LC-MS/MS method for the determination of the fungal pigment bikaverin in maize kernels as an indicator of ear rot

Food Additives and Contaminants - Part A

Volumn 29, Issue 11, 2012, Pages 1736-1742

  Busman, M ^a   Butchko, R A E ^a   Proctor, R H ^a  

^a NATIONAL CENTER FOR AGRICULTURAL UTILIZATION RESEARCH   (United States)

Author keywords

bikaverin; Fusarium; liquid chromatography mass spectrometry; maize; mycotoxin

Indexed keywords

AGRICULTURAL ROBOTS; ELECTROSPRAY IONIZATION; FUNGI; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; KETONES; MASS SPECTROMETRY;

BIKAVERIN; FUSARIUM; LIQUID CHROMATOGRAPHY - MASS SPECTROMETRIES; MAIZE; MYCOTOXIN;

SIGNAL TO NOISE RATIO;

BIKAVERIN; POLYKETIDE; UNCLASSIFIED DRUG;

ARTICLE; EAR ROT; FUNGAL STRAIN; FUSARIUM MONILIFORME; LIMIT OF QUANTITATION; LIQUID CHROMATOGRAPHY; MAIZE; NONHUMAN; PRIORITY JOURNAL; TANDEM MASS SPECTROMETRY;

EID: 84867281330     PISSN: 19440049     EISSN: 14645122     Source Type: Journal    
DOI: 10.1080/19440049.2012.704528     Document Type: Article

References (26)

1. Balan, J, Fusha, J, Kuhr, I and Kuhrova, V. 1970. Bikaverin, an antibiotic from Gibberella fujikuroi, effective against Leishmania brasiliensis. Folia Microbiol, 15: 479-484.
2. Barton, DHR, Cottier, L, Freund, K, Luini, F, Magnus, PD and Salazar, I. 1976. Total synthesis of bikaverin (6,11-dihydroxy-3,8-dimethoxy-1-methylbenzo[b]xanthen-7,10,12-trione). J Chem Soc Perkin Trans, 1: 499-503.
3. Brewer, D, Arsenault, GP, Wright, JLC and Vining, LC. 1973. Production of bikaverin by Fusarium oxysporum and its identity with lycopersin. J Antibiot, 26: 778-781.
4. Choi, Y-E, Brown, JA, Williams, CB, Canales, LL and Shim, W-B. 2008. GAC1, a gene encoding a putative GTPase-activitating protein, regulates bikaverin biosynthesis in Fusarium verticillioides. Mycolgia, 100: 701-709.
5. Cornforth, JW, Ryback, G, Robinson, PM and Park, D. 1971. Isolation and characterization of a fungal vacuolation factor (bikaverin). J Chem Soc C, 1971: 2786-2788.
6. de Boer, JJ, Bright, D, Dallinga, G and Hewitt, TG. 1971. Crystal and molecular structure of the chloroform solvate of bikaverin. J Chem Soc C, 1971: 2788-2791.
7. Desjardins, AE and Plattner, RD. 2000. Fumonisin B1-nonproducing strains of Fusarium verticillioides cause maize (Zea mays) ear infection and ear rot. J Agric Food Chem, 48: 5773-5780.
8. Geiser, DM, Jimenez-Gasco, MDM, Kang, S, Makalowska, I, Veeraraghavan, N, Ward, TJ, Zhang, N, Kuldau, GA and O'Donnell, K. 2004. FUSARIUM-ID v.1.0: a DNA sequence database for identifying Fusarium. Eur J Plant Pathol, 110: 473-480.
9. Giordano, W, Avalos, J, Cerdá-Olmedo, E and Domenech, CE. 1999. Nitrogen availability and production of bikaverin and gibberellins in Gibberella fujikuroi. FEMS Microbiol Lett, 173: 389-393.
10. Kato, T, Katagiri, N, Nakano, J and Kawamura, H. 1977. Total synthesis of bikaverin involving the novel rearrangement of an ortho-quinone to a para-quinone. J Chem Soc Chem Commun, 18: 645-646.
11. Kovác, L, Böhmerová, E and Fuska, J. 1978. Inhibition of mitochondrial functions by the antibiotics, bikaverin and duclauxine. J Antibiot, 31: 616-620.
12. Kwon, HR, Son, SW, Han, HR, Choi, GJ, Jang, KS, Choi, YH, Lee, S, Sung, ND and Kim, JC. 2007. Nematicidal activity of bikaverin and fusaric acid isolated from Fusarium oxysporum against pine wood nematode, Bursaphelenchus xylophilus. Plant Pathol J, 23: 318-321.
13. Leslie, JF and Summerell, BA. 2006. The Fusarium laboratory manual, Ames (IA): Blackwell.
14. Lewis, JR and Paul, JG. 1981. Oxidative coupling. Part 11. Approaches to the synthesis of bikaverin. J Chem Soc Perkin Trans, I: 770-775.
15. Munkvold, GP and Desjardins, AE. 1997. Fumonisins in maize: can we reduce their occurrence?. Plant Dis, 81: 556-565.
16. Myung, K, Li, S, Butchko, RAE, Busman, M, Proctor, RH, Abbas, HK and Calvo, AM. 2009. FvVE1 regulates biosynthesis of the mycotoxins fumonisins and fusarins in Fusarium verticiliioides. J Agric Food Chem, 57: 5089-5094.
17. Nelson, PE, Desjardins, AE and Plattner, RD. 1993. Fumonisins, mycotoxins produced by Fusarium species: biology, chemistry, and significance. Ann Rev Phytopathol, 31: 1026-1030.
18. Norred, WP, Plattner, RD, Vesonder, RF, Bacon, CW and Voss, KA. 1992. Effects of selected secondary metabolites of Fusarium moniliforme on unscheduled synthesis of DNA by rat primary hepatocytes. Food Chem Toxicol, 30: 233-237.
19. Proctor, RH, Desjardins, RD, Plattner, RD and Hohn, TM. 1999. A polyketide synthase gene required for biosynthesis of fumonisin mycotoxins in Gibberella fujikuroi mating population A. Fungal Genet Biol, 27: 100-112.
20. Reid, LM, Hamilton, RI and Mather, DE. 1996. Screening maize for resistance to Gibberella ear rot, Ottawa (ON, Canada): Agriculture and Agri-Food Canada.
21. Sewram, V, Nieuwoudt, TW, Marasas, WFO, Shephard, GS and Ritieni, A. 1999. Determination of the Fusarium mycotoxins, fusaproliferin and beauvericin by high-performance liquid chromatography-electrospray ionization mass spectrometry. J Chromatogr A, 858: 175-185.
22. Son, SW, Kim, HY, Choi, GJ, Lim, HK, Jang, KS, Lee, SO, Lee, S, Sung, ND and Kim, J-C. 2008. Bikaverin and fusaric acid from Fusarium oxysporum show antioomycete activity against Phytophthora infestans. J Appl Microbiol, 104: 692-698.
23. Suzuki, T, Kitagawa, A, Kawai, K and Hamasaki, T. 1998. Reexamination of respiration-impairing effect of bikaverin on isolated mitochondria. Mycotox Res, 14: 19-27.
24. Versonder, R, Haliburton, J and Golinski, P. 1989. Toxicity of field samples and fusarium moniliforme from feed assoociated with equine-leucoencephalomalacia. Archiv Environ Contam Toxicol, 18: 439-442.
25. Vesonder, R, Haliburton, J and Golinski, P. 1989. Toxicity of field samples and Fusarium moniliforme from feed associated with equine-leueoencephalomalacia. Arch Environ Contam Toxicol, 18: 439-442.
26. Wiemann, P, Willmann, A, Straeten, M, Kleigrewe, K, Beyer, M, Humpf, H-U and Tudzynski, B. 2009. Biosynthesis of the red pigment bikaverin in Fusarium fujikuroi: genes, their function and regulation. Mol Microbiol, 72: 931-946.