A study of their quantitative distribution in immature fruits and as immediate precursors of neohesperidin and naringin in Citrus aurantium

Cite this: J. Agric. Food Chem. 1993, 41, 11, 1920–1924
Publication Date (Print):November 1, 1993
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    Cited By

    This article is cited by 48 publications.

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    2. O. Benavente-García and J. Castillo. Update on Uses and Properties of Citrus Flavonoids: New Findings in Anticancer, Cardiovascular, and Anti-inflammatory Activity. Journal of Agricultural and Food Chemistry 2008, 56 (15) , 6185-6205.
    3. María José del Baño,, Juan Lorente,, Julián Castillo,, Obdulio Benavente-García,, María Piedad Marín,, José Antonio Del Río,, Ana Ortuño, and, Isidro Ibarra. Flavonoid Distribution during the Development of Leaves, Flowers, Stems, and Roots of Rosmarinus officinalis. Postulation of a Biosynthetic Pathway. Journal of Agricultural and Food Chemistry 2004, 52 (16) , 4987-4992.
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    5. Mitsuo Miyazawa,, Yoshiharu Okuno,, Mami Fukuyama,, Sei-ichi Nakamura, and, Hiroshi Kosaka. Antimutagenic Activity of Polymethoxyflavonoids from Citrus aurantium. Journal of Agricultural and Food Chemistry 1999, 47 (12) , 5239-5244.
    6. J. A. Del Río,, M. C. Arcas,, O. Benavente-García, and, A. Ortuño. Citrus Polymethoxylated Flavones Can Confer Resistance against Phytophthora citrophthora, Penicillium digitatum, and Geotrichum Species. Journal of Agricultural and Food Chemistry 1998, 46 (10) , 4423-4428.
    7. A. Ortuño,, J. M. Botía,, M. D. Fuster,, I. Porras,, A. García-Lidón, and, J. A. Del Río. Effect of Scoparone (6,7-Dimethoxycoumarin) Biosynthesis on the Resistance of Tangelo Nova, Citrus paradisi, and Citrus aurantium Fruits against Phytophthora parasitica. Journal of Agricultural and Food Chemistry 1997, 45 (7) , 2740-2743.
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    20. Piyanuch Rojsanga, Somnuk Bunsupa, Pongtip Sithisarn. Flavones Contents in Extracts from Oroxylum indicum Seeds and Plant Tissue Cultures. Molecules 2020, 25 (7) , 1545.
    21. Saravanan Gunaseelan, Kai Zhi Wong, Nyo Min, Jialei Sun, Nur Khairiah Binte Mohd Ismail, Yee Joo Tan, Regina Ching Hua Lee, Justin Jang Hann Chu. Prunin suppresses viral IRES activity and is a potential candidate for treating enterovirus A71 infection. Science Translational Medicine 2019, 11 (516)
    22. Aolu Liu, Baohua Huang, Lin Lei, Yu‐Jing Lu, Jin‐Lin Zhou, Wing‐Leung Wong. Production of high antioxidant activity flavonoid monoglucosides from citrus flavanone with immobilised α‐L‐rhamnosidase in one step. International Journal of Food Science & Technology 2019, 54 (10) , 2854-2862.
    23. Shafia Bashir, Nirmaljit Kaur, N. K. Arora. Dynamics of partitioning of major sugars, total phenols and flavonoids in the juice of seven wine grape (Vitis spp.) cultivars during different stages of berry development. Plant Physiology Reports 2019, 24 (1) , 112-118.
    24. Kavita Sharma, Neelima Mahato, Yong Rok Lee. Extraction, characterization and biological activity of citrus flavonoids. Reviews in Chemical Engineering 2019, 35 (2) , 265-284.
    25. Antonia D. Asencio, María Serrano, Santiago García-Martínez, María T. Pretel. Organic acids, sugars, antioxidant activity, sensorial and other fruit characteristics of nine traditional Spanish Citrus fruits. European Food Research and Technology 2018, 244 (8) , 1497-1508.
    26. P. Legua, J.B. Forner, Fca. Hernández, M.A. Forner-Giner. Total phenolics, organic acids, sugars and antioxidant activity of mandarin (Citrus clementina Hort. ex Tan.): Variation from rootstock. Scientia Horticulturae 2014, 174 , 60-64.
    27. Maria A. Anagnostopoulou, Panagiotis Kefalas. Bioflavonoid profile of citrus juices from Greece. Biomedical Chromatography 2012, 26 (10) , 1252-1268.
    28. Ikram Moulehi, Soumaya Bourgou, Ines Ourghemmi, Moufida Saidani Tounsi. Variety and ripening impact on phenolic composition and antioxidant activity of mandarin (Citrus reticulate Blanco) and bitter orange (Citrus aurantium L.) seeds extracts. Industrial Crops and Products 2012, 39 , 74-80.
    29. Young-Hun Choi, Young-Jae Lee, Sun-Yi Lee, Chi-Won Chae, Suk-Man Park, Sang-Suk Kim, Hyun-Joo An, Dale King, Chang-Hoon Han, Hyun-Ju Hong. Effect of Concentrated Dangyooja-derived Flavonoids Extract Added to Citrus Beverage on Obesity and Blood Lipids in Rats. Korean Journal of Horticultural Science and Technology 2012, 30 (2) , 214-219.
    30. A. Ortuño, L. Díaz, N. Alvarez, I. Porras, A. García-Lidón, J.A. Del Río. Comparative study of flavonoid and scoparone accumulation in different Citrus species and their susceptibility to Penicillium digitatum. Food Chemistry 2011, 125 (1) , 232-239.
    31. Ufuk Koca, Mark A. Berhow, Vicente J. Febres, Karen I. Champ, Omar Carrillo‐Mendoza, Gloria A. Moore. Decreasing unpalatable flavonoid components in Citrus : the effect of transformation construct. Physiologia Plantarum 2009, 137 (2) , 101-114.
    33. A. Ortuño, I. Nemsa, N. Alvarez, A. Lacasa, I. Porras, A. Garcia Lidón, J.A. Del Río. Correlation of ethylene synthesis in Citrus fruits and their susceptibility to Alternaria alternata pv. citri. Physiological and Molecular Plant Pathology 2008, 72 (4-6) , 162-166.
    34. Basavaraj Girennavar, G. K. Jayaprakasha, John L. Jifon, Bhimanagouda S. Patil. Variation of bioactive furocoumarins and flavonoids in different varieties of grapefruits and pummelo. European Food Research and Technology 2008, 226 (6) , 1269-1275.
    35. Renhua Huang, Renxue Xia, Yunmei Lu, Liming Hu, Yongjie Xu. Effect of pre‐harvest salicylic acid spray treatment on post‐harvest antioxidant in the pulp and peel of ‘Cara cara’ navel orange ( Citrus sinenisis L. Osbeck). Journal of the Science of Food and Agriculture 2008, 88 (2) , 229-236.
    36. A. Biolatto, V. Salitto, R.J.C. Cantet, N.A. Pensel. Influence of different postharvest treatments on nutritional quality of grapefruits. LWT - Food Science and Technology 2005, 38 (2) , 131-134.
    37. Maria A. Anagnostopoulou, Panagiotis Kefalas, Eugenios Kokkalou, Andreana N. Assimopoulou, Vassilios P. Papageorgiou. Analysis of antioxidant compounds in sweet orange peel by HPLC–diode array detection–electrospray ionization mass spectrometry. Biomedical Chromatography 2005, 19 (2) , 138-148.
    38. M.L. Calabrò, V. Galtieri, P. Cutroneo, S. Tommasini, P. Ficarra, R. Ficarra. Study of the extraction procedure by experimental design and validation of a LC method for determination of flavonoids in Citrus bergamia juice. Journal of Pharmaceutical and Biomedical Analysis 2004, 35 (2) , 349-363.
    39. F.R Marı́n, M Martinez, T Uribesalgo, S Castillo, M.J Frutos. Changes in nutraceutical composition of lemon juices according to different industrial extraction systems. Food Chemistry 2002, 78 (3) , 319-324.
    40. Kazunori Ogawa, Akemi Kawasaki, Mitsuo Omura, Toshio Yoshida, Yoshinori Ikoma, Masamichi Yano. 3′,5′-Di-C-β-glucopyranosylphloretin, a flavonoid characteristic of the genus Fortunella. Phytochemistry 2001, 57 (5) , 737-742.
    41. Iris Erlund, Esa Meririnne, Georg Alfthan, Antti Aro. Plasma Kinetics and Urinary Excretion of the Flavanones Naringenin and Hesperetin in Humans after Ingestion of Orange Juice and Grapefruit Juice. The Journal of Nutrition 2001, 131 (2) , 235-241.
    42. John A. Manthey, Karel Grohmann, Mark A. Berhow, Brent Tisserat. Changes in citrus leaf flavonoid concentrations resulting from blight-induced zinc-deficiency. Plant Physiology and Biochemistry 2000, 38 (4) , 333-343.
    43. Mark A. Berhow. Flavonoid Accumulation in Tissue and Cell Culture. 1998, 67-84.
    44. John A. Manthey, Karel Grohmann. Flavonoids of the Orange Subfamily Aurantioideae. 1998, 85-101.
    45. J.A.Del Río, M.D. Fuster, F. Sabater, I. Porras, A. García-Lidón, A. Ortuño. Selection of citrus varieties highly productive for the neohesperidin dihydrochalcone precursor. Food Chemistry 1997, 59 (3) , 433-437.
    46. Ana Ortuño, Inès Reynaldo, Maria Dolores Fuster, Juana Botía, Damián Garcia Puig, Francisco Sabater, Angel García Lidón, Ignacio Porras, JoséAntonio Del Río. Citrus cultivars with high flavonoid contents in the fruits. Scientia Horticulturae 1997, 68 (1-4) , 231-236.
    47. Mark A. Berhow, Dora Smolensky. Developmental and substrate specificity of hesperetin-7-O-glucosyltransferase activity in Citrus limon tissues using high-performance liquid chromatographic analysis. Plant Science 1995, 112 (2) , 139-147.
    48. J. A. Del Rio, J. Castillo, O. Benavente-Garcáa. Elucidation by Reverse Phase HPLC of Some Citrus Flavanones and Their Respective Dihydrochalcones: Structural Study. Journal of Liquid Chromatography 1994, 17 (16) , 3461-3477.

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