Antimicrobial properties of flavonoids

Dietary Phytochemicals and Microbes

Volumn 9789400739260, Issue , 2012, Pages 33-91

  Pistelli, Luisa ^a   Giorgi, Irene ^a  

^a UNIVERSITY OF PISA   (Italy)

Author keywords

Antibacterial activity; Antifungal activity; Flavonoids; MRSA strains; Synergistic effect

Indexed keywords

EID: 84883548432     PISSN: None     EISSN: None     Source Type: Book    
DOI: 10.1007/978-94-007-3926-0_2     Document Type: Chapter

References (140)

1. Abdel-Kader MS, Bahler BD, Malone S et al (2000) Bioactive saponins from Swartzia schomburgkii from the Suriname rainforest. J Nat Prod 63:1461-1464
2. Aherne SA, O'Brien NM (2002) Dietary fl avonoids: chemistry, food content, and metabolism. Nutrition 18:75-81
3. Aiyegoro OA, Okoh AI (2009) Use of bioactive plant products in combination with standard antibiotics: implications in antimicrobial chemotherapy. J Med Plant Res 3:1147-1152
4. Akroum S, Bendjeddou D, SattaD LK (2009) Antibacterial activity and acute toxicity effect of fl avonoids extracted from Mentha longifolia. Am-Euras J Sci Res 4:93-96
5. Alvarez MA, Debattista NB, Pappano NB (2006) Synergism of fl avonoids with bacteriostatic action against Staphylococcus aureus ATCC 25 923 and Escherichia coli ATCC 25 922. Biocell 30:39-42
6. Alvesalo J, Vuorela H, Tammela P et al (2006) Inhibitory effect of dietary phenolic compounds on Chlamydia pneumoniae in cell cultures. Biochem Pharmacol 71:735-741
7. Andersen OM, Markham KR (eds) (2006) Flavonoids: chemistry, biochemistry and applications. Taylor & Francis, London.
8. Arima H, Danno G (2002) Isolation of antimicrobial compounds from guava ( Psidium guajava L.). Biosci Biotechnol Biochem 66:1727-1730
9. Athikomkulchai S, Sriubolmas N, Ruangrungs N (2005) Antibacterial activity of fl avonoids from Bauhinia sirindhorniae. Thai J Health Res 19:13-19
10. Aubrey A (2007) Schotia latifolia Jacq. PlantzAfrica.com ( http://www.plantzafrica.com/plantqrs/schotialati.htm )
11. Basile A, Conte B, Rigano D et al (2010) Antibacterial and antifungal properties of acetonic extract of Feijoa sellowiana fruits and its effect on Helicobacter pylori growth. J Med Food 13:189-195
12. Borel C, Hostettmann K (1987) Molluscicidal saponins from Swartzia madagascariensis Desvaux. Helv Chim Acta 70:571-576
13. Borel C, Gupta MP, Hostettmann K (1987) Molluscicidal saponins from Swartzia simplex. Phytochemistry 26:2685-2689
14. Brorson E, Brorson S-H (2007). Grapefruit seed extract is a powerful in vitro agent against motile and cystic forms of Borrelia burgdorferi sensu lato. Infection 35: 206-208
15. Bylka W, Szaufer-Hajdrych M, Matawska I, Goliska O (2004) Antimicrobial activity of isocytisoside and extracts of Aquilegia vulgaris L. Lett Appl Microbiol 39:93-97
16. Cao YY, Dai B, Wang Y et al (2008) In vitro activity of baicalein against Candida albicans biofi lms. Int J Antimicrob Agents 32:73-77
17. Chaillou LL, Nazareno MA (2009) Bioactivity of propolis from Santiago del Estero, Argentina, related to their chemical composition. LWT-Food Sci Technol 42:1422-1427
18. Cho YS, Schiller NL, Oh KH (2008) Antibacterial effects of green tea polyphenols on clinical isolates of methicillin-resistant Staphylococcus aureus. Curr Microbiol 57:542-546
19. Chokchaisiri R, Suaisom C, Sriphota S et al (2009) Bioactive fl avonoids of the fl owers of Butea monosperma. Chem Pharm Bull 57:428-432
20. Chomchalow N, Bansiddhi J, MacBaine C (2003) Amazing Thai medicinal plants. Horticultural Research Institute (HRI), Department of Agriculture and Horticultural Science Society of Thailand (HSST), Bangkok.
21. Cowan MM (1999) Plant products as antimicrobial agents. Clin Microbiol Rev 12:564-582
22. Cushnie TPT, Lamb AJ (2005) Antimicrobial activity of fl avonoids. Int J Antimicrob Agents 26:343-356
23. Cushnie TP, Lamb AJ (2006) Assessment of the antibacterial activity of galangin against 4-quinolone resistant strains of Staphylococcus aureus. Phytomedicine 13:187-191
24. De Araujo MF, Curcino Vieira IC, Braz-Filho R et al (2009) Chemical constituents from Swartzia apetala Raddi var. glabra and evaluation of their antifungal activity against Candida spp. Rev Bras Farmacogn 19:366-369
25. De Campos MP, Cechinel Filho V, Rz Da Silva et al (2005) Evaluation of antifungal activity of Piper solmsianum C. DC. var. solmsianum (Piperaceae). Biol Pharm Bull 28:1527-1530
26. Drewes SE, van Vuuren SF (2008) Antimicrobial acylphloroglucinols and dibenzyloxy fl avonoids from fl owers of Helichrysum gymnocomum. Phytochemistry 69:1745-1749
27. Esquenazi D, Wigg MD, Miranda MMFS et al (2002) Antimicrobial and antiviral activities of polyphenolics from Cocos nucifera Linn. (Palmae) husk fi ber extract. Res Microbiol 153:647-652
28. Ferrazzano GF, Amato I, Ingenito A et al (2009) Anti-cariogenic effects of polyphenols from plant stimulant beverages (cocoa, coffee, tea). Fitoterapia 80:255-262
29. Friedman M (2007) Overview of antibacterial, antitoxin, antiviral, and antifungal activities of tea fl avonoids and teas. Mol Nutr Food Res 51:116-134
30. Goodwin CS, Armstrong JA, Chilvers T et al (1989) Transfer of Campylobacter pylori and Campylobacter mustelae to Helicobacter gen. nov. as Helicobacter pylori comb. nov. and Helicobacter mustelae comb. nov., respectively. Int J Syst Bacteriol 39:397-405
31. Grayer RJ, Harborne JB (1994) A survey of antifungal compounds from higher plants 1982-1993. Phytochemistry 37:19-42
32. Gullo A (2009) Invasive fungal infections: the challenge continues. Drugs 69:65-73
33. Gustafsson B (1952) Inhibitory effect of fl avones and fl avonones on the acid production in saliva from caries-active patients. Svensk Tandlakaretidskrift 45:341-348
34. Gustafsson B, Krasse B (1958) The caries reducing effect of naringenin and protamine in hamsters. Acta Odont Scand 16:355-361
35. Habbu PV, Mahadevan KM, Shastry RA, Manjunatha H (2009) Antimicrobial activity of fl avanoid sulphates and other fractions of Argyreia speciosa (Burm.f) Boj. Indian J Exp Biol 47:121-128
36. Hadacek F, Greger H (2000) Testing of antifungal natural products: methodologies, comparability of results and assay choice. Phytochem Anal 11:137-147
37. Hao H, Aixia Y, Dan L et al (2009) Baicalin suppresses expression of Chlamydia protease-like activity factor in Hep-2 cells infected by Chlamydia trachomatis. Fitoterapia 80:448-452
38. Hao H, Aixia Y, Lei F et al (2010) Effects of baicalin on Chlamydia trachomatis infection in vitro. Planta Med 76:76-78
39. Harborne JB and Baxter H (1999) The handbook of natural fl avonoids. John Wiley & Sons, Chichester.
40. Harborne JB and Williams CA (2000) Advances in fl avonoid research since 1992. Phytochemistry 55:481-504
41. Harris A (1998) Current regimens for treatment of Helicobacter pylori infection. Br Med Bull 54:195-205
42. Havsteen BH (2002) The biochemistry and medical signifi cance of the fl avonoids. Pharmacol Ther 96:67-202
43. Hayacibara MF, Koo H, Rosalen PL et al (2005) In vitro and in vivo effects of isolated fractions of Brazilian propolis on caries development. J Ethnopharmacol 101:110-115
44. Heggers JP, Cottingham J, Gusman J et al (2002) The effectiveness of processed grapefruit-seed extract as an antibacterial agent: II. Mechanism of action and in vitro toxicity. J Altern Complement Med 8:333-340
45. Hemaiswarya S, Kruthiventi AK, Doble M (2008) Synergism between natural products and antibiotics against infectious diseases. Phytomedicine 15:639-652
46. Hirai I, Okuno M, Katsuma R et al (2010) Characterisation of anti-Staphylococcus aureus activity of quercetin. Int J Food Sci Tech 45:1250-1254
47. Hirasawa M, Takada K (2004) Multiple effects of green tea catechin on the antifungal activity of antimycotics against Candida albicans. J Antimicrob Chemother 53:225-229
48. Howell AB, Leahy M, Kurowska E, Guthrie N (2001) In vivo evidence that cranberry proanthocyanidines inhibit adherance of p-fi mbriated E. coli bacteria to uroepithelial cells. Fed Am Soc Exp Biol J 15:A284
49. Isobe T, Doe M, Morimoto Y et al (2006) The anti-Helicobacter pylori fl avones in a Brazilian plant, Hyptis fasciculata , and the activity of methoxyfl avones. Biol Pharm Bull 29:1039-1041
50. Ivashina T (2003) Flavonoid function an activity to plants and other organisms. Biol Sci Space 17:24-44
51. Jung HJ, Sung WS, Yeo S-H et al (2006) Antifungal effect of amentofl avone derived from Selaginella tamariscina. Arch Pharm Res 29:746-751
52. Kamrani YY, Amanlou M, Esmaeelian B et al (2007) Inhibitory effects of a fl avonoid-rich extract of Pistacia vera hull on growth and acid production of bacteria involved in dental plaque. Int J Pharmacol 3:219-226
53. Kanwal Q, Hussain I, Siddiqui HL, Javaid A (2009) Flavonoids from mango leaves with antibacterial activity. J Serb Chem Soc 74:1389-1399
54. Kaplan JE, Benson C, Holmes KK et al (2009) Guidelines for prevention and treatment of opportunistic infections in HIV-infected adult and adolescent. MMVVR Recomm Rep 58(RR04):1-198
55. Khan A, Rahman M, Islam MS (2008) Antibacterial, antifungal and cytotoxic activities of 3, 5-diacetyltambulin isolated from Amorphophallus campanulatus Blume ex. Decne. DARU 16:239-244
56. Klannik A, Piskernik S, Jeraek B et al (2010) Evaluation of diffusion and dilution methods to determine the antibacterial activity of plant extracts. J Microbiol Methods 81:121-126
57. Kloucek P, Polesny Z, Svobodova B et al (2005) Antibacterial screening of some Peruvian medicinal plants used in Calleria District. J Ethnopharmacol 99:309-312
58. Kobayashi H, Namikoshi M, Yoshimoto T, Yokochi T (1996) A screening method for antimitotic and antifungal substances using conidia of Pyricularia oryzae , modifi cation and application to tropical marine fungi. J Antibiot 49:873-879
59. Krauze-Baranowska M, Wiwart M (2003) Antifungal activity of bifl avones from Taxus baccata and Ginkgo biloba. Z Naturforsch C 58:65-69
60. Krauze-Baranowska M, Cisowski W, Wiwart M, Madziar B (1999) Antifungal bifl avones from Cupressocypads leylandii. Planta Med 65:572-573
61. Kuete V, Simo KS, Ngameni B et al (2007) Antimicrobial activity of the methanolic extract, fractions and four fl avonoids from the twigs of Dorstenia angusticornis Engl. (Moraceae). J Ethnopharmacol 112:271-277
62. Kuete V, Ngameni B, Fotso Simo CC (2008) Antimicrobial activity of the crude extracts and compounds from Ficus chlamydocarpa and Ficus cordata (Moraceae). J Ethnopharmacol 120:17-24
63. Kuete V, Ngameni B, Mbaveng AT (2010) Evaluation of fl avonoids from Dorstenia barteri for their antimycobacterial, antigonorrheal and anti-reverse transcriptase activities. Acta Trop 116:100-104
64. Kusuma IW, Itoh K, Takibana S (2005) Antifungal activities against plant pathogenic fungi of fl avonoids isolated from Amboyna wood. Pak J Biol Sci 8:136-140
65. Lee YS, Kang OH, Choi JG et al (2008) Synergistic effects of the combination of galangin with gentamicin against methicillin-resistant Staphylococcus aureus. J Microbiol 46:283-288
66. Li D, Calderone R (2008) Antifungal drugs, target and target discovery. In: San-Blas G, Calderone R (eds) Phatogenic fungi: host interaction and emerging strategies for control. Caister Academic Press, Norfolk
67. Li S, Zhang Z, Cain A et al (2005) Antifungal activity of camptothecin, trifolin, and hyperoside isolated from Camptotheca acuminate. J Agric Food Chem 53:32-37
68. Li L, Ge H, Seeram NP (2009) Identifi cation and bioactivities of resveratrol oligomers and fl avonoids from Carex folliculata seeds. J Agric Food Chem 57:7282-7287
69. Lim Y-H, Kim I-H, Seo J-J (2007) In vitro activity of kaempferol isolated from the Impatiens balsamina alone and in combination with erythromycin or clindamycin against Propionibacterium acnes. J Microbiol 45:473-477
70. Lin R-D, Chin Y-P, Lee M-H (2005) Antimicrobial activity of antibiotics in combination with natural fl avonoids against clinical extended-spectrum b-lactamase (ESBL)-producing Klebsiella pneumoniae. Phytother Res 19:612-617
71. Magalhães AF, Tozzi AM, Santos CC et al (2003) Saponins from Swartzia langsdorffii : biological activities. Mem Inst Oswaldo Cruz 98(5):713-718
72. Mandatari G, Bennett RN, Bisognano G et al (2007) Antimicrobial activity of fl avonoids extracted from bergamot ( Citrus bergamia Risso) peel, a byproduct of the essential oil industry. J Appl Microbiol 103:2056-2064
73. Mann CM, Markham JL (1998) A new method for determining the minimum inhibitory concentration of essential oils. J Appl Microbiol 84:538-544
74. Martini ND, Katerere DRP, Eloff JN (2004) Biological activity of fi ve antibacterial fl avonoids from Combretum erythrophyllum (Combretaceae). J Ethnopharmacol 93:207-212
75. Masika PJ, Sultana N, Afolayan AJ (2004) Antibacterial activity of two fl avonoids isolated from Schotia latifolia. Pharm Biol 42:105-108
76. Mativandlela SPN, Muthivhi T, Kikuchi H et al (2009) Antimycobacterial fl avonoids from the leaf extract of Galenia africana. J Nat Prod 72:2169-2171
77. Maver M, Queiroz EF, Wolfender J-L, Hostettmann K (2005) Flavonoids from the stem of Eriophorum scheuchzeri. J Nat Prod 68:1094-1098
78. Mbaveng AT, Ngameni B, Kuete V et al (2008) Antimicrobial activity of the crude extracts and fi ve fl avonoids from the twigs of Dorstenia barteri (Moraceae). J Ethnopharmacol 116:483-489
79. McNulty J, Nair JJ, Bollareddy E et al (2009) Isolation of fl avonoids from the heartwood and resin of Prunus avium and some preliminary biological investigations. Phytochemistry 70:2040-2046
80. Mohammadzadeh S, Shariatpanahi M, Hamedi M et al (2007) Chemical composition, oral toxicity and antimicrobial activity of Iranian propolis. Food Chem 103:1097-1103
81. Moussaoui F, Zellagui A, Segueni N, Touil A, Rhouati S (2010) Flavonoid constituents from Algerian Launaea resedifolia (O.K.) and their antimicrobial activity. Rec Nat Prod 4:91-95
82. Mulligan ME, Murray-Leisure KA, Ribner BS et al (1993) Methicillin-resistant Staphylococcus aureus : A consensus review of the microbiology, pathogenesis, and epidemiology with implications for prevention and management. Am J Med 94:313-328
83. National Committee for Clinical Laboratory Standards (2000) Methods for dilution antimicrobial susceptibility tests for bacteria that grow aerobically; approved guideline (M7-A5), vol 20(2). NCCLS, Wayne.
84. Nowack R (2007) Cranberry juice- A well-characterized folk-remedy against bacterial urinary tract infection. Wien Med Wochenschr 157:325-330
85. Oerke EC, Dehne HW, Schoenbeck F, Weber A (1994) Crop protection and crop production. Elsevier, Amsterdam.
86. Orhan DD, Ozcelik B, Ozgen S, Ergun F (2010) Antibacterial, antifungal, and antiviral activities of some fl avonoids. Microbiol Res 165:496-504
87. Ortunõ A, Baídez A, Gómez P et al (2006) Citrus paradisi and Citrus sinensis fl avonoids: their infl uence in the defence mechanism against Penicillium digitatum. Food Chem 98:351-358
88. Otsuka N, Liu M-H, Shiota S, Ogawa W et al (2008) Anti-methicillin resistant Staphylococcus aureus (MRSA) compounds isolated from Laurus nobilis. Biol Pharm Bull 31:1794-1797
89. Pathak D, Pathak K, Singla AK (1991) Flavonoids as medicinal agent-recent advances. Fitoterapia 62:371-389
90. Patil MV, Pawar S, Patil DA (2006) Ethnobotany of Butea monosperma (Lam.) Kuntze in North Maharashtra, India. Nat Prod Rad 5:323-25
91. Pepeljnjak S, Kalodera Z, Zovko M (2005) Antimicrobial activity of fl avonoids from Pelargonium radula (Cav.) L'Hérit. Acta Pharm 55:431-435
92. Pereira AC, Oliveira DF, Silva GH (2008) Identifi cation of the antimicrobial substances produced by Solanum palinacanthum (Solanaceae). An Acad Bras Cienc 80:427-432
93. Prabu GR, Gnanamani A, Sadulla S (2006) Guaijaverin- A plant fl avonoid as potential antiplaque agent against Streptococcus mutans. J Appl Microbiol 101:487-495
94. Prasad NR, Anandi C, Balasubramanian S, Pugalendi KV (2004) Antidermatophytic activity of extracts from Psoralea corylifolia (Fabaceae) correlated with the presence of a fl avonoids compound. J Ethnopharmacol 91:21-24
95. Pretorius JC (2003) Flavonoids: A review of its commercial application potential as anti-infective agents. Curr Med Chem-Anti-Infective Agents 2:335-353
96. Radwan MM, Rodriguez-Guzman R, Manly SP et al (2009) Sepicanin A-A new geranyl fl avanone from Artocarpus sepicanus with activity against methicillin-resistant Staphylococcus aureus (MRSA). Phytochem Lett 2:141-143
97. Raghukumar R, Vali L, Watson D et al (2010) Antimethicillin-resistant Staphylococcus aureus (MRSA) activity of 'Pacific Propolis' and isolated prenylflavanones. Phytother Res 24:1181-1187
98. Ramage G, Saville SP, Thomas DP, López-Ribot JL (2005) Candida biofi lms: an update. Eukaryot Cell 4:633-638
99. Rao KS, Babu GV, Ramnareddy YV (2007) Acylated fl avone glycosides from the roots of Saussurea lappa and their antifungal activity. Molecules 12:328-344
100. Rattanachaikunsopon P, Phumkhachorn P (2010) Contents and antibacterial activity of fl avonoids extracted from leaves of Psidium guajava. J Med Plant Res 4:393-396
101. Rigano D, Formisano C, Basile A, Lavatola A et al (2007) Antibacterial activity of fl avonoids and phenylpropanoids from Marrubium globosum ssp. Libanoticum. Phytother Res 21:395-397
102. Ros JL, Recio MC (2005) Medicinal plants and antimicrobial activity. J Ethnopharmacol 100: 80-84
103. Rodríguez Vaquero MJ, Manca de Nadra MC (2008) Growth parameter and viability modifi cations of Escherichia coli by phenolic compounds and argentine wine extracts. Appl Biochem Biotechnol 151:342-352
104. Rodríguez Vaquero MJ, Alberto MR, Manca de Nadra MC (2007) Infl uence of phenolic compounds from wines on the growth of Listeria monocytogenes. Food Control 18:587-593
105. Rojas R, Bustamante B, Ventosila P et al (2006) Larvicidal, antimycobacterial and antifungal compounds from the bark of the Peruvian plant Swartzia polyphylla DC. Chem Pharm Bull 54:278-279
106. Romero SM, Alberto MR, Manca de Nadra MC, Vaamonde G (2009) Inhibition of growth and ochratoxin A biosynthesis in Aspergillus carbonarius by fl avonoids and nonfl avonoid compounds. Mycotox Res 25:165-170
107. Sakharkar MK, Jayaraman P, Soe WM et al (2009) In vitro combinations of antibiotics and phytochemicals against Pseudomonas aeruginosa. J Microbiol Immunol Infect 42:364-370
108. Salas MP, Céliz G, Geronazzo H et al (2011) Antifungal activity of natural and enzymaticallymodifi ed fl avonoids isolated from Citrus species. Food Chem 124:1411-1415
109. Santas J, Almajano MP, Carbo R (2010) Antimicrobial and antioxidant activity of crude onion ( Allium cepa L.) extracts. Int J Food Sci Tech 45:403-409
110. Sathiamoorthy B, Gupta P, Kumar M et al (2007) New antifungal fl avonoid glycoside from Vitex negundo. Bioorg Med Chem Lett 17:239-242
111. Sato M, Fujiwara S, Tsuchiya H et al (1996) Flavones with antibacterial activity against cariogenic bacteria. J Ethnopharmacol 54:171-176
112. Sato M, Tanaka H, Fujiwara S et al (2003) Antibacterial property of isofl avonoids isolated from Erythrina variegata against cariogenic oral bacteria. Phytomedicine 10:427-433
113. Schouten MA, Hoogkamp-Korstanje JAA, Meis JFG, Voss A, The Europian VRE Study Group (2000) Prevalence of vancomycin-resistant enterococci in Europe. Eur J Clin Microbiol Infect Dis 19:816-822
114. Sengupta S (1987) The chemistry of Piper species: A review. Fitoterapia 58:147-166
115. Shene C, Reyes A, Villarroel M et al (2009) Plant location and extraction procedure strongly alter the antimicrobial activity of murta extracts. Eur Food Res Technol 228:467-475
116. Šmejkal K, Chudík S, Kloucek P et al (2008) Antibacterial C-geranylfl avonoids from Paulownia tomentosa fruits. J Nat Prod 71:706-709
117. Sohn H-Y, Son KH, Kwon C-S, Kwon G-S, Kang SS (2004) Antimicrobial and cytotoxic activity of 18 prenylated fl avonoids isolated from medicinal plants: Morus alba L., Morus mongolica Schneider, Broussnetia papyrifera (L.) Vent, Sophora fl avescens Ait and Echinosophora koreensis Nakai. Phytomedicine 11:666-672
118. Stafford HA (1991) Flavonoid evolution: an enzymic approach. Plant Physiol 96:680-685
119. Stothers L (2002) A randomized trial to evaluate effectiveness and cost effectiveness of naturopathic cranberry products as prophylaxis against urinary tract infection in women. Can J Urol 9:1558-1562
120. Sutthivaiyakit S, Thongnak O, Lhinhatrakool T et al (2009) Cytotoxic and antimycobacterial prenylated fl avonoids from the roots of Eriosema chinense. J Nat Prod 72:1092-1096
121. Swain T (1976) Nature and properties of fl avonoids. In: Goodwin TW (ed) Chemistry and biochemistry of plant pigments, 2nd edn. Academic, London
122. Takahashi T, Kokubo R, Sakaino M (2004) Antimicrobial activities of eucalyptus leaf extracts and fl avonoids from Eucalyptus maculate. Lett Appl Microbiol 39:60-64
123. Tanaka H, Sato M, Oh-Uchi T (2004) Antibacterial properties of a new isofl avonoid from Erythrina poeppigiana against methicillin-resistant Staphylococcus aureus. Phytomedicine 11:331-337
124. Törmäkangas L, Vuorela P, Saario E et al (2005) In vivo treatment of acute Chlamydia pneumoniae infection with the fl avonoids quercetin and luteolin and an alkyl gallate, octyl gallate, in a mouse model. Biochem Pharmacol 70:1222-1230
125. Tsai P-J, Tsai T-H, Ho S-C (2007) In vitro inhibitory effects of rosemary extracts on growth and glucosyltransferase activity of Streptococcus sobrinus. Food Chem 105:311-316
126. Tsuchiya H, Iinuma M (2000) Reduction of membrane fl uidity by antibacterial sophorafl avanone G isolated from Sophora exigua. Phytomedicine 7:161-165
127. Tsuchiya H, Sato M, Iinuma M et al (1994) Inhibition of the growth of cariogenic bacteria in vitro by plant fl avanones. Experientia 50:846-849
128. USDA Database for the Flavonoid Content of Selected Foods, Release 2.1 (2007) http://www.ars. usda.gov/Services/docs.htmdocid=6231
129. Wang X-G, Wei X-Y, Tiang Y-Q et al (2010) Antifungal fl avonoids from Ficus sarmentosa var. henryi (King) Corner. Agric Sci Chin 9:690-694
130. Winkel S (2001) Flavonoid biosynthesis: A colorful model for genetics, biochemistry, cell biology and biotechnology. Plant Physiol 126:485-493
131. Wollenweber E, Dietz VH (1981) Occurrence and distribution of free fl avonoid aglycones in plants. Phytochemistry 20:869-932
132. Wood N (2007) The effects of selected dietary biofl avonoid supplementation on dental caries in young rats fed a high-sucrose diet. J Med Food 10:694-701
133. Xu ZH, Qin GW, Li XY, Xu RS (2001) New bifl avanones and bioactive compounds from Stellera chamaejasnee L. Acta Pharm Sin 36:668-671
134. Yadava RN, Tiwari L (2007) New antifungal fl avone glycoside from Butea monosperma O. Kuntze. J Enzyme Inhib Med Chem 22:497-500
135. Yaghoubi SMJ, Ghorbani GR, Soleimanian Zad S, Satari R (2007) Antimicrobial activity of Iranian propolis and its chemical composition. DARU 15:45-48
136. Yang G, Liao Z, Xu Z et al (2005) Antimitotic and antifungal C-3/C-3 ¢-bifl avanones from Stellera chamaejasme. Chem Pharm Bull 53:776-779
137. Yenjai C, Prasanphen K, Daodee S et al (2004) Bioactive fl avonoids from Kaempferia parvifl ora. Fitoterapia 75:89-92
138. Yin S, Fan C-Q, Wang Y, Dong L, Yue J-M (2004) Antibacterial prenylfl avone derivatives from Psoralea corylifolia , and their structure-activity relationship study. Bioorg Med Chem 12:4387-4392
139. Yordanov M, Dimitrova P, Patkar S et al (2008) Inhibition of Candida albicans extracellular enzyme activity by selected natural substances and their application in Candida infection. Can J Microbiol 54:435-440
140. Zhu Y, Zhang P, Yu H et al (2007) Anti-Helicobacter pylori and thrombin inhibitory components from Chinese Dragon's Blood, Dracaena cochinchinensis. J Nat Prod 70:1570-1577