Antifungal and antibacterial metabolites from a French poplar type propolis

Evidence-based Complementary and Alternative Medicine

Volumn 2015, Issue , 2015, Pages

  Boisard, Séverine ^a   Le Ray, Anne Marie ^a   Landreau, Anne ^a   Kempf, Marie ^b,c   Cassisa, Viviane ^b,c   Flurin, Catherine ^d   Richomme, Pascal ^a  

^a UNIVERSITÉ D'ANGERS   (France)

^b ANGERS UNIVERSITY HOSPITAL   (France)

^c UNIVERSITÉ D'ANGERS   (France)

^d Ballot Flurin Apiculteurs Abeilles Santé ^*  (France)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIFUNGAL AGENT; ANTIINFECTIVE AGENT; CATECHIN; DRUG METABOLITE; PROPOLIS;

ANTIBACTERIAL ACTIVITY; ANTIFUNGAL ACTIVITY; ARTICLE; ASPERGILLUS FUMIGATUS; BACTERIAL STRAIN; BROTH DILUTION; CANDIDA ALBICANS; CANDIDA GLABRATA; CONTROLLED STUDY; DRUG IDENTIFICATION; DRUG SELECTIVITY; IN VITRO STUDY; METHICILLIN RESISTANT STAPHYLOCOCCUS AUREUS; METHICILLIN SUSCEPTIBLE STAPHYLOCOCCUS AUREUS; MINIMUM INHIBITORY CONCENTRATION; NONHUMAN; POPULUS; PRIORITY JOURNAL; STAPHYLOCOCCUS AUREUS;

EID: 84926657461     PISSN: 1741427X     EISSN: 17414288     Source Type: Journal    
DOI: 10.1155/2015/319240     Document Type: Article

References (60)

1. S. M. Cottica, A. C. H. F. Sawaya, M. N. Eberlin, S. L. Franco, L. M. Zeoula, and J. V. Visentainer, "Antioxidant activity and composition of propolis obtained by different methods of extraction, " Journal of theBrazilianChemical Society, vol. 22, no. 5, pp. 929-935, 2011.
2. M. G. Miguel, S. Nunes, S. A. Dandlen, A. M. Cavaco, and M. D. Antunes, "Phenols and antioxidant activity of hydro-alcoholic extracts of propolis from Algarve, South of Portugal, " Food and Chemical Toxicology, vol. 48, no. 12, pp. 3418-3423, 2010.
3. I. Gülçin, E. Bursal, M. H. Şehitoglu, M. Bilsel, and A. C. Gören, "Polyphenol contents and antioxidant activity of lyophilized aqueous extract of propolis from Erzurum, Turkey, " Food and Chemical Toxicology, vol. 48, no. 8-9, pp. 2227-2238, 2010.
4. C. Ota, C. Unterkircher, V. Fantinato, and M. T. Shimizu, "Antifungal activity of propolis on different species of Candida, " Mycoses, vol. 44, no. 9-10, pp. 375-378, 2001.
5. A. C. H. F. Sawaya, A. M. Palma, F. M. Caetano et al., "Comparative study of in vitro methods used to analyse the activity of propolis extracts with different compositions against species of Candida, " Letters in AppliedMicrobiology, vol. 35, no. 3, pp. 203-207, 2002.
6. R. Raghukumar, L. Vali, D. Watson, J. Fearnley, and V. Seidel, "Antimethicillin-resistant Staphylococcus aureus (MRSA) activity of 'pacific propolis' and isolated prenylflavanones, " Phytotherapy Research, vol. 24, no. 8, pp. 1181-1187, 2010.
7. A. Kujumgiev, I. Tsvetkova, Y. Serkedjieva, V. Bankova, R. Christov, and S. Popov, "Antibacterial, antifungal and antiviral activity of propolis of different geographic origin, " Journal of Ethnopharmacology, vol. 64, no. 3, pp. 235-240, 1999.
8. M. Popova, S. Silici, O. Kaftanoglu, and V. Bankova, "Antibacterial activity ofTurkish propolis and its qualitative and quantitative chemical composition, " Phytomedicine, vol. 12, no. 3, pp. 221-228, 2005.
9. S. Castaldo and F. Capasso, "Propolis, an old remedy used in modern medicine, " Fitoterapia, vol. 73, supplement 1, pp. S1-S6, 2002.
10. M. Marcucci, "Propolis: chemical composition, biological properties and therapeutic activity, " Apidologie, vol. 26, no. 2, pp. 83-99, 1995.
11. V. S. Bankova, S. L. De Castro, and M. C. Marcucci, "Propolis: recent advances in chemistry and plant origin, " Apidologie, vol. 31, no. 1, pp. 3-15, 2000.
12. S. Kumazawa, T. Hamasaka, and T. Nakayama, "Antioxidant activity of propolis of various geographic origins, " Food Chemistry, vol. 84, no. 3, pp. 329-339, 2004.
13. V. Bankova, "Chemical diversity of propolis and the problem of standardization, " Journal of Ethnopharmacology, vol. 100, no. 1-2, pp. 114-117, 2005.
14. A. Salatino, C. C. Fernandes-Silva, A. A. Righi, and M. L. F. Salatino, "Propolis research and the chemistry of plant products, " Natural Product Reports, vol. 28, no. 5, pp. 925-936, 2011.
15. C. Velazquez, M. Navarro, A. Acosta et al., "Antibacterial and free-radical scavenging activities of Sonoran propolis, " Journal of Applied Microbiology, vol. 103, no. 5, pp. 1747-1756, 2007.
16. M. B. Agüero, M. Gonzalez, B. Limaet al., "Argentinean propolis from Zuccagnia punctata cav. (Caesalpinieae) exudates: phytochemical characterization and antifungal activity, " Journal of Agricultural and Food Chemistry, vol. 58, no. 1, pp. 194-201, 2010.
17. F. A. Santos, E. M. A. Bastos, M. Uzeda et al., "Antibacterial activity of Brazilian propolis and fractions against oral anaerobic bacteria, " Journal of Ethnopharmacology, vol. 80, no. 1, pp. 1-7, 2002.
18. H. Koo, B. P. F. A. Gomes, P. L. Rosalen, G. M. B. Ambrosano, Y. K. Park, and J. A. Cury, "In vitro antimicrobial activity of propolis and Arnica montana against oral pathogens, " Archives of Oral Biology, vol. 45, no. 2, pp. 141-148, 2000.
19. S. Mohammadzadeh, M. Shariatpanahi, M. Hamedi, R. Ahmadkhaniha, N. Samadi, and S. N. Ostad, "Chemical composition, oral toxicity and antimicrobial activity of Iranian propolis, " Food Chemistry, vol. 103, no. 4, pp. 1097-1103, 2007.
20. R. M. Darwish, R. J. A. Fares, M. H. A. Zarga, and I. K. Nazer, "Antibacterial effect of Jordanian propolis and isolated flavonoids against human pathogenic bacteria, " African Journal of Biotechnology, vol. 9, no. 36, pp. 5966-5974, 2010.
21. N. Kalogeropoulos, S. J. Konteles, E. Troullidou, I. Mourtzinos, and V. T. Karathanos, "Chemical composition, antioxidant activity and antimicrobial properties of propolis extracts from Greece andCyprus, " Food Chemistry, vol. 116, no. 2, pp. 452-461, 2009.
22. A. G. Hegazi, F. K. Abd El Hady, and F. A. M. Abd Allah, "Chemical composition and antimicrobial activity of European propolis, " Zeitschrift fur Naturforschung, Section C, vol. 55, no. 1-2, pp. 70-75, 2000.
23. J. M. Grange and R. W. Davey, "Antibacterial properties of propolis (bee glue), " Journal of the Royal Society ofMedicine, vol. 83, no. 3, pp. 159-160, 1990.
24. S. Boisard, A.-M. Le Ray, J. Gatto et al., "Chemical composition, antioxidant and anti-AGEs activities of a French poplar type propolis, " Journal of Agricultural and Food Chemistry, vol. 62, no. 6, pp. 1344-1351, 2014.
25. V. F. de Castro Ishida, G. Negri, A. Salatino, and M. F. C. L. Bandeira, "A new type of Brazilian propolis: prenylated benzophenones in propolis from Amazon and effects against cariogenic bacteria, " Food Chemistry, vol. 125, no. 3, pp. 966-972, 2011.
26. N. Sha, S.-H. Guan, Z.-Q. Lu et al., "Cytotoxic constituents of Chinese propolis, " Journal of Natural Products, vol. 72, no. 4, pp. 799-801, 2009.
27. K. Alomar, V. Gaumet, M. Allain, G. Bouet, and A. Landreau, "Synthesis, crystal structure, characterisation, and antifungal activity of 3-thiophene aldehyde semicarbazone (3STCH), 2, 3-thiophene dicarboxaldehyde bis(semicarbazone) (2, 3BSTCH2) and their nickel (II) complexes, " Journal of Inorganic Biochemistry, vol. 115, pp. 36-43, 2012.
28. National Commitee for Clinical Laboratory Standards, Reference Method for Broth Dilution Antifungal Susceptibility Testing of Yeasts, NationalCommitee forClinical Laboratory Standards, Villanova, Pa, USA, 1997.
29. National Commitee for Clinical Laboratory Standards, "Reference method for broth dilution antifungal susceptibility testing of filamentous fungi, approved standard, " NCCLS Document M38-A, Clinical and Laboratory Standards Institute, Villanova, Pa, USA, 2002.
30. K. Alomar, A. Landreau, M. Kempf, M. A. Khan, M. Allain, and G. Bouet, "Synthesis, crystal structure, characterization of zinc(II), cadmium(II) complexes with 3-thiophene aldehyde thiosemicarbazone (3TTSCH). Biological activities of 3TTSCH and its complexes, " Journal of Inorganic Biochemistry, vol. 104, no. 4, pp. 397-404, 2010.
31. F. Pellati, G. Orlandini, D. Pinetti, and S. Benvenuti, "HPLCDAD and HPLC-ESI-MS/MS methods for metabolite profiling of propolis extracts, " Journal of Pharmaceutical and Biomedical Analysis, vol. 55, no. 5, pp. 934-948, 2011.
32. S. I. Falcão, N. Vale, P. Gomes et al., "Phenolic profiling of Portuguese propolis by LC-MS spectrometry: uncommon propolis rich in flavonoid glycosides, " Phytochemical Analysis, vol. 24, no. 4, pp. 309-318, 2013.
33. F. Li, S. Awale, Y. Tezuka, H. Esumi, and S. Kadota, "Study on the constituents of mexican propolis and their cytotoxic activity against PANC-1 human pancreatic cancer cells, " Journal of Natural Products, vol. 73, no. 4, pp. 623-627, 2010.
34. P. Rubiolo, C. Casetta, C. Cagliero, H. Brevard, B. Sgorbini, and C. Bicchi, "Populus nigra L. bud absolute: a case study for a strategy of analysis of natural complex substances, " Analytical and Bioanalytical Chemistry, vol. 405, no. 4, pp. 1223-1235, 2013.
35. M. Sova, A. Perdih, M. Kotnik et al., "Flavonoids and cinnamic acid esters as inhibitors of fungal 17β-hydroxysteroid dehydrogenase: a synthesis, QSAR and modelling study, " Bioorganic and Medicinal Chemistry, vol. 14, no. 22, pp. 7404-7418, 2006.
36. R. Correia and P. DeShong, "Palladium-catalyzed arylation of allylic benzoates using hypervalent siloxane derivatives, " The Journal of Organic Chemistry, vol. 66, no. 21, pp. 7159-7165, 2001.
37. S. Athikomkulchai, S. Awale, N. Ruangrungsi, S. Ruchirawat, and S. Kadota, "Chemical constituents ofThai propolis, " Fitoterapia, vol. 88, pp. 96-100, 2013.
38. D. Bertelli, G. Papotti, L. Bortolotti, G. L. Marcazzan, and M. Plessi, "1H-NMR simultaneous identification of health-relevant compounds in propolis extracts, " Phytochemical Analysis, vol. 23, no. 3, pp. 260-266, 2012.
39. J. Gripenberg, E. Honkanen, K. Silander, E. Stenhagen, and B. Thorell, "The structure of alpinone, " Acta Chemica Scandinavica, vol. 10, pp. 393-396, 1956.
40. Y. Park, B.-H. Moon, H. Yang, Y. Lee, E. Lee, and Y. Lim, "Complete assignments ofNMRdata of 13 hydroxymethoxyflavones, " Magnetic Resonance in Chemistry, vol. 45, no. 12, pp. 1072-1075, 2007.
41. K. R. Markham, K. A. Mitchell, A. L. Wilkins, J. A. Daldy, and Y. Lu, "HPLC and GC-MS identification of the major organic constituents in New Zealand propolis, " Phytochemistry, vol. 42, no. 1, pp. 205-211, 1996.
42. V. S. Bankova, "Synthesis of natural esters of substituted cinnamic acids, " Journal of Natural Products, vol. 53, no. 4, pp. 821-824, 1990.
43. J.-M. Fang, W.-C. Su, and Y.-S. Cheng, "Flavonoids and stilbenes from armand pine, " Phytochemistry, vol. 27, no. 5, pp. 1395-1397, 1988.
44. W. Greenaway, T. Scaysbrook, and F. R. Whatley, "Composition of propolis in Oxfordshire, U. K. and its relation to poplar bud exudate, " Zeitschrift fürNaturforschung C: Journal of Biosciences, vol. 43, no. 3-4, pp. 301-304, 1988.
45. F. Mazille, T. Schoettl, A. Lopez, and C. Pulgarin, "Physicochemical properties and photo-reactivity relationship for parasubstituted phenols in photo-assisted Fenton system, " Journal of Photochemistry and Photobiology A: Chemistry, vol. 210, no. 2-3, pp. 193-199, 2010.
46. R. Sanyal and B. V. Badami, "AnewSynthesis of 3-arylpropenoic acids and 5-phenyl-2, 4-pentadienoic acid from 4-acetyl-3-arylsydnones and arylaldehydes, "Organic Communications, vol. 2, no. 2, pp. 42-48, 2009.
47. R. Yamauchi, K. Kato, S. Oida, J. Kanaeda, and Y. Ueno, "Benzyl caffeate, an antioxidative compound isolated from propolis, " Bioscience, Biotechnology and Biochemistry, vol. 56, no. 8, pp. 1321-1322, 2014.
48. A. H. Banskota, T. Nagaoka, L. Y. Sumioka et al., "Antiproliferative activity of the Netherlands propolis and its active principles in cancer cell lines, " Journal of Ethnopharmacology, vol. 80, no. 1, pp. 67-73, 2002.
49. H. Koshino, S.-I. Terada, T. Yoshihara et al., "Three phenolic acid derivatives from stromata of Epichloe typhina on Phleum pratense, " Phytochemistry, vol. 27, no. 5, pp. 1333-1338, 1988.
50. R. Cooper, H. E. Gottlieb, and D. Lavie, "New phenolic diglycerides from Aegilops ovata, " Phytochemistry, vol. 17, no. 9, pp. 1673-1675, 1978.
51. M. B. Agüero, L. Svetaz, M. Sánchez et al., "Argentinean Andean propolis associated with the medicinal plant Larrea nitida Cav. (Zygophyllaceae). HPLC-MS andGC-MS characterization and antifungal activity, " Food and Chemical Toxicology, vol. 49, no. 9, pp. 1970-1978, 2011.
52. J. L. Ríos and M. C. Recio, "Medicinal plants and antimicrobial activity, " Journal of Ethnopharmacology, vol. 100, no. 1-2, pp. 80-84, 2005.
53. W. Krol, S. Scheller, J. Shani, G. Pietsz, and Z. Czuba, "Synergistic effect of ethanolic extract of propolis and antibiotics on the growth of Staphylococcus aureus, " Arzneimittel-Forschung, vol. 43, no. 5, pp. 607-609, 1993.
54. O. K. Mirzoeva, R. N. Grishanin, and P. C. Calder, "Antimicrobial action of propolis and some of its components: the effects on growth, membrane potential andmotility of bacteria, " Microbiological Research, vol. 152, no. 3, pp. 239-246, 1997.
55. J. S. Bonvehí, F. V. Coll, and R. E. Jordà, "The composition, active components and bacteriostatic activity of propolis in dietetics, " Journal of the American Oil Chemists' Society, vol. 71, no. 5, pp. 529-532, 1994.
56. R. D. Wojtyczka, A. Dziedzic, D. Idzik et al., "Susceptibility of Staphylococcus aureus clinical isolates to propolis extract alone or in combination with antimicrobial drugs, " Molecules, vol. 18, no. 8, pp. 9623-9640, 2013.
57. S. Stepanovic, N. Antic, I. Dakic, and M. Svabic-Vlahovic, "In vitro antimicrobial activity of propolis and synergism between propolis and antimicrobial drugs, " Microbiological Research, vol. 158, no. 4, pp. 353-357, 2003.
58. A. Fernandes Jr., E. C. Balestrin, J. E. C. Betoni, R. D. O. Orsi, M. D. L. R. D. S. da Cunha, and A. C. Montelli, "Propolis: anti-Staphylococcus aureus activity and synergism with antimicrobial drugs, " Memórias do Instituto Oswaldo Cruz, vol. 100, no. 5, pp. 563-566, 2005.
59. J. Davies and D. Davies, "Origins and evolution of antibiotic resistance, "Microbiology andMolecular Biology Reviews, vol. 74, no. 3, pp. 417-433, 2010.
60. L. C. Pamplona-Zomenhan, B. C. Pamplona, C. B. da Silva, M. C. Marcucci, and L. M. J. Mimica, "Evaluation of the in vitro antimicrobial activity of an ethanol extract of Brazilian classifiedpropolis on strainsof Staphylococcus aureus, " Brazilian Journal of Microbiology, vol. 42, no. 4, pp. 1259-1264, 2011.