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Volumn 43, Issue 14, 2013, Pages 1939-1946

Zearalenone mimics: Synthesis of (E)-6-(1-Alkenyl)-substituted β-resorcylic acid esters

Author keywords

resorcylic acid ester; Mycotoxin; ortho directed lithiation; Schlosser Wittig olefination; zearalenone

Indexed keywords

BETA RESORCYLIC ACID; GLUCOSIDE; GLUCURONIDE; SULFATE; ZEARALENONE;

EID: 84876116386     PISSN: 00397911     EISSN: 15322432     Source Type: Journal    
DOI: 10.1080/00397911.2012.681827     Document Type: Article
Times cited : (6)

References (21)
  • 3
    • 33847207139 scopus 로고    scopus 로고
    • Toxicity of different Fusarium mycotoxins on growth performance, immune responses and efficacy of a mycotoxin degrading enzyme in pigs
    • Cheng, Y.-H.; Weng, C.-F.; Chen, B.-J.; Chang, M.-H. Toxicity of different Fusarium mycotoxins on growth performance, immune responses and efficacy of a mycotoxin degrading enzyme in pigs. Animal Res. 2006, 55 (6), 579-590.
    • (2006) Animal Res. , vol.55 , Issue.6 , pp. 579-590
    • Cheng, Y.-H.1    Weng, C.-F.2    Chen, B.-J.3    Chang, M.-H.4
  • 4
    • 70350236235 scopus 로고    scopus 로고
    • Formation, determination and significance of masked and other conjugated mycotoxins
    • Berthiller, F.; Schuhmacher, R.; Adam, G.; Krska, R. Formation, determination and significance of masked and other conjugated mycotoxins. Anal. Bioanal. Chem. 2009, 395 (5), 1243-1252.
    • (2009) Anal. Bioanal. Chem. , vol.395 , Issue.5 , pp. 1243-1252
    • Berthiller, F.1    Schuhmacher, R.2    Adam, G.3    Krska, R.4
  • 5
    • 79961145730 scopus 로고    scopus 로고
    • The current state of mycotoxin biomarker development in humans and animals and the potential for application to plant systems
    • Baldwin, T.; Riley, R.; Zitomer, N.; Voss, K.; Coulombe, R. Jr.; Pestka, J.; Williams, D.; Glenn, A. The current state of mycotoxin biomarker development in humans and animals and the potential for application to plant systems. World Mycotoxin J. 2011, 4 (3), 257-270.
    • (2011) World Mycotoxin J. , vol.4 , Issue.3 , pp. 257-270
    • Baldwin, T.1    Riley, R.2    Zitomer, N.3    Voss, K.4    Coulombe Jr., R.5    Pestka, J.6    Williams, D.7    Glenn, A.8
  • 6
    • 79960558286 scopus 로고    scopus 로고
    • Direct quantification of deoxynivalenol glucuronide in human urine as biomarker of exposure to the Fusarium mycotoxin deoxynivalenol
    • Warth, B.; Sulyok, M.; Berthiller, F.; Schuhmacher, R.; Fruhmann, P.; Hametner, C.; Adam, G.; Fröhlich, J.; Krska, R. Direct quantification of deoxynivalenol glucuronide in human urine as biomarker of exposure to the Fusarium mycotoxin deoxynivalenol. Anal. Bioanal. Chem. 2011, 401 (1), 195-200.
    • (2011) Anal. Bioanal. Chem. , vol.401 , Issue.1 , pp. 195-200
    • Warth, B.1    Sulyok, M.2    Berthiller, F.3    Schuhmacher, R.4    Fruhmann, P.5    Hametner, C.6    Adam, G.7    Fröhlich, J.8    Krska, R.9
  • 7
    • 0000921499 scopus 로고
    • Chemistry of zearalenone and some of its derivatives
    • Shipchandler, M. T. Chemistry of zearalenone and some of its derivatives. Heterocycles 1975, 3 (6), 471-520.
    • (1975) Heterocycles , vol.3 , Issue.6 , pp. 471-520
    • Shipchandler, M.T.1
  • 8
    • 33846460438 scopus 로고    scopus 로고
    • Role of zearalenone lactonase in protection of Gliocladium roseum from fungitoxic effects of the mycotoxin zearalenone
    • Utermark, J.; Karlovsky, P. Role of zearalenone lactonase in protection of Gliocladium roseum from fungitoxic effects of the mycotoxin zearalenone. Appl. Environmental Microbiol. 2007, 73 (2), 637-642.
    • (2007) Appl. Environmental Microbiol. , vol.73 , Issue.2 , pp. 637-642
    • Utermark, J.1    Karlovsky, P.2
  • 9
    • 65349143683 scopus 로고    scopus 로고
    • Factors affecting orthogonality in the deprotection of 2,4-di-protected aromatic ethers employing solid-supported acids
    • Tangdenpaisal, K.; Sualek, S.; Ruchirawat, S.; Ploypradith, P. Factors affecting orthogonality in the deprotection of 2,4-di-protected aromatic ethers employing solid-supported acids. Tetrahedron 2009, 65 (22), 4316-4325.
    • (2009) Tetrahedron , vol.65 , Issue.22 , pp. 4316-4325
    • Tangdenpaisal, K.1    Sualek, S.2    Ruchirawat, S.3    Ploypradith, P.4
  • 10
    • 33947088792 scopus 로고
    • Improved synthesis of 5-alkylresorcinols
    • Marmor, R. S. Improved synthesis of 5-alkylresorcinols. J. Org. Chem. 1972, 37 (18), 2901-2904.
    • (1972) J. Org. Chem. , vol.37 , Issue.18 , pp. 2901-2904
    • Marmor, R.S.1
  • 11
    • 84970567499 scopus 로고
    • Oxidation of alkyl 1,6-dihydroorsellinates: A new method for the synthesis of methyl orsellinate and homologs
    • Dyke, H.; Elix, J.; Marcuccio, S.; Whitton, A. Oxidation of alkyl 1,6-dihydroorsellinates: A new method for the synthesis of methyl orsellinate and homologs. Aust. J. Chem. 1987, 40 (2), 431-434.
    • (1987) Aust. J. Chem. , vol.40 , Issue.2 , pp. 431-434
    • Dyke, H.1    Elix, J.2    Marcuccio, S.3    Whitton, A.4
  • 12
    • 79952772128 scopus 로고    scopus 로고
    • Isolation, characterization and antifungal activity of major constituents of the Himalayan lichen Parmelia reticulata Tayl
    • Goel, M.; Dureja, P.; Rani, A.; Uniyal, P. L.; Laatsch, H. Isolation, characterization and antifungal activity of major constituents of the Himalayan lichen Parmelia reticulata Tayl. J. Agri. Food Chem. 2011, 59 (6), 2299-2307
    • (2011) J. Agri. Food Chem. , vol.59 , Issue.6 , pp. 2299-2307
    • Goel, M.1    Dureja, P.2    Rani, A.3    Uniyal, P.L.4    Laatsch, H.5
  • 13
    • 0343618756 scopus 로고    scopus 로고
    • Depsides as non-redox inhibitors of leukotriene B4 biosynthesis and HaCaT cell growth, 2: Novel analogues of obtusatic acid
    • Kumar, S.; Müller, K. Depsides as non-redox inhibitors of leukotriene B4 biosynthesis and HaCaT cell growth, 2: Novel analogues of obtusatic acid. Eur. J. Med. Chem. 2000, 35 (4), 405-411.
    • (2000) Eur. J. Med. Chem. , vol.35 , Issue.4 , pp. 405-411
    • Kumar, S.1    Müller, K.2
  • 14
    • 33847775610 scopus 로고    scopus 로고
    • Synthesis of the core structure of cruentaren A
    • Vintonyak, V. V.; Maier, M. E. Synthesis of the core structure of cruentaren A. Org. Lett. 2007, 9 (4), 655-658.
    • (2007) Org. Lett. , vol.9 , Issue.4 , pp. 655-658
    • Vintonyak, V.V.1    Maier, M.E.2
  • 15
    • 24944583165 scopus 로고    scopus 로고
    • Synthesis of the phthalide-containing anti-Helicobacter pylori agents CJ-13,015, CJ-13,102, CJ-13,103, CJ-13,104 and CJ-13,108
    • Brimble, M. A.; Flowers, C. L.; Hutchinson, J. K.; Robinson, J. E.; Sidford, M. Synthesis of the phthalide-containing anti-Helicobacter pylori agents CJ-13,015, CJ-13,102, CJ-13,103, CJ-13,104 and CJ-13,108. Tetrahedron 2005, 61 (42), 10036-10047.
    • (2005) Tetrahedron , vol.61 , Issue.42 , pp. 10036-10047
    • Brimble, M.A.1    Flowers, C.L.2    Hutchinson, J.K.3    Robinson, J.E.4    Sidford, M.5
  • 16
    • 33751499427 scopus 로고
    • Synthesis of β-resorcylic macrolides via organopalladium chemistry: Application to the total synthesis of (S)-zearalenone
    • Kalivretenos, A.; Stille, J. K.; Hegedus, L. S. Synthesis of β-resorcylic macrolides via organopalladium chemistry: Application to the total synthesis of (S)-zearalenone. J. Org. Chem. 1991, 56 (8), 2883-2894.
    • (1991) J. Org. Chem. , vol.56 , Issue.8 , pp. 2883-2894
    • Kalivretenos, A.1    Stille, J.K.2    Hegedus, L.S.3
  • 17
    • 0037013917 scopus 로고    scopus 로고
    • Towards the synthesis of chiral isochromanquinones: The use of Corey-Bakshi-Shibata reductions
    • de Koning, C. B.; Giles, R. G. F.; Green, I. R.; Jahed, N. M. Towards the synthesis of chiral isochromanquinones: The use of Corey-Bakshi-Shibata reductions. Tetrahedron Lett. 2002, 43 (23), 4199-4201.
    • (2002) Tetrahedron Lett. , vol.43 , Issue.23 , pp. 4199-4201
    • De Koning, C.B.1    Giles, R.G.F.2    Green, I.R.3    Jahed, N.M.4
  • 18
    • 0035914674 scopus 로고    scopus 로고
    • The synthesis of isochroman-4-ols and isochroman-3-ols: Models for naturally occurring benzo[g]isochromanols
    • de Koning, C. B.; Green, I. R.; Michael, J. P.; Oliveira, J. R. The synthesis of isochroman-4-ols and isochroman-3-ols: Models for naturally occurring benzo[g]isochromanols. Tetrahedron 2001, 57 (47), 9623-9634.
    • (2001) Tetrahedron , vol.57 , Issue.47 , pp. 9623-9634
    • De Koning, C.B.1    Green, I.R.2    Michael, J.P.3    Oliveira, J.R.4
  • 19
    • 37049101956 scopus 로고
    • Biosynthesis of fungal metabolites: Terrein, a metabolite of Aspergillus terreus Thom
    • Hill, R. A.; Carter, R. H.; Staunton, J. Biosynthesis of fungal metabolites: Terrein, a metabolite of Aspergillus terreus Thom. J. Chem. Soc., Perkin Trans. 1981, 1, 2570-2576.
    • (1981) J. Chem. Soc., Perkin Trans. , vol.1 , pp. 2570-2576
    • Hill, R.A.1    Carter, R.H.2    Staunton, J.3
  • 20
    • 0037455358 scopus 로고    scopus 로고
    • Sequestered alkyllithiums: Why phenyllithium alone is suitable for betaine-ylide generation
    • Wang, Q.; Deredas, D.; Huynh, C.; Schlosser, M. Sequestered alkyllithiums: Why phenyllithium alone is suitable for betaine-ylide generation. Chem.-Eur. J. 2003, 9 (2), 570-574.
    • (2003) Chem.-Eur. J. , vol.9 , Issue.2 , pp. 570-574
    • Wang, Q.1    Deredas, D.2    Huynh, C.3    Schlosser, M.4
  • 21
    • 84861630101 scopus 로고    scopus 로고
    • Fröhlich, J. Fast and reproducible chemical synthesis of zearalenone-14-βD-glucuronide
    • Mikula, H.; Hametner, C.; Berthiller, F.; Warth, B.; Krska, R., Adam, G.;. Fröhlich, J. Fast and reproducible chemical synthesis of zearalenone-14-βD-glucuronide. World Mycotoxin J. 2012, 5 (3), 289-296.
    • (2012) World Mycotoxin J. , vol.5 , Issue.3 , pp. 289-296
    • Mikula, H.1    Hametner, C.2    Berthiller, F.3    Warth, B.4    Krska, R.5    Adam, G.6


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.