Spectroscopic detection of pharmaceutical compounds from an aflatoxigenic strain of Aspergillus parasiticus

Microbiological Research

Volumn 165, Issue 6, 2010, Pages 516-522

  Basaran, P ^a   Demirbas, R M ^a  

^a SULEYMAN DEMIREL UNIVERSITY   (Turkey)

Author keywords

Aspergillus; Fungi; Nut; Secondary metabolites; Spectroscopy

Indexed keywords

AFLATOXIGENIC STRAINS; ASPERGILLUS; ASPERGILLUS PARASITICUS; BENEFICIAL COMPOUNDS; DI-BUTYL PHTHALATE; HIGH RESOLUTION; MASS SPECTROSCOPY; NON-POLAR; NUT; PHARMACEUTICAL COMPOUNDS; PHARMACEUTICAL INDUSTRY; PHENOLIC COMPOUNDS; SECONDARY METABOLITES; SPECTROSCOPIC DETECTION;

BIOMOLECULES; DRUG PRODUCTS PLANTS; ESTERS; FOURIER TRANSFORM INFRARED SPECTROSCOPY; FOURIER TRANSFORMS; FUNGI; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; METABOLISM; PHENOLS;

METABOLITES;

AFLATOXIN;

DETECTION METHOD; DRUG; FOURIER TRANSFORM; FUNGUS; INFRARED SPECTROSCOPY; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; ORGANIC ACID; PERFORMANCE ASSESSMENT; PHENOLIC COMPOUND; RESOLUTION; SECONDARY METABOLITE;

ARTICLE; ASPERGILLUS; CHEMISTRY; HAZELNUT; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; INFRARED SPECTROSCOPY; MASS SPECTROMETRY; METABOLISM; MICROBIOLOGY;

AFLATOXINS; ASPERGILLUS; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; CORYLUS; MASS SPECTROMETRY; SPECTROSCOPY, FOURIER TRANSFORM INFRARED;

ASPERGILLUS; ASPERGILLUS PARASITICUS; CORYLUS; FUNGI;

EID: 77956173801     PISSN: 09445013     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.micres.2009.09.006     Document Type: Article

References (50)

1. Arai K., Miyajima H., Mushiroda T.,, Yamamoto Y. Metabolites of Penicillium italicum Wehmer: isolation and structures of new metabolites including naturally occuring 4-ylideneacyltetronic acids, italicinic acid and italicic acid. Chem Pharm Bull 1989, 37:3229-3235.
2. Balafas D., Shaw K.J., Whitfield F.B. Phthalate and adipate esters in Australian packaging materials. Food Chem 1999, 65:279-287.
3. Basaran P. Reduction of Aspergillus parasiticus on hazelnut surface by UV-C treatment. Int J Food Sci Technol 2009, 44:1857-1863.
4. Basaran, P. Antifungal effect of acids and surface active compounds for post-harvest control of Aspergillus parasiticus growth on hazelnut. Food Process Preserv 2009b; In press.
5. Basaran P., Ozcan M. Occurrence of aflatoxins in various nuts commercialized in Turkey. J Food Saf 2009, 29:95-105.
6. Basaran P., Akgul N., Oksuz L. Elimination of Aspergillus parasiticus from nut surface with low pressure cold plasma (LPCP) treatment. Food Microbiol 2008, 25:626-632.
7. Blumenthal C.Z. Production of toxic metabolites in Aspergillus niger, Aspergillus oryzae, and Trichoderma reesei: justification of mycotoxin testing in food grade enzyme preparations derived from the three fungi. Regul Toxicol Pharm 2004, 39:214-228.
8. Burdock G.A., Soni M.G., Carabin I.G. Evaluation of health aspects of kojic acid in food. Regul Toxicol Pharm 2001, 33:80-101.
9. Chun E., Han C.K., Yoon J.H., Sim T.B., Kim Y.K., Lee K.Y. Novel inhibitors targeted to methionine aminopeptidase 2 (MetAP2) strongly inhibit the growth of cancers in xenografted nude model. Int J Cancer 2005, 114:124-130.
10. Das P., Sreelatha T.,, Ganesh A. Bio oil from pyrolysis of cashew nut shell-characterisation and related properties. Biomass Bioenergy 2004, 27:265-275.
11. Dezube B.J., Von Roenn J.H., Holden-Wiltse J., Cheung T.W., Remick S.C., Cooley T.P., et al. Fumagillin analog in the treatment of Kaposi's sarcoma: a phase I AIDS Clinical Trial Group study. AIDS Clinical Trial Group No. 215 Team. J Clin Oncol 1998, 16:1444-1449.
12. Diesenhouse M.C., Wilson L.A., Corrent G.F., Visvesvara G.S., Grossniklaus H.E.,, Bryan R.T. Treatment of microsporidial keratoconjunctivitis with topical fumagillin. Am J Ophthalmol 1993, 115:293-298.
13. Fardis M., Pyun H.-J., Tario J., Jin H., Kim C.U., Ruckman J., et al. Design, synthesis and evaluation of a series of novel fumagillin analogues. Bioorg Med Chem 2003, 11:5051-5058.
14. Fischer G., Braun S., Thissen R.,, Dott W. FT-IR spectroscopy as a tool for rapid identification and intra-species characterization of airborne filamentous fungi. J Microbiol Methods 2006, 64:63-77.
15. Frisvad J.C., Anderse B., Thrane U. The use of secondary metabolite profiling in chemotaxonomy of filamentous fungi. Mycol Res 2008, 112:231-240.
16. Frisvad J.C., Samson R.A. Neopetromyces gen. nov. and an overview of teleomorphs of Aspergillus subgenus Circumdati. Stud Mycol 2000, 45:201-207.
17. Folkman J.J. What is the evidence that tumors are angiogenesis dependent?. Natl Cancer Inst 1990, 82:4-6.
18. Futamura T., Okabe M., Tamura T.Y., Toda K., Matsunobu T., Park Y.S. Improvement of production of kojic Acid by a mutant strain Aspergillus oryzae, MK107-39. J Biosci Bioeng 2001, 91:272-276.
19. Gasper R., Dewelle J., Kiss R., Mijatovic T., Goormaghtigh E. IR spectroscopy as a new tool for evidencing antitumor drug signatures. BBA - Biomembranes 2009; 10.1016/j.bbamem.2009.02.016.
20. Georgianna D.R., Payne G.A. Genetic regulation of aflatoxin biosynthesis: From gene to genome. Fungal Genet Biol 2009, 46:113-125.
21. Han Y.H., Kim S.Z., Kim S.H., Park W.H. Pyrogallol inhibits the growth of human lung cancer Calu-6 cells via arresting the cell cycle arrest. Toxicol. in Vitro 2008, 22:1605-1609.
22. Hanlon A. Stress and release: chemical modulation of secondary metabolite production in Aspergillus sp. MS Thesis. Massachusetts Institute of Technology. 2006.
23. Hanson T.E., Eble F.R. An antiphage agent isolated from Aspergillus sp. J Bacteriol 1949, 58:527-529.
24. Hettick J.M., Green B.J., Buskirk A.D., Kashon M.L., Slaven J.E., Janotka E., Blachere F.M., Schmechel D., Beezhold D.H. Discrimination of Aspergillus isolates at the species and strain level by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry fingerprinting. Anal Biochem 2008, 380:276-281.
25. Hoffman A., Shahidi F. Paclitaxel and other taxanes in hazelnut. J Funct Foods 2009, 1:33-37.
26. Howlett B.J. Secondary metabolite toxins and nutrition of plant pathogenic Fungi. Curr Opin Plant Biol 2006, 9:371-375.
27. Hu G., Chen P., Wang W., Hu L., Song J., Qiu L., et al. Kinetic determination of pyrogallol by a novel oscillating chemical reaction catalyzed by a tetraazamacrocyclic complex. Electrochim Acta 2007, 52:7996-8002.
28. Huff J.E.,, Kluwe W.M. Phthalate esters carcinogenecity in F 3444/N rats and B6C3F mice. Prog Clin Biol Res 1984, 141:137-145.
29. JRC Report. 2004. http://ecb.jrc.it/DOCUMENTS/Existing-chemicals/RISK_ASSESSMENT/SUMMARY/dibutylphthalatesum003.pdf.
30. Kim Y.M., An J.J., Jin Y.J., Rhee Y., Cha B.S., Lee H.C., et al. Assessment of the anti-obesity effects of the TNP-470 analog, CKD-732. J Mol Endocrinol 2007, 38:455-465.
31. Kozumbo W.J., Kroll R., Rubin R.J. Assessment of mutagenicity of phthalate ester. Environ. Health Perspect 1982, 45:103-110.
32. Leal P.C., Mascarello A., Derita M., Zuljan F., Nunes R.J., Zacchino S., et al. Relation between lipophilicity of alkyl gallates and antifungal activity against yeasts and filamentous fungi. Bio Med Chem Lett 2009, 19:1793-1796.
33. Lee D.S. Dibutyl phthalate, an α-glucosidase inhibitor from Streptomyces melanosporofaciens. J Biosci Bioeng 2000, 89:271-273.
34. Maggio-Hall L.A., Wilson R.A.,, Keller N.P. Fundamental contribution of beta-oxidation to polyketide mycotoxin production in planta. Mol Plant Microbe Interact 2005, 18:783-793.
35. Milligan P.W., Haggblom M.M. Biodegradation of resorcinol and catechol by denitrifying enrichment cultures. Environ Toxicol Chem 1998, 17:1456-1461.
36. Nielsen K.F., Smedsgaard J. Fungal metabolite screening: database of 474 mycotoxins and fungal metabolites for dereplication by standardised liquid chromatography-UV-mass spectrometry methodology. J Chromat A 2003, 1002:111-136.
37. Ni N., Choudhary G., Lia M., Wanga B. Pyrogallol and its analogs can antagonize bacterial quorum sensing in Vibrio harveyi. Bioorg Med Chem Lett 2008, 18:1567-1572.
38. O'Brian G.R., Fakhoury A.M.,, Payne G.A. Identification of genes differentially expressed during aflatoxin biosynthesis in Aspergillus flavus and Aspergillus parasiticus. Fungal Genet Biol 2003, 39:118-127.
39. Park W.H., Han Y.W., Kim S.H., Kim S.Z. A superoxide anion generator, pyrogallol induces apoptosis in As41 cells through the depletion of intracellular GSH content. Mutat Res 2007, 619:81-92.
40. Peacock D.J., Banquerigo M.L.,, Brahn E. A novel angiogenesis inhibitor suppresses rat adjuvant arthritis. Cell Immunol 1995, 160:178-184.
41. Pfordt J. Levels of di (2-ethylhexyl) phthalate (DEHP) and dibutyl phthalates in some foodstuffs with plastic packagings and in mother's milk. Dtsch LebensmRundsch 2004, 100:431-436.
42. Reategui R.F., Wicklow D.T., Gloer J.B. Phaeofurans and sorbicillin analogs from a fungicolous Phaeoacremonium species (NRRL 32148). J Nat Prod 2006, 69:113-117.
43. Roy R.N., Laskar S., Sen S.K. Dibutyl phthalate, the bioactive compound produced by Streptomyces albidoflavus 321.2. Microbiol Res 2006, 161:121-126.
44. Saeki K., Hayakawa S., Isemura M.,, Miyase T. Importance of a pyrogalloltype structure in catechin compounds for apoptosis-inducing activity. Phytochemistry 2000, 53:391-394.
45. Savard M.E., Miller J.D., Blais L.A., Seifert K.A.,, Samson R.A. Secondary metabolites of Penicillium bilaii strain PB-50. Mycopathologia 2005, 127:19-27.
46. Singh V., Ahmad S., Rao G.S. Prooxidant and antioxidant properties of ironhydroquinone and iron-1,2,4-benzenetriol complex. Implications for benzene toxicity. Toxicology 1994, 89:25-33.
47. Sugaya K., Koshino H., Hongo Y., Yasunaga K., Onose J., Yoshikawa K., et al. The biosynthesis of sorbicillinoids in Trichoderma sp. USF-2690: prospect for the existence of a common precursor to sorbicillinol and 5-epihydroxyvertinolide, a new sorbicillinoid member. Tetrahedron Lett 2008, 49:654-657.
48. Sulc M., Peslova K., Zabka M., Hajduch M., Havlicek V. Biomarkers of Aspergillus spores: Strain typing and protein identification. Int J Mass Spectrom 2009, 280:162-168.
49. Yu J., Bhatnagar D.,, Cleveland T.E. Completed sequence of aflatoxin pathway gene cluster in Aspergillus parasiticus. FEBS Lett 2004, 564:126-130.
50. Zhao H., Kwak J.H., Wang Y., Franz J.A., White J.M.,, Holladay J.E. Interactions between cellulose and N-methylmorpholine-N-oxide. Carbohyd Polym 2007, 67:97-103.