Does an apple a day keep the doctor away because a phytoestrogen a day keeps the virus at bay? A review of the anti-viral properties of phytoestrogens

Phytochemistry

Volumn 68, Issue 3, 2007, Pages 266-274

  Martin, J H J ^a   Crotty, S ^a   Warren, P ^a   Nelson, P N ^a  

^a UNIVERSITY OF WOLVERHAMPTON   (United Kingdom)

Author keywords

Anti viral; Apple; Diet; Phytoestrogen; Virus

Indexed keywords

ANTIVIRUS AGENT; PHYTOESTROGEN;

APPLE; CHEMISTRY; DENGUE VIRUS; DRUG EFFECT; HERPES VIRUS; HUMAN; ORTHOMYXOVIRUS; SHORT SURVEY;

ANTIVIRAL AGENTS; DENGUE VIRUS; HERPESVIRIDAE; HUMANS; MALUS; ORTHOMYXOVIRIDAE; PHYTOESTROGENS;

HERPES; MALUS X DOMESTICA;

EID: 33846247895     PISSN: 00319422     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.phytochem.2006.11.018     Document Type: Short Survey

References (77)

1. Afanas'ev I.B., Dorozhko A.I., Brodskii A.V., Kostyuk V.A., and Potapovitch A.I. Chelating and free radical scavenging mechanisms of inhibitory action of rutin and quercetin in lipid peroxidation. Biochem. Pharmacol. 38 (1989) 1763-1769
2. Akiyama T., Ishida J., Nakagawa S., Ogawars H., Watanabe S., Itoh N., Shibuya M., and Fukami Y. Genistein, a specific inhibitor of tyrosine specific protein kinases. J. Biol. Chem. 262 (1987) 5592-5595
3. Akula S.M., Hurley D.J., Wixon R.L., Wang C., and Chase C.C. Effect of genistein on replication of bovine herpesvirus type 1. Am. J. Vet. Res. 63 (2002) 1124-1128
4. Anderson R.G.W. The caveolae membrane system. Annu. Rev. Biochem. 67 (1998) 199-225
5. Anderson H.A., Chen Y., and Norkin L.C. Bound simian virus 40 translocates to caveolin-enriched membrane domains, and its entry is inhibited by drugs that selectively disrupt caveolae. Mol. Biol. Cell. 7 (1996) 1825-1834
6. Anderson H.A., Chen Y., and Norkin L.C. MHC class I molecules are enriched in caveolae but do not enter with simian virus 40. J. Gen. Virol. 79 (1998) 1469-1477
7. Avirutnan P., Malasit P., Seliger B., Bhakdi S., and Husmann M. Dengue virus infection of human endothelial cells leads to chemokine production, complement activation and apoptosis. J. Immunol. 161 (1998) 6338-6346
8. Bacciottini L., and Brandi M.L. Foods and new foods: the role of nutrition in skeletal health. J. Clin. Gastroenterol. 38 (2004) 115-117
9. Baird A., Florkiewicz R.Z., Maher P.A., Kaner R.J., and Hajjar D.P. Mediation of virion penetration into vascular cells by association of basic fibroblast growth factor with herpes simplex virus type 1. Science 348 (1990) 344-346
10. Boker L.K., Van der Schouw Y.T., De Kleijn M.J., Jacques P.F., Grobbee D.E., and Peeters P.H. Intake of dietary phytoestrogens by Dutch women. J. Nutr. 132 (2002) 1319-1328
11. Bosch I., Xhaja K., Estevez L., Raines G., Melichar H., Warke R.V., Fournier M.V., Ennis F.A., and Rothman A.L. Increased production of interleukinn-8 in primary human monocytes and in human epithelial and endothelial cell lines after dengue virus challenge. J. Virol. 76 (2002) 5588-5597
12. Boyer J., and Liu R.H. Apple phytochemicals and their health benefits. Nutr. J. 3 (2004) 5
13. Busby M.G., Jeffcoat A.R., Bloeden L.T., Koch M.A., Black T., Dix K.J., Heizer W.D., Thomas B.F., Hill J.M., Crowell J.A., and Zeisel h.S.H. Clinical characteristics and pharmacokinetics of purified soy isoflavones: single-dose administration to healthy men. Am. J. Clin. Nutr. 75 (2002) 126-136
14. Carbone M., Pass H.I., Rizzo P., Marinetti M., DiMuzio M., Mew D.J., Levine A.S., and Procopio A. Simian virus 40-like DNA sequences in human pleural mesothelioma. Oncogene 9 (1994) 1781-1790
15. Caserta M.T., Mock D.J., and Dewhurst S. Human herpesvirus 6. Clin. Infect. Dis. 33 (2001) 829-833
16. Chen Y., and Norkin L.C. Extracellular simian virus 40 transmits a signal that promotes virus enclosure within caveolae. Exp. Cell. Res. 246 (1999) 83-90
17. Chiu T.K., and Davies D.R. Structure and function of HIV-1 integrase. Curr. Top. Med. Chem. 4 (2004) 965-977
18. Cirone M., Zompetta C., Tarasi D., Frati L., and Faggioni A. Infection of human T lymphoid cells by human herpesvirus 6 blocked by two unrelated protein tyrosine kinase inhibitors, biochanin A and herbimycin. AIDS Res. Hum. Retroviruses 12 (1996) 1629-1634
19. Constantinou A., Mehta R., Runyan C., Rao K., Vaughan A., and Moon R. Flavonoids as DNA topoisomerase antagonists and poisons: structure-activity relationships. J. Nat. Prod. 58 (1995) 217-225
20. Cos P., Ying L., Calomme M., Hu J.P., Cimanga K., Van Poel B., Pieters L., Vlietinck A.J., and Vanden Berge D. Structure-activity relationship and classification of flavonoids as inhibitors of xanthine oxidase and superoxide scavengers. J. Nat. Prod. 61 (1998) 71-76
21. Coward L., Barnes N., Setchell K.D.R., and Barnes S. Genistein, Daidzein and their glycoside conjugates: antitumour isoflavones in soybean foods from American and Asian diets. J. Agric. Food. Chem. 41 (1993) 1961-1967
22. Craighead J.E., and McLane M.F. Diabetes mellitus: induction in mice by encephalomyocarditis virus. Science 162 (1968) 913-914
23. Dangoria N.S., Breau W.C., Anderson H.A., Cishek D.M., and Norkin L.C. Extracellular simian virus 40 induces an ERK/MAP kinase-independent signaling pathway that activates primary response genes and promotes virus entry. J. Gen. Virol. 77 (1996) 2173-2182
24. Dijsselbloem N., Vanden Berghe W., De Naeyer A., and Haegeman G. Soy isoflavone phyto-pharmaceuticals in interleukin-6 affections. Multi-purpose nutraceuticals at the crossroad of hormone replacement, anti-cancer and anti-inflammatory therapy. Biochem. Pharmacol. 68 (2004) 1171-1185
25. Dingwell K.S., and Johnson D.C. The herpes simplex virus gE-gI complex facilitates cell-to-cell spread and binds to components of cell junctions. J. Virol. 72 (1998) 8933-8942
26. Eldridge A.C., and Kwolek W.F. Soybean isoflavones: effect of environment and variety on composition. J. Agric. Food Chem. 31 (1983) 394-396
27. Fesen M.R., Kohn K.W., Leteurtre F., and Pommier Y. Inhibitors of human immunodeficiency virus integrase. Proc. Natl. Acad. Sci. USA 90 (1993) 2399-2403
28. Franke A.A., Custer L.J., Cerna C.M., and Narala K. Rapid HPLC analysis of dietary phytoestrogens from legumes and from human urine. Proc. Soc. Exp. Biol. Med. 208 (1995) 18-26
29. Franke A.A., Custer L.J., Wang W., and Shi C.Y. HPLC analysis of isoflavonoids and other phenolic agents from foods and from human fluids. Proc. Soc. Exp. Biol. Med. 217 (1998) 263-273
30. Franke A.A., Custer L.J., Arakaki C., and Murphy S.P. Vitamin C and flavonoid levels of fruits and vegetables consumed in Hawaii. J. Food Comp. Anal. 17 (2004) 1-35
31. Greiner L.L., Stahly T.S., and Stabel T.J. The effect of dietary soy genistein on pig growth and viral replication during a viral challenge. J. Anim. Sci. 79 (2001) 1272-1279
32. Heber D. Vegetables, fruits and phytoestrogens in the prevention of diseases. J. Postgrad. Med. 50 (2004) 145-149
33. Hirasawa K., Kim A., Han H.S., Han J., Jun H.S., and Yoon J.W. Effect of p38 mitogen-activated protein kinase on the replication of encephalomyocarditis virus. J. Virol. 77 (2003) 5649-5656
34. Hou J., and Major E.O. Progressive multifocal leukoencephalopathy: JC virus induced demyelination in the immune compromised host. J. Neurovirol. 6 (2000) S98-S101
35. Jones J.S., and Rissser R. Cell fusion induced by the murine leukemia virus envelope glycoprotein. J. Virol. 67 (1993) 67-74
36. Klemperer N.D., Lyttle J., Tauzin D., Traktman P., and Robinson A.J. Identification and characterization of the orf virus type I topoisomerase. Virology 206 (1995) 203-215
37. Kubo Y., Ishimoto A., and Amanuma H. Genistein, a protein tyrosine kinase inhibitor, suppresses the fusogenicity of Moloney murine leukemia virus envelope protein in XC cells. Arch. Virol. 148 (2003) 1899-1914
38. Kumar R., Mathur A., Kumar A., Sethi G.D., Sharma S., and Chaturvedi U.C. Virological investigations of acute encephalopathy in India. Arch. Dis. Child. 65 (1990) 1227-1230
39. Kumar P., Sharma S., Khanna M., and Raj H.G. Effect of Quercetin on lipid peroxidation and changes in lung morphology in experimental influenza virus infection. Int. J. Exp. Pathol. 84 (2003) 127-133
40. Kurzchalia T.V., and Parton R.G. Membrane microdomains and caveolae. Curr. Opin. Cell. Biol. 11 (1999) 424-431
41. Larsson E., and Andersson G. Beneficial role of human endogenous retroviruses: facts and hypotheses. Scand. J. Immunol. 48 (1998) 329-338
42. Lecot S., Belouzard S., Dubuisson J., and Rouille Y. Bovine viral diarrhea virus entry is dependent on clathrin-mediated endocytosis. J. Virol. 79 (2005) 10826-10829
43. Lee K.W., Kim Y.J., Kim D.O., Lee H.J., and Lee C.Y. Major phenolics in apple and their contribution to the total antioxidant capacity. J. Agric. Food Chem. 51 (2003) 6516-6520
44. Lemaster S., and Roizman B. Herpes simplex virus phosphoproteins. II. Characterisation of the virion protein kinase and of the polypeptides phosphorylated in the virion. J. Virol. 35 (1980) 798-811
45. Martin, J.H.J., Crotty, S., Warren, P., Nelson, P. 2005. The effect of phytoestrogens on nitric oxide production and HERV-K10 expression of human breast cancer cell lines. National Cancer Research Institute Cancer Conference, Birmingham UK, Abstract number P66.
46. Medoza S.M., Konishi T., and Miller C.W. Integration of SV40 in human osteosarcoma Oncogene 17 (1998) 2457-2462
47. Murphy P.A., Song T., Buseman G., Barua K., Beecher G.R., Trainer D., and Holden J. Isoflavones in retail and institutional soy foods. J. Agric. Food Chem. 47 (1999) 2697-2704
48. Nelson P.N., Davari Ejtehadi H., Carnegie P., Roden D., Martin J., Rowland-Jones S., Hooley P., Astley J., and Murray P.G. Demystified... human endogenous retroviruses. J. Clin. Path.; Mol. Path. 56 (2003) 11-18
49. Nelson P.N., Hooley P., Roden D., Davari Ejtehadi H., Rylance P., Warren P., Martin J., and Murray P.G. Human endogenous retroviruses: transposable elements with potential?. Clin. Exp. Immunol. 138 (2004) 1-9
50. Nuutila A.M., Kammiovirta K., and Oksman-Caldentey K.-M. Comparison of methods for the hydroysis of flavonoids and phenolic acids from onion and spinach for HPLC analysis. Food Chem. 76 (2002) 519-525
51. Pelkmans L., and Helenius A. Endocytosis via caveolae. Traffic 3 (2002) 311-320
52. Pelkmans L., and Helenius A. Insider information: what viruses tell us about endocytosis. Curr. Opin. Cell. Biol. 15 (2003) 414-422
53. Pelkmans L., Puntener D., and Helenius A. Local actin polymerization and dynamin recruitment in SV40-induced internalization of caveolae. Science 296 (2002) 535-539
54. Pettersson H., and Kiessling K.-H. Liquid chromatographic determination of the plant estrogens coumestrol and isoflavones in animal feed. J. Assoc. Off. Anal. Chem. 67 (1984) 503-506
55. Querbes W., Benmerah A., Tosoni D., Di Fiore P.P., and Atwood W.J. A JC virus-induced signal is required for infection of glial cells by a clathrin- and eps15-dependent pathway. J. Virol. 78 (2004) 250-256
56. Raung S.L., Chen S.Y., Liao S.L., Chen J.H., and Chen C.J. Tyrosine kinase inhibitors attenuate Japanese encephalitis virus-induced neurotoxicity. Biochem. Biophys. Res. Commun. 327 (2005) 399-406
57. Rigau-Perez J.G., Clark G.G., Gubler D.J., Reiter D.J., Sanders E.J., and Vorndam A.V. Dengue and dengue haemorrhagic fever. Lancet 352 (1998) 971-977
58. Sakakibara H., Honda Y., Nakagawa S., Ashida H., and Kanazawa K. Simultaneous determination of all polyphenols in vegetables, fruits and teas. J. Agric. Food Chem. 51 (2003) 571-581
59. Setchell K.D.R., and Walsh M.B. High-performance liquid chromatographic analysis of phytoestrogens in soy protein preparations with ultraviolet, electrochemical and thermospray mass spectrometric detection. J. Chromatogr. 386 (1987) 315-323
60. Shaw A.M., Braun L., Frew T., Hurley D.J., Rowland R.R., and Chase C.C. A role for bovine herpesvirus 1 (BHV-1) glycoprotein E (gE) tyrosine phosphorylation in replication of BHV-1 wild-type virus but not BHV-1 gE deletion mutant virus. Virology 268 (2000) 159-166
61. Shuman S., Golder M., and Moss B. Insertional mutagenesis of the vaccinia virus gene encoding a type I DNA topoisomerase: evidence that the gene is essential for virus growth. Virology 170 (1989) 302-306
62. Smith A.E., and Helenius A. How viruses enter cells. Science 304 (2004) 237-242
63. Spear P.G., Eisenberg R.J., and Cohen G.H. Three classes of cell surface receptors for alphaherpesvirus entry. Virology 275 (2000) 1-8
64. Talavera D., Castillo A.M., Dominguez M.C., Gutierrez A.E., and Meza I. IL8 release, tight junction and cytoskeleton dynamic reorganisation conducive to permeability increase are induced in dengue virus infection of microvascular endothelial monolayers. J. Gen. Virol. 85 (2004) 1801-1813
65. Trapp S., Beer M., and Mettenleiter T.C. Biology of bovine herpesviruses. Berl Munch Tierarztl Wochenschr 116 (2003) 171-178
66. Tsao R., Yang R., Young J.C., and Zhu H. Polyphenolic profiles in eight apple cultivars using high-performance liquid chromatography (HPLC). J. Agric. Food Chem. 51 (2003) 6347-6353
67. Ullmann U., Metzner J., Franke T., Cohn W., and Riegger C. Safety, tolerability, and pharmacokinetics of single ascending doses of synthetic genistein (Bonistein) in healthy volunteers. Adv. Ther. 22 (2005) 65-78
68. US Department of Agriculture, Agricultural Research Service. 2002. USDA-Iowa State University Database on the Isoflavone Content of Foods, Release 1.3 - 2002. Nutrient Data Laboratory Web site: http://www.nal.usda.gov/fnic/foodcomp/Data/isoflav/isoflav.html.
69. US Department of Agriculture, Agricultural Research Service. 2006 USDA-Database for the Flavonoid Content of Selected Foods, Release 2 - 2006. Nutrient Data Laboratory Web site: http://www.nal.usda.gov/fnic/foodcomp/Data/Flav/Flav02.pdf.
70. Vella C., Brown C.L., and McCarthy D.A. Coxsackievirus B4 infection of the mouse pancreas: acute and persistent infection. J. Gen. Virol. 73 (1992) 1387-1394
71. Wang H., Kavanaugh M.P., North R.A., and Kabat D. Cell-surface receptor for ecotropic murine retroviruses is a basic amino-acid transporter. Nature 352 (1991) 729-731
72. Watanabe S., Yamaguchi M., Sobue T., Takahashi T., Miura T., Arai Y., Mazur W., Wahala K., and Adlercreutz H. Pharmacokinetics of soybean isoflavones in plasma, urine and faeces of men after ingestion of 60 g baked soybean powder (kinako). J. Nutr. 128 (1998) 1710-1715
73. Xu X., Wang H.J., Murphy P.A., Cook L., and Hendrich S. Daidzein is a more bioavailable soymilk isoflavone than is genistein in adult women. J. Nutr. 124 (1994) 825-832
74. Yi J.M., Kim H.M., and Kim H.S. Expression of the human endogenous retrovirus HERV-W family in various human tissues and cancer cells. J. Gen. Virol. 85 (2004) 1203-1210
75. Yoon J.W., Rodrigues M.M., Currier C., and Notkins A.L. Long-term complications of virus-induced diabetes mellitus in mice. Nature 296 (1982) 566-569
76. Yura Y., Yoshida H., and Sato M. Inhibition of herpes simplex virus replication by genistein, an inhibitor of protein-tyrosine kinase. Arch. Virol. 132 (1993) 451-461
77. Zand R.S., Jenkins D.J., and Diamandis E.P. Steroid hormone activity of flavonoids and related compounds. Breast Cancer Res. Treat. 62 (2000) 35-49