Characterization and biological activity of flavonoids from ripe fruit of an anthracnose-resistant blueberry cultivar

Physiological and Molecular Plant Pathology

Volumn 83, Issue , 2013, Pages 8-16

  Miles, Timothy D ^a   Vandervoort, Christine ^a   Nair, Muraleedharan G ^a   Schilder, Annemiek C ^a  

^a MICHIGAN STATE UNIVERSITY   (United States)

Author keywords

Anthocyanins; Antifungal; Colletotrichum acutatum; Flavonols; Host resistance; Lipid peroxidation; Myricetin; Quercetin; Vaccinium corymbosum

Indexed keywords

COLLETOTRICHUM; GLOMERELLA ACUTATA; VACCINIUM; VACCINIUM CORYMBOSUM;

EID: 84876309801     PISSN: 08855765     EISSN: 10961178     Source Type: Journal    
DOI: 10.1016/j.pmpp.2013.02.004     Document Type: Article

References (53)

1. Polashock J.J., Ehlenfeldt M.K., Stretch A.W., Kramer M. Anthracnose fruit rot resistance in blueberry cultivars. Plant Dis 2005, 89:33-38.
2. Hancock J.F., Callow P., Serce S., Hanson E.J., Beaudry R. Effect of cultivar, controlled atmosphere storage, and fruit ripeness on the long-term storage of highbush blueberries. HortTechnology 2008, 18:199-205.
3. Ehlenfeldt M.K., Polashock J.J., Stretch A.W., Kramer M. Leaf disk infection by Colletotrichum acutatum and its relation to fruit rot in diverse blueberry germplasm. HortScience 2006, 41:270-271.
4. Polashock J., Saftner R., Kramer M. Postharvest highbush blueberry fruit antimicrobial volatile profiles in relation to anthracnose fruit rot resistance. J Am Soc Hortic Sci 2007, 132:859-868.
5. Brown G.E. Ultrastructure of penetration of ethylene-degreened Robinson tangerines by Colletotrichum gloeosporioides after ethylene treatment. Phytopathology 1977, 67:700-706.
6. Timmer L., Brown G. Biology and control of anthracnose diseases of citrus. Colletotrichum: host specificity, pathology, and host-pathogen interaction 2000, 300-316. APS Press, St. Paul, MN, USA. D. Prusky (Ed.).
7. Prusky D. Pathogen quiescence in postharvest diseases. Annu Rev Phytopathol 1996, 34:413-434.
8. Prusky D., Koblier I., Ardi R., Beno-Moalem D., Yakoby N., Keen N. Resistance mechanisms of subtropical fruits to Colletotrichum gloeosporioides. Colletotrichum: host specificity, pathology, and host-pathogen interaction 2000, 232-244. APS Press, St. Paul, MN, USA. D. Prusky (Ed.).
9. Wharton P.S., Schilder A.M.C. Novel infection strategies of Colletotrichum acutatum on ripe blueberry fruit. Plant Pathol 2008, 57:122-134.
10. Miles T.D., Day B., Schilder A.C. Identification of differentially expressed genes in a resistant versus a susceptible blueberry cultivar after infection by Colletotrichum acutatum. Mol Plant Pathol 2011, 12:463-477.
11. Miles TD, Hancock J, Callow P, Schilder AC Evaluation of screening methods and fruit composition in relation to anthracnose fruit rot resistance in blueberries. Plant Pathol 2012, 61:555-566.
12. Ichiyanagi T., Tateyama C., Oikawa K., Konishi T. Comparison of anthocyanin distribution in different blueberry sources by capillary zone electrophoresis. Biol Pharm Bull 2000, 23:492-497.
13. Kader F., Rovel B., Girardin M., Metche M. Fractionation and identification of the phenolic compounds of highbush blueberries (Vaccinium corymbosum, L.). Food Chem 1996, 55:35-40.
14. Kalt W., McDonald J.E. Chemical composition of lowbush blueberry cultivars. J Am Soc Hortic Sci 1996, 121:142-146.
15. Prior R.L., Lazarus S.A., Cao G., Muccitelli H., Hammerstone J.F. Identification of procyanidins and anthocyanins in blueberries and cranberries (Vaccinium spp.) using high-performance liquid chromatography/mass spectrometry. J Agric Food Chem 2001, 49:1270-1276.
16. Joseph J.A., Denisova N.A., Bielinski D., Fisher D.R., Shukitt-Hale B. Oxidative stress protection and vulnerability in aging: putative nutritional implications for intervention. Mech Ageing Dev 2000, 116:141-153.
17. Kahkonen M.P., Hopia A.I., Heinonen M. Berry phenolics and their antioxidant activity. J Agric Food Chem 2001, 49:4076-4082.
18. Liu M., Li X., Weber C., Lee C., Brown J., Liu R. Antioxidant and antiproliferative activities of raspberries. J Agric Food Chem 2002, 50:2926-2930.
19. Pinhero R., Paliyath G. Antioxidant and calmodulin-inhibitory activities of phenolic components in fruit wines and its biotechnological implications. Food Biotechnol 2001, 15:179-192.
20. Jayaprakasam B., Vareed S.K., Olson L.K., Nair M.G. Insulin secretion by bioactive anthocyanins and anthocyanidins present in fruits. J Agric Food Chem 2005, 53:28-31.
21. de Pascual-Teresa S., Moreno D.A., García-Viguera C. Flavanols and anthocyanins in cardiovascular health: a review of current evidence. Int J Mol Sci 2010, 11:1679-1703.
22. Wang H., Nair M.G., Strasburg G.M., Chang Y.C., Booren A.M., Gray J.I., et al. Antioxidant and antinflammatory activities of anthocyanins and their aglycon, cyanidin, from tart cherries. J Nat Prod 1999, 62:294-296.
23. Stoner G., Wang L., Zikri N., Chen T., Hecht S., Huang C., et al. Cancer prevention with freeze-dried berries and berry components. Semin Cancer Biol 2007, 17:403-410.
24. Seeram N., Adams L., Zhang Y., Lee R., Sand D., Scheuller H., et al. Blackberry, black raspberry, blueberry, cranberry, red raspberry, and strawberry extracts inhibit growth and stimulate apoptosis of human cancer cells in vitro. J Agric Food Chem 2006, 54:9329-9339.
25. Bobe G., Wang B., Seeram N., Nair M., Bourquin L. Dietary anthocyanin-rich tart cherry extract inhibits intestinal tumorigenesis in APC(Min) mice fed suboptimal levels of sulindac. J Agric Food Chem 2006, 54:9322-9328.
26. Gao L., Mazza G. Quantitation and distribution of simple and acylated anthocyanins and other phenolics in blueberries. J Food Sci 1994, 59:1057-1059.
27. Häkkinen S.H., Törrönen A.R. Content of flavonols and selected phenolic acids in strawberries and Vaccinium species: influence of cultivar, cultivation site and technique. Food Res Int 2000, 33:517-524.
28. Arts I.C.W., van de Putte B., Hollman P.C.H. Catechin contents of foods commonly consumed in the Netherlands. 1. Fruits, vegetables, staple foods, and processed foods. J Agric Food Chem 2000, 48:1746-1751.
29. Cipollini M., Stiles E. Antifungal activity of ripe ericaceous fruits: phenolic-acid interactions and palatability for dispersers. Biochem Syst Ecol 1992, 20:501-514.
30. Cipollini M., Stiles E. Relative risks of fungal rot for temperate ericaceous fruits: effects of seasonal variation on selection for chemical defense. Can J Bot 1992, 70:1868-1877.
31. Cipollini M., Stiles E. Fruit rot, antifungal defense, and palatability of fleshy fruits for frugivorous birds. Ecology 1993, 74:751-762.
32. Prusky D., Keen N. Involvement of preformed antifungal compounds in the resistance of subtropical fruits to fungal decay. Plant Dis 1993, 77:114-119.
33. Guetsky R., Kobiler I., Wang X., Perlman N., Gollop N., Avila-Quezada G., et al. Metabolism of the flavonoid epicatechin by laccase of Colletotrichum gloeosporioides and its effect on pathogenicity on avocado fruits. Phytopathology 2005, 95:1341-1348.
34. Hassan M.K., Dann E.K., Irving D.E., Coates L.M. Concentrations of constitutive alk(en)ylresorcinols in peel of commercial mango varieties and resistance to postharvest anthracnose. Physiol Mol Plant Pathol 2007, 71:158-165.
35. Lo S.C., De Verdier K., Nicholson R.L. Accumulation of 3-deoxyanthocyanidin phytoalexins and resistance to Colletotrichum sublineolum in sorghum. Physiol Mol Plant Pathol 1999, 55:263-273.
36. USDA database for the flavonoid content of selected foods 2007, Release 2.1, US Department of Agriculture, Beltsville, MD, Available from:. http://www.ars.usda.gov/Service/docs.htm%3fdocid%3d6231.
37. Lätti A.K., Jaakola L., Riihinen K.R., Kainulainen P.S. Anthocyanin and flavonol variation in bog bilberries (Vaccinium uliginosum L.) in Finland. J Agric Food Chem 2009, 58:427-433.
38. Rodriguez-Saona L.E., Wrolstad R.E. Extraction, isolation, and purification of anthocyanins. Current protocols in food analytical chemistry 2001, UNIT F1.1.
39. Allen E., Kuc J. α-Solanine and α-chaconine as fungitoxic compounds in extracts of Irish potato tubers. Phytopathology 1968, 58:776-781.
40. Mathews RH, Pehrsson PR, Farhat-Sabet M. Sugar content of selected foods: individual and total sugars. USDA Home Econ Research Report Number 48. 1987:7.
41. Arora A., Nair M.G., Strasburg G.M. Structure-activity relationships for antioxidant activities of a series of flavonoids in a liposomal system. Free Radic Biol Med 1998, 24:1355-1363.
42. Seeram N.P., Momin R.A., Nair M.G., Bourquin L.D. Cyclooxygenase inhibitory and antioxidant cyanidin glycosides in cherries and berries. Phytomedicine 2001, 8:362-399.
43. Harborne J.B., Mabry T.J., Mabry H. The Flavonoids 1975, Academic Press, New York.
44. Almada-Ruiz E., Martinez-Tellez M.A., Hernandez-Alamos M.M., Vallejo S., Primo-Yufera E., Vargas-Arispuro I. Fungicidal potential of methoxylated flavones from citrus for in vitro control of Colletotrichum gloeosporioides, causal agent of anthracnose disease in tropical fruits. Pest Manage Sci 2003, 59:1245-1249.
45. Durango D., Quiñones W., Torres F., Rosero Y., Gil J., Echeverri F. Phytoalexin accumulation in Colombian bean varieties and aminosugars as elicitors. Molecules 2002, 7:817-832.
46. Kalt W., McDonald J., Ricker R., Lu X. Anthocyanin content and profile within and among blueberry species. Can J Plant Sci 1999, 79:617-624.
47. Wang Y., Hamburger M., Gueho J., Hostettmann K. Antimicrobial flavonoids from Psiadia trinervia and their methylated and acetylated derivatives. Phytochemistry 1989, 28:2323-2327.
48. Miles T.D., Wharton P.S., Schilder A.C. Cytological and chemical evidence for an active resistance response to infection by Colletotrichum acutatum in 'Elliott' blueberries. Acta Hortic 2009, 810:361-368.
49. Waage S.K., Hedin P.A. Quercetin 3-O-galactosyl-(1Æ6)-glucoside, a compound from narrowleaf vetch with antibacterial activity. Phytochemistry 1985, 24:243-245.
50. Takahama U., Hirota S. Deglucosidation of quercetin glucosides to the aglycone and formation of antifungal agents by peroxidase-dependent oxidation of quercetin on browning of onion scales. Plant Cell Physiol 2000, 41:1021-1029.
51. Xu H., Lee S. Activity of plant flavonoids against antibiotic resistant bacteria. Phytother Res 2001, 15:39-43.
52. Osman A., Makris D.P., Kefalas P. Investigation on biocatalytic properties of a peroxidase-active homogenate from onion solid wastes: An insight into quercetin oxidation mechanism. Process Biochem 2008, 43:861-867.
53. Meazza G., Dayan F.E., Wedge D.E. Activity of quinones on Colletotrichum species. J Agric Food Chem 2003, 51:3824-3828.