Alcoholic fermentation induces melatonin synthesis in orange juice

Journal of Pineal Research

Volumn 56, Issue 1, 2014, Pages 31-38

  Fernandez Pachon M S ^a   Medina, S ^b   Herrero Martin G ^a   Cerrillo, I ^a   Berna G ^a   Escudero Lopez B ^a   Ferreres, F ^b   Martin F ^a   Garcia Parrilla M C ^c   Gil Izquierdo, A ^b  

^a UNIVERSIDAD PABLO DE OLAVIDE   (Spain)

^b RESEARCH GROUP ON QUALITY   (Spain)

^c UNIVERSITY OF SEVILLE   (Spain)

Author keywords

alcoholic fermentation; food analysis; melatonin; orange juice; tryptophan; UHPLC MS MS

Indexed keywords

MELATONIN; TRYPTOPHAN;

ALCOHOL METABOLISM; ALCOHOLIC FERMENTATION; ARTICLE; FERMENTATION; ISOMER; MASS SPECTROMETRY; NUTRIENT CONTENT; ORANGE JUICE; PRECURSOR; ULTRA PERFORMANCE LIQUID CHROMATOGRAPHY;

ALCOHOLIC FERMENTATION; FOOD ANALYSIS; MELATONIN; ORANGE JUICE; TRYPTOPHAN; UHPLC-MS/MS;

ANALYSIS OF VARIANCE; BEVERAGES; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; CITRUS SINENSIS; FERMENTATION; MELATONIN; TANDEM MASS SPECTROMETRY; TRYPTOPHAN;

EID: 84890117204     PISSN: 07423098     EISSN: 1600079X     Source Type: Journal    
DOI: 10.1111/jpi.12093     Document Type: Article

References (51)

1. George TW, Paterson E, Waroonphan S, et al. Effects of chronic consumption of fruit and vegetable puree-based drinks on vasodilation, plasma oxidative stability and antioxidant status. J Hum Nutr Diet 2012; 25: 477-487.
2. Slavin JL, Lloyd B,. Health benefits of fruits and vegetables. Adv Nutr 2012; 3: 506-516.
3. Leenders M, Sluijs I, Ros MM, et al. Fruit and vegetable consumption and mortality: European prospective investigation into cancer and nutrition. Am J Epidemiol 2013; 178: 590-602.
4. Barros HR, Ferreira TA, Genovese MI,. Antioxidant capacity and mineral content of pulp and peel from commercial cultivars of citrus from Brazil. Food Chem 2012; 134: 1892-1898.
5. Fu W, Conklin BS, Lin PH, et al. Red wine prevents homocysteine-induced endothelial dysfunction in porcine coronary arteries. J Surg Res 2003; 115: 82-91.
6. Arranz S, Chiva-Blanch G, Valderas-Martinez P, et al. Wine, beer, alcohol and polyphenols on cardiovascular disease and cancer. Nutrients 2012; 4: 759-781.
7. Singh KJ, Cohen BE, Na B, et al. Alcohol consumption and 5-year change in left atrial volume among patients with coronary heart disease: results from the Heart and Soul study. J Card Fail 2013; 19: 183-189.
8. Klopotek Y, Otto K, Bohm V,. Processing strawberries to different products alters contents of vitamin C, total phenolics, total anthocyanins, and antioxidant capacity. J Agric Food Chem 2005; 53: 5640-5646.
9. Yoo KM, Al-Farsi M, Lee H, et al. Antiproliferative effects of cherry juice and wine in Chinese hamster lung fibroblast cells and their phenolic constituents and antioxidant activities. Food Chem 2010; 123: 734-740.
10. Jagtap UB, Waghmare SR, Lokhande VH, et al. Preparation and evaluation of antioxidant capacity of Jackfruit (Artocarpus heterophyllus Lam.) wine and its protective role against radiation induced DNA damage. Ind Crops Prod 2011; 34: 1595-1601.
11. Chattoraj A, Liu T, Zhang LS, et al. Melatonin formation in mammals: in vivo perspectives. Rev Endocr Metab Disord 2009; 10: 237-243.
12. Calvo JR, González-Yanes C, Maldonado MD,. The role of melatonin in the cells of the innate immunity: a review. J Pineal Res 2013; 55: 103-120.
13. Mauriz JL, Collado PS, Veneroso C, et al. A review of the molecular aspects of melatonin′s anti-inflammatory actions: recent insights and new perspectives. J Pineal Res 2013; 54: 1-14.
14. Cardinali DP, Srinivasan V, Brzezinski A, et al. Melatonin and its analogs in insomnia and depression. J Pineal Res 2012; 52: 365-375.
15. Galano A, Tan DX, Reiter RJ,. On the free radical scavenging activities of melatonin′s metabolites, AFMK and AMK. J Pineal Res 2013; 54: 245-257.
16. Rodríguez C, Mayo JC, Sainz RM, et al. Regulation of antioxidant enzymes: a significant role for melatonin. J Pineal Res 2004; 36: 1-9.
17. Tamura H, Nakamura Y, Korkmaz A, et al. Melatonin and the ovary: physiological and pathophysiological implications. Fertil Steril 2009; 92: 328-343.
18. Liu J, Huang F, He HW,. Melatonin effects on hard tissues: bone and tooth. Int J Mol Sci 2013; 14: 10063-10074.
19. Nduhirabandi F, du Toit EF, Lochner A,. Melatonin and the metabolic syndrome: a tool for effective therapy in obesity-associated abnormalities? Acta Physiol 2012; 205: 209-223.
20. Stürtz M, Cerezo AB, Cantos-Villar E, et al. Determination of the melatonin content of different varieties of tomatoes (Lycopersicon esculentum) and strawberries (Fragaria ananassa). Food Chem 2011; 127: 1329-1334.
21. Hattori A, Migitaka H, Ligo M, et al. Identification of melatonin in plants and its effects on plasma melatonin levels and binding to melatonin receptors in vertebrates. Biochem Mol Biol Int 1995; 35: 627-634.
22. Burkhardt S, Tan DX, Manchester LC, et al. Detection and quantification of the antioxidant melatonin in Montmorency and Balaton tart cherries (Prunus cerasus). J Agric Food Chem 2001; 49: 4898-4902.
23. Murch SJ, Alan AR, Cao J, et al. Melatonin and serotonin in flowers and fruits of Datura metel L. J Pineal Res 2009; 47: 277-283.
24. Iriti M, Varoni EM, Vitalini S,. Melatonin in traditional Mediterranean diets. J Pineal Res 2010; 49: 101-105.
25. Mercolini L, Mandrioli R, Raggi MA,. Content of melatonin and other antioxidants in grape-related foodstuffs: measurement using a MEPS-HPLC-F method. J Pineal Res 2012; 53: 21-28.
26. Reiter RJ, Manchester LC, Tan DX,. Melatonin in walnuts: influence on levels of melatonin and total antioxidant capacity of blood. Nutrition 2005; 21: 920-924.
27. Cardinali DP, Esquifino AI, Srinivasan V, et al. Melatonin and the immune system in aging. NeuroImmunoModulation 2008; 15: 272-278.
28. Sae-Teaw M, Johns J, Johns NP, et al. Serum melatonin levels and antioxidant capacities after consumption of pineapple, orange, or banana by healthy male volunteers. J Pineal Res 2012; 55: 58-64.
29. Johns NP, Johns J, Porasuphatana S, et al. Dietary intake of melatonin from tropical fruit altered urinary excretion of 6-sulfatoxymelatonin in healthy volunteers. J Agric Food Chem 2013; 61: 913-919.
30. Rodriguez-Naranjo MI, Gil-Izquierdo A, Troncoso AM, et al. Melatonin is synthesised by yeast during alcoholic fermentation in wines. Food Chem 2011; 126: 1608-1613.
31. Rodriguez-Naranjo MI, Gil-Izquierdo A, Troncoso AM, et al. Melatonin: a new bioactive compound present in wines. J Food Compos Anal 2011; 34: 603-608.
32. Rodriguez-Naranjo MI, Torija MJ, Mas A, et al. Production of melatonin by Saccharomyces strains under growth and fermentation conditions. J Pineal Res 2012; 53: 219-224.
33. Vitalini S, Gardana C, Simonetti P, et al. Melatonin, melatonin isomers and stilbenes in Italian traditional grape products and their antiradical capacity. J Pineal Res 2013; 54: 322-333.
34. Garcia-Moreno H, Calvo J, Maldonado M,. High levels of melatonin generated during the brewing process. J Pineal Res 2012; 55: 26-30.
35. Mena P, Gil-Izquierdo A, Moreno DA, et al. Melatonin is detected in pomegranate wines. Influence of variety and winemaking stage. LWT-Food Sci Technol 2012; 47: 13-18.
36. Tan DX, Hardeland R, Manchester LC, et al. Emergence of naturally occurring melatonin isomers and their proposed nomenclature. J Pineal Res 2012; 53: 113-121.
37. Gõmez FJ, Raba J, Cerutti S, et al. Monitoring melatonin and its isomer in Vitis vinifera cv. Malbec by UHPLC-MS/MS from grape to bottle. J Pineal Res 2012; 52: 349-355.
38. Mor M, Spadoni G, Diamantini G, et al. Antioxidant and cytoprotective activity of indole derivates related to melatonin. Adv Exp Med Biol 2003; 527: 567-575.
39. Sprenger J, Hardeland R, Fuhrgerg B, et al. Melatonin and other 5-methoxylated indoles in yeast: presence in high concentrations and dependence on tryptophan availability. Cytologia 1999; 64: 209-213.
40. Posmyk MM, Janas KM,. Melatonin in plants. Acta Physiol Plant 2009; 31: 1-11.
41. Office Internationale de la Vigne & du Vin. Recueil des Mèthodes Internationales D'analyse des Vins. OIV, Paris, France, 1990.
42. Gonzalez-Molina E, Moreno DA, Garcia-Viguera C,. Genotype and harvest time influence the phytochemical quality of Fino lemon juice (Citrus limon (L.) Burm. F.) for industrial use. J Agric Food Chem 2008; 56: 1669-1675.
43. Salazar C, Armenta JM, Cortes DF, et al. Combination of an AccQ.Tag-ultra performance liquid chromatographic method with tandem mass spectrometry for the analysis of amino acids. Methods Mol Biol 2012; 828: 13-28.
44. Nagumo Y, Tanaka K, Tewari K, et al. Rapid quantification of cyanamide by ultra-high-pressure liquid chromatography in fertilizer, soil or plant samples. J Chromatogr A 2009; 1216: 5614-5618.
45. Fiechter G, Pavelescu D, Mayer HK,. UPLC analysis of free amino acids in wines: profiling of on-lees aged wines. J Chromatogr B Analyt Technol Biomed Life Sci 2011; 879: 1361-1366.
46. Cohen SA,. Amino acid analysis using pre-column derivatization with 6-aminoquinolyl-N-hydroxysuccinimidyl carbamate. Analysis of hydrolyzed proteins and electroblotted samples. Methods Mol Biol 2003; 211: 143-154.
47. Boughton BA, Callahan DL, Silva C, et al. Comprehensive profiling and quantitation of amine group containing metabolites. Anal Chem 2011; 83: 7523-7530.
48. Arnao MB, Hernandez-Ruiz J,. Growth conditions influence the melatonin content of tomato plants. Food Chem 2013; 138: 1212-1214.
49. Zhao Y, Tan DX, Lei Q, et al. Melatonin and its potential biological functions in the fruits of sweet cherry. J Pineal Res 2013; 55: 79-78.
50. Rodriguez-Naranjo MI, Ordonez JL, Callejon RM, et al. Melatonin is formed during winemaking at safe levels of biogenic amines. Food Chem Toxicol 2013; 57: 140-146.
51. Diamantini G, Tarzia G, Spadoni G, et al. Metastable ion studies in the characterization of melatonin isomers. Rapid Commun Mass Spectrom 1998; 12: 1538-1542.