Identification of phenolics for control of Aspërgillus flavus using Saccharomyces cerevisiae in a model target-gene bioassay

Journal of Agricultural and Food Chemistry

Volumn 52, Issue 26, 2004, Pages 7814-7821

  Kim, Jong H ^a   Campbell, Bruce C ^a   Mahoney, Noreen E ^a   Chan, Kathleen L ^a   Molyneux, Russell J ^a  

^a WESTERN REGIONAL RESEARCH CENTER   (United States)

Author keywords

Aflatoxin; Antifungal; Aspergillus flavus; Fungicide; Oxidative stress response; Phenolic; Saccharomyces cerevisiae; Strobilurin; Superoxide dismutase

Indexed keywords

AFLATOXIN; ALDEHYDE DERIVATIVE; ANTIFUNGAL AGENT; ANTIOXIDANT; BENZOIC ACID; BENZOIC ACID DERIVATIVE; CAFFEIC ACID; CINNAMIC ACID; CINNAMIC ACID DERIVATIVE; COUMARIC ACID; FUNGICIDE; PARA COUMARIC ACID; PHENOL DERIVATIVE; SUPEROXIDE DISMUTASE; UNCLASSIFIED DRUG; VANILLIC ACID; VANILLIN; VERATRALDEHYDE; ZINGERONE;

ANTIFUNGAL ACTIVITY; ARTICLE; ASPERGILLUS FLAVUS; ASSAY; BACTERIAL GROWTH; BIOASSAY; CHEMICAL ANALYSIS; DELETION MUTANT; FUNGICIDAL ACTIVITY; FUNGUS; FUNGUS GROWTH; GENE; GROWTH INHIBITION; MODEL; MUTANT; NONHUMAN; OXIDATIVE STRESS; SACCHAROMYCES CEREVISIAE; SCREENING; SIGNAL TRANSDUCTION; STRESS; YEAST;

ASPERGILLUS; ASPERGILLUS FLAVUS; FUNGI; SACCHAROMYCES; SACCHAROMYCES CEREVISIAE;

EID: 11144221883     PISSN: 00218561     EISSN: None     Source Type: Journal    
DOI: 10.1021/jf0487093     Document Type: Article

References (35)

1. Campbell, B. C.; Molyneux, R. J.; Schatzki, T. F. Current research on reducing pre- and post-harvest aflatoxin contamination of U. S. almond, pistachio and walnut. J. Toxicol. 2003, 22, 225-266.
2. Bartlett, D. W.; Clough, J. M.; Godwin, J. R.; Hall, A. A.; Hamer, M.; Parr-Dobrzanski, B. The strobilurin fungicides. Pest Manage. Sci. 2002, 58, 649-662.
3. Baumeister, M.; Steep, M.; Dieckmann, S.; Melzer, O.; Kloppel, H.; Jurling, H.; Bender, L. Transfer of the fungicide vinclozolin from treated to untreated plants via volatilization. Chemosphere 2002, 48, 75-82.
4. Cuppen, J. G.; Van den Brink, P. J.; Camps, E.; Uil, K. F.; Brock, T. C. Impact of the fungicide carbendazim in freshwater microcosms. I. Water quality, breakdown of particulate organic matter and responses of macroinvertebrates. Aquat. Toxicol. 2000, 48, 233-250.
5. Staub, R. E.; Quistad, G. B.; Casida, J. E. Mechanism for benomyl action as a mitochondrial aldehyde dehydrogenase inhibitor in mice. Chem. Res. Toxicol. 1998, 11, 535-543.
6. Mahoney, N.; Molyneux, R. Phytochemical inhibition of aflatoxigenicity in Aspergillus flavus by constituents of walnut (Juglans regia). J. Agric. Food Chem. 2004, 52, 1882-1889.
7. Kim, J. H.; Chan, K. L.; Mahoney, N.; Molyneux, R. J.; Campbell, B. C. Use of the yeast Saccharomyces cerevisiae as a model system for high throughput screening of genes involved in oxidative stress response induction of aflatoxin biosynthesis. Proceedings of the 3rd Fungal Genomics, 4th Fumonisin, and 16th Aflatoxin Elimination Workshop, Savannah, GA, 2003; p 54.
8. Agarwal, M.; Walial, S.; Dhingral, S.; Khambayl, B. P. Insect growth inhibition, antifeedant and antifungal activity of compounds isolated/derived from Zingiber officinale Roscoe (ginger) rhizomes. Pest Manage. Sci. 2001, 57, 289-300.
9. Chipley, J. R.; Uraih, N. Inhibition of Aspergillus growth and aflatoxin release by derivatives of benzoic acid. Appl. Environ. Microbiol. 1980, 40, 352-357.
10. Florianowicz, T. Penicillium expansum growth and production of patulin in the presence of benzoic acid and its derivatives. Acta Microbiol. Pol. 1998, 47, 45-53.
11. Tawata, S.; Taira, S.; Kobamoto, N.; Zhu, J.; Ishihara, M.; Toyama, S. Synthesis and antifungal activity of cinnamic acid esters. Biosci., Biotechnol., Biochem. 1996, 60, 909-910.
12. Fungicide Resistance Action Committee. http://www.frac.info/publications. html (accessed July 28, 2004).
13. Kim, J. H.; Campbell, B. C.; Yu, J.; Mahoney, N.; Chan, K.; Molyneux, R. J.; Bhatnagar, D.; Cleveland, T. E. 2004. Examination of fungal stress response genes using Saccharomyces cervisiae as a model system: Targeting genes affecting aflatoxin biosynthesis by Aspergillus flavus Link. Appl. Microbiol. Biotechnol. 2004, in press.
14. Møller, I. M. Plant mitochondria and oxidative stress. Electron transport, NADPH turnover and metabolism of reactive oxygen species. Annu. Rev. Plant Physiol. Mol. Biol. 2001, 52, 561-591.
15. Tonukari, N. J.; Scott-Craig, J. S.; Walton, J. D. The Cochliobolus carbonum SNF1 gene is required for cell wall-degrading enzyme expression and virulence in maize. Plant Cell 2000, 12, 237-248.
16. Parsons, A. B.; Brost, R. L.; Ding, H.; Li, Z.; Zhang, C.; Sheikh, B.; Brown, G. W.; Kane, P. M.; Hughes, T. R.; Boone, C. Integration of chemical-genetic and genetic interaction data links bioactive compounds to cellular target pathways. Nat. Biotechnol. 2004, 22, 62-69.
17. Stanford Genome Technology Center. http://www-sequence.stanford.edu (accessed July 28, 2004).
18. Kozak, M. An analysis of 5′-noncoding sequences from 699 vertebrate messenger RNAs. Nucleic Acids Res. 1987, 15, 8125-8148.
19. Mahoney, N. E.; Rodriguez, S. B. Aflatoxin variability in pistachios. Appl. Environ. Microbiol. 1996, 62, 1197-1202.
20. Maher, E. A.; Bate, N. J.; Ni, W.; Elkind, Y.; Dixon, R. A.; Lamb, C. J. Increased disease susceptibility of transgenic tobacco plants with suppressed levels of preformed phenyl-propanoid products. Proc. Natl. Acad. Sci. U.S.A. 1994, 91, 7803-7806.
21. Zelko, I. N.; Mariani, T. J.; Folz, R. J. Superoxide dismutase multigene family: A comparison of the CuZn-SOD (SOD1), Mn-SOD (SOD2), and EC-SOD (SOD3) gene structures, evolution, and expression. Free Radical Biol. Med. 2002, 33, 337-349.
22. Lamarre, C.; LeMay, J. D.; Deslauriers, N.; Bourbonnais, Y. Candida albicans expresses an unusual cytoplasmic manganese-containing superoxide dismutase (SOD3 gene product) upon the entry and during the stationary phase. J. Biol. Chem. 2001, 276, 43784-43791.
23. Clough, J. M.; Anthony, V. M.; de Fraine, P. J.; Fraser, T. E. M.; Godfrey, C. R. A.; Godwin, J. R.; Youle, D. The synthesis of fungicidal b-methoxyacrylates. In Proceedings of the 8th International Congress of Pesticide Chemistry; Ragsdale, N. N., Kearney, P. C., Plimmer, J. R., Eds.; American Chemical Society: Washington, DC, 1995; pp 59-73.
24. Hnatova, M.; Gbelska, Y.; Obernauerova, M.; Subikova, V.; Subik, J. Cross-resistance to strobilurin fungicides in mitochondrial and nuclear mutants of Saccharomyces cerevisiae. Folia Microbiol. 2003, 48, 496-500.
25. Zheng, D.; Koller, W. Characterization of the mitochondrial cytochrome b gene from Venturia inaequalis. Curr. Genet. 1997, 32, 361-366.
26. Zheng, D.; Olaya, G.; Koller, W. Characterization of laboratory mutants of Venturia inaequalis resistant to the strobilurin-related fungicide kresoxim-methyl. Curr. Genet. 2000, 38, 148-155.
27. Baetz, K.; McHardy, L.; Gable, K.; Tarling, T.; Reberioux, D.; Bryan, J.; Andersen, R. J.; Dunn, T.; Hieter, P.; Roberge, M. Yeast genome-wide drug-induced haploinsufficiency screen to determine drug mode of action. Proc. Natl. Acad. Sci. U.S.A. 2004, 101, 4525-4530.
28. Lum, P. Y.; Armour, C. D.; Stepaniants, S. B.; Cavet, G.; Wolf, M. K.; Butler, J. S.; Hinshaw, J. C.; Gamier, P.; Prestwich, G. D.; Leonardson, A.; Garrett-Engele, P.; Rush, C. M.; Bard, M.; Schimmack, G.; Phillips, J. W.; Roberts, C. J.; Shoemaker, D. D. Discovering modes of action for therapeutic compounds using a genome-wide screen of yeast heterozygotes. Cell 2004, 116, 121-137.
29. Steinmetz, L. M.; Scharfe, C.; Deutschbauer, A. M.; Mokranjac, D.; Herman, Z. S.; Jones, T.; Chu, A. M.; Giaever, G.; Prokisch, H.; Oefner, P. J.; Davis, R. W. Systematic screen for human disease genes in yeast. Nat. Genet. 2002, 31, 400-404.
30. Lila, T.; Renau, T. E.; Wilson, L.; Philips, J.; Natsoulis, G.; Cope, M. J.; Watkins, W. J.; Buysse, J. Molecular basis for fungal selectivity of novel antimitotic compounds. Antimicrob. Agents Chemother. 2003, 47, 2273-2282.
31. 0I (strobilurin) fungicides: Benefits and risks. http://www.apsnet.org/education/AdvancedPlantPath/Topics/Strobilurin/top.htm (accessed July 28, 2004).
32. Durant, S.; Karran, P. Vanillins-a novel family of DNA-PK inhibitors. Nucleic Acids Res. 2003, 31, 5501-5512.
33. Beekrum, S.; Govinden, R.; Padayachee, T.; Odhav, B. Naturally occurring phenols: A detoxification strategy for fumonisin B1. Food Addit. Contam. 2003, 20, 490-493.
34. Curir, P.; Dolci, M.; Dolci, P.; Lanzotti, V.; De Cooman, L. Fungitoxic phenols from carnation (Dianthus caryophyllus) effective against Fusarium oxysporum f. sp. dianthi. Phytochem. Anal. 2003, 14, 8-12.
35. Aziz, N. H.; Farag, S. E.; Mousa, L. A.; Abo-Zaid, M. A. Comparative antibacterial and antifungal effects of some phenolic compounds. Microbios 1998, 93, 43-54.