메뉴 건너뛰기




Volumn 19, Issue 8, 2014, Pages 10898-10921

Dereplication guided discovery of secondary metabolites of mixed biosynthetic origin from Aspergillus aculeatus

Author keywords

Aspergilli; Aspergillus aculeatus; Dereplication; Natural products; Sclerotia; Secondary metabolism

Indexed keywords

INDOLE DERIVATIVE; TERPENE;

EID: 84906691060     PISSN: None     EISSN: 14203049     Source Type: Journal    
DOI: 10.3390/molecules190810898     Document Type: Article
Times cited : (38)

References (53)
  • 2
    • 8844254695 scopus 로고    scopus 로고
    • Endophytic naphthopyrone metabolites are co-inhibitors of xanthine oxidase, SW1116 cell and some microbial growths
    • Song, Y.C.; Li, H.; Ye, Y.H.; Shan, C.Y.; Yang, Y.M.; Tan, R.X. Endophytic naphthopyrone metabolites are co-inhibitors of xanthine oxidase, SW1116 cell and some microbial growths. FEMS Microbiol. Lett. 2004, 241, 67-72.
    • (2004) FEMS Microbiol. Lett. , vol.241 , pp. 67-72
    • Song, Y.C.1    Li, H.2    Ye, Y.H.3    Shan, C.Y.4    Yang, Y.M.5    Tan, R.X.6
  • 3
    • 0023723836 scopus 로고
    • Cytotoxicity and antitumor activities of fungal bis(naphtho-gamma-pyrone) derivatives
    • Koyama, K.; Ominato, K.; Natori, S.; Tashiro, T.; Tsuruo, T. Cytotoxicity and antitumor activities of fungal bis(naphtho-gamma-pyrone) derivatives. J. Pharmacobio-Dyn. 1988, 11, 630-635.
    • (1988) J. Pharmacobio-Dyn. , vol.11 , pp. 630-635
    • Koyama, K.1    Ominato, K.2    Natori, S.3    Tashiro, T.4    Tsuruo, T.5
  • 4
    • 0028241295 scopus 로고
    • Ochratoxin A production by strains of Aspergillus Niger var. Niger
    • Abarca, M.; Bragulat, M. Ochratoxin A production by strains of Aspergillus niger var. niger. Appl. Environ. Microbiol. 1994, 60, 2650-2652.
    • (1994) Appl. Environ. Microbiol. , vol.60 , pp. 2650-2652
    • Abarca, M.1    Bragulat, M.2
  • 9
    • 0017375773 scopus 로고
    • Studies on aculeacin. II. Isolation and characterization of aculeacins B, C, D, E, F and G
    • Satoi, S.; Yagi, A.; Asano, K.; Misuno, K.; Watanabe, T. Studies on aculeacin. II. Isolation and characterization of aculeacins B, C, D, E, F and G. J. Antibiot. 1977, 30, 303-307.
    • (1977) J. Antibiot. , vol.30 , pp. 303-307
    • Satoi, S.1    Yagi, A.2    Asano, K.3    Misuno, K.4    Watanabe, T.5
  • 11
    • 0017374697 scopus 로고
    • Secalonic acids D and F are toxic metabolites of Aspergillus aculeatus
    • Andersen, R.; Buechi, G.; Kobbe, B.; Demain, A.L. Secalonic acids D and F are toxic metabolites of Aspergillus aculeatus. J. Org. Chem. 1977, 42, 352-353.
    • (1977) J. Org. Chem. , vol.42 , pp. 352-353
    • Andersen, R.1    Buechi, G.2    Kobbe, B.3    Demain, A.L.4
  • 12
    • 0033061473 scopus 로고    scopus 로고
    • Okaramines H and I, new Okaramine Congeners, from Aspergillus aculeatus
    • Hayashi, H.; Furutsuka, K.; Shiono, Y. Okaramines H and I, new Okaramine Congeners, from Aspergillus aculeatus. J. Nat. Prod. 1999, 62, 315-317.
    • (1999) J. Nat. Prod. , vol.62 , pp. 315-317
    • Hayashi, H.1    Furutsuka, K.2    Shiono, Y.3
  • 13
    • 79960727336 scopus 로고    scopus 로고
    • Asperaculin A, a sesquiterpenoid from a marine-derived fungus, Aspergillus aculeatus
    • Ingavat, N.; Mahidol, C.; Ruchirawat, S.; Kittakoop, P. Asperaculin A, a sesquiterpenoid from a marine-derived fungus, Aspergillus aculeatus. J. Nat. Prod. 2011, 74, 1650-1652.
    • (2011) J. Nat. Prod. , vol.74 , pp. 1650-1652
    • Ingavat, N.1    Mahidol, C.2    Ruchirawat, S.3    Kittakoop, P.4
  • 14
    • 73349134679 scopus 로고    scopus 로고
    • Aspergillusol A, an alpha-glucosidase inhibitor from the marine-derived fungus Aspergillus aculeatus
    • Ingavat, N.; Dobereiner, J.; Wiyakrutta, S.; Mahidol, C.; Ruchirawat, S.; Kittakoop, P. Aspergillusol A, an alpha-glucosidase inhibitor from the marine-derived fungus Aspergillus aculeatus. J. Nat. Prod. 2009, 72, 2049-2052.
    • (2009) J. Nat. Prod. , vol.72 , pp. 2049-2052
    • Ingavat, N.1    Dobereiner, J.2    Wiyakrutta, S.3    Mahidol, C.4    Ruchirawat, S.5    Kittakoop, P.6
  • 15
  • 19
    • 84986431133 scopus 로고
    • Pectic enzymes of Aspergillus aculeatus associated with post-harvest deterioration of citrus sinensis fruit
    • Adisa, V.A. Pectic enzymes of Aspergillus aculeatus associated with post-harvest deterioration of citrus sinensis fruit. J. Food Biochem. 1989, 13, 243-252.
    • (1989) J. Food Biochem. , vol.13 , pp. 243-252
    • Adisa, V.A.1
  • 20
    • 0034253208 scopus 로고    scopus 로고
    • Cellulases and related enzymes in biotechnology
    • Bhat, M.K. Cellulases and related enzymes in biotechnology. Biotechnol. Adv. 2000, 18, 355-383.
    • (2000) Biotechnol. Adv. , vol.18 , pp. 355-383
    • Bhat, M.K.1
  • 21
    • 85024338281 scopus 로고
    • Purification and properties of three xylanases from Aspergillus aculeatus
    • Fujimoto, H.; Ooi, T.; Wang, S.; Takizawa, T. Purification and properties of three xylanases from Aspergillus aculeatus. Biosci. Biotechnol. Biochem. 1995, 59, 538-540.
    • (1995) Biosci. Biotechnol. Biochem. , vol.59 , pp. 538-540
    • Fujimoto, H.1    Ooi, T.2    Wang, S.3    Takizawa, T.4
  • 23
    • 5344254394 scopus 로고
    • Growth, sporulation and production of maltase and proteolytic enzymes in Aspergillus aculeatus
    • Olutiola, P.O.; Nwaogwugwu, R.I. Growth, sporulation and production of maltase and proteolytic enzymes in Aspergillus aculeatus. Trans. Br. Mycol. Soc. 1982, 78, 105-113.
    • (1982) Trans. Br. Mycol. Soc. , vol.78 , pp. 105-113
    • Olutiola, P.O.1    Nwaogwugwu, R.I.2
  • 26
    • 0031592466 scopus 로고    scopus 로고
    • Micro-scale extraction procedure for standardized screening of fungal metabolite production in cultures
    • Smedsgaard, J. Micro-scale extraction procedure for standardized screening of fungal metabolite production in cultures. J. Chromatogr. A 1997, 760, 264-270.
    • (1997) J. Chromatogr. A , vol.760 , pp. 264-270
    • Smedsgaard, J.1
  • 27
    • 82355164563 scopus 로고    scopus 로고
    • Dereplication of microbial natural products by LC-DAD-TOFMS
    • Nielsen, K.F.; Ma, M.; Rank, C.; Frisvad, J.C.; Larsen, T.O. Dereplication of microbial natural products by LC-DAD-TOFMS. J. Nat. Prod. 2011, 74, 2338-2348.
    • (2011) J. Nat. Prod. , vol.74 , pp. 2338-2348
    • Nielsen, K.F.1    Ma, M.2    Rank, C.3    Frisvad, J.C.4    Larsen, T.O.5
  • 28
    • 84885069664 scopus 로고    scopus 로고
    • (accessed on 1 February 2014)
    • Laatsch, H. Antibase 2012. Available online: http://www.wiley-vch.de/ stmdata/antibase.php (accessed on 1 February 2014).
    • (2012) Antibase
    • Laatsch, H.1
  • 29
    • 0006200073 scopus 로고    scopus 로고
    • New okaramine congeners, okaramines J, K, L, M and related compounds, from Penicillium Simplicissimum ATCC90288
    • Shiono, Y.; Akiyama, K.; Hayashi, H. New okaramine congeners, okaramines J, K, L, M and related compounds, from Penicillium Simplicissimum ATCC90288. Biosci. Biotechnol. Biochem. 1999, 63, 1910-1920.
    • (1999) Biosci. Biotechnol. Biochem. , vol.63 , pp. 1910-1920
    • Shiono, Y.1    Akiyama, K.2    Hayashi, H.3
  • 30
    • 0038796974 scopus 로고    scopus 로고
    • Fungal metabolite screening: Database of 474 mycotoxins and fungal metabolites for dereplication by standardised liquid chromatography-UV-mass spectrometry methodology
    • 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. Chromatogr. A 2003, 1002, 111-136.
    • (2003) J. Chromatogr. A , vol.1002 , pp. 111-136
    • Nielsen, K.F.1    Smedsgaard, J.2
  • 31
    • 0027472365 scopus 로고
    • Calbistrins, novel antifungal agents produced by Penicillium restrictum. I: Production, taxonomy of the producing organism and biological activity
    • Jackson, M.; Karwowski, J.; Humphrey, P. Calbistrins, novel antifungal agents produced by Penicillium restrictum. I: Production, taxonomy of the producing organism and biological activity. J. Antibiot. 1993, 46, 34-38.
    • (1993) J. Antibiot. , vol.46 , pp. 34-38
    • Jackson, M.1    Karwowski, J.2    Humphrey, P.3
  • 32
    • 0027535949 scopus 로고
    • Calbistrins, novel antifungal agents produced by Penicillium restrictum. II: Isolation and elucidation of structure
    • Brill, G.; Chen, R.; Rasmussen, R. Calbistrins, novel antifungal agents produced by Penicillium restrictum. II: Isolation and elucidation of structure. J. Antibiot. 1993, 46, 39-47.
    • (1993) J. Antibiot. , vol.46 , pp. 39-47
    • Brill, G.1    Chen, R.2    Rasmussen, R.3
  • 34
    • 51849181148 scopus 로고
    • Determination of D-amino acids. II. Use of a bifunctional reagent, 1,5-di-fluoro-2,4-dinitrobenzen
    • Marfey, P. Determination of D-amino acids. II. Use of a bifunctional reagent, 1,5-di-fluoro-2,4-dinitrobenzen. Carlsb. Res. Commun. 1984, 49, 591-596.
    • (1984) Carlsb. Res. Commun. , vol.49 , pp. 591-596
    • Marfey, P.1
  • 36
    • 0027496977 scopus 로고
    • Anacine, a new benzodiazepine metabolite of Penicillium aurantiogriseum produced with other alkaloids in submerged fermentation
    • Boyes-Korkis, J.; Gurney, K.; Penn, J. Anacine, a new benzodiazepine metabolite of Penicillium aurantiogriseum produced with other alkaloids in submerged fermentation. J. Nat. Prod. 1993, 56, 1707-1717.
    • (1993) J. Nat. Prod. , vol.56 , pp. 1707-1717
    • Boyes-Korkis, J.1    Gurney, K.2    Penn, J.3
  • 37
    • 0031819833 scopus 로고    scopus 로고
    • Mollenines A and B: New dioxomorpholines from the ascostromata of Eupenicillium molle
    • Wang, H.J.; Gloer, J.B.; Wicklow, D.T.; Dowd, P.F. Mollenines A and B: new dioxomorpholines from the ascostromata of Eupenicillium molle. J. Nat. Prod. 1998, 61, 804-807.
    • (1998) J. Nat. Prod. , vol.61 , pp. 804-807
    • Wang, H.J.1    Gloer, J.B.2    Wicklow, D.T.3    Dowd, P.F.4
  • 38
    • 0141622328 scopus 로고
    • Three new aflavinines from the sclerotia of Aspergillus tubingensis
    • TePaske, M.R.; Gloer, J.B.; Wicklow, D.T.; Dowd, P.F. Three new aflavinines from the sclerotia of Aspergillus tubingensis. Tetrahedron 1989, 45, 4961-4968.
    • (1989) Tetrahedron , vol.45 , pp. 4961-4968
    • TePaske, M.R.1    Gloer, J.B.2    Wicklow, D.T.3    Dowd, P.F.4
  • 40
    • 78650088691 scopus 로고    scopus 로고
    • Interproton distance determinations by NOE - Surprising accuracy and precision in a rigid organic molecule
    • Butts, C.P.; Jones, C.R.; Towers, E.C.; Flynn, J.L.; Appleby, L.; Barron, N.J. Interproton distance determinations by NOE - surprising accuracy and precision in a rigid organic molecule. Org. Biomol. Chem. 2011, 9, 177-184.
    • (2011) Org. Biomol. Chem. , vol.9 , pp. 177-184
    • Butts, C.P.1    Jones, C.R.2    Towers, E.C.3    Flynn, J.L.4    Appleby, L.5    Barron, N.J.6
  • 41
    • 84899666816 scopus 로고    scopus 로고
    • Formation of sclerotia and production of indoloterpenes by Aspergillus Niger and other species in section Nigri
    • Frisvad, J.C.; Petersen, L.M.; Lyhne, E.K.; Larsen, T.O. Formation of sclerotia and production of indoloterpenes by Aspergillus niger and other species in section Nigri. PLoS One 2014, 9, e94857.
    • (2014) PLoS One , vol.9
    • Frisvad, J.C.1    Petersen, L.M.2    Lyhne, E.K.3    Larsen, T.O.4
  • 42
    • 0023935212 scopus 로고
    • Okaramine A, a novel indole alkaloid with insecticidal activity, from Penicillium simplicissimum AK-40
    • Murao, S.; Hayashi, H.; Takiuchi, K.; Arai, M. Okaramine A, a novel indole alkaloid with insecticidal activity, from Penicillium simplicissimum AK-40. Agric. Biol. Chem. 1988, 52, 885-886.
    • (1988) Agric. Biol. Chem. , vol.52 , pp. 885-886
    • Murao, S.1    Hayashi, H.2    Takiuchi, K.3    Arai, M.4
  • 43
    • 85008266385 scopus 로고
    • Okaramine B, an insecticidal indole alkaloid, produced by Penicillium simplicissimum AK-40
    • Hayashi, H.; Takiuchi, K.; Murao, S.; Arai, M. Okaramine B, an insecticidal indole alkaloid, produced by Penicillium simplicissimum AK-40. Agric. Biol. Chem. 1988, 52, 2131-2133.
    • (1988) Agric. Biol. Chem. , vol.52 , pp. 2131-2133
    • Hayashi, H.1    Takiuchi, K.2    Murao, S.3    Arai, M.4
  • 44
    • 85007744273 scopus 로고
    • New Okaramine Congeners, Okaramins D, E, and F, from Penicillium simplicissimum ATCC 90288
    • Hayashi, H.; Asabu, Y.; Murao, S.; Arai, M. New Okaramine Congeners, Okaramins D, E, and F, from Penicillium simplicissimum ATCC 90288. Jpn. Soc. Biosci. Biotechnol. Agrochem. 1995, 59, 246-250.
    • (1995) Jpn. Soc. Biosci. Biotechnol. Agrochem. , vol.59 , pp. 246-250
    • Hayashi, H.1    Asabu, Y.2    Murao, S.3    Arai, M.4
  • 45
    • 0009823603 scopus 로고
    • Metabolites in the coevolution of fungal chemical defence systems
    • Pirozynski, K., Hawksworth, D., Eds.; Academic Press: London, UK
    • Wicklow, D.T. Metabolites in the coevolution of fungal chemical defence systems. In Coevolution of Fungi with Plant and Animals; Pirozynski, K., Hawksworth, D., Eds.; Academic Press: London, UK, 1988; pp. 173-201.
    • (1988) Coevolution of Fungi with Plant and Animals , pp. 173-201
    • Wicklow, D.T.1
  • 46
    • 46149132175 scopus 로고
    • An improved method for the determination of cross-relaxation rates from NOE data
    • Macura, S.; Farmer, B., II; Brown, L. An improved method for the determination of cross-relaxation rates from NOE data. J. Magn. Reson. 1986, 70, 493-499.
    • (1986) J. Magn. Reson. , vol.70 , pp. 493-499
    • Macura, S.1    Farmer II, B.2    Brown, L.3
  • 47
    • 33747874895 scopus 로고    scopus 로고
    • Revisiting the initial rate approximation in kinetic NOE measurements
    • Hu, H.; Krishnamurthy, K. Revisiting the initial rate approximation in kinetic NOE measurements. J. Magn. Reson. 2006, 182, 173-177.
    • (2006) J. Magn. Reson. , vol.182 , pp. 173-177
    • Hu, H.1    Krishnamurthy, K.2
  • 48
    • 20444483055 scopus 로고
    • The relationship between proton-proton NMR coupling constants and substituents electronegativitis-I
    • Haasnoot, C.A.G.; de Leeuw, F.A.A.M.; Altona, C. The relationship between proton-proton NMR coupling constants and substituents electronegativitis-I. Tetrahedron 1979, 36, 2783-2792.
    • (1979) Tetrahedron , vol.36 , pp. 2783-2792
    • Haasnoot, C.A.G.1    De Leeuw, F.A.A.M.2    Altona, C.3
  • 49
    • 79958837486 scopus 로고    scopus 로고
    • Quantum-chemical simulation of 1H-NMR spectra. 2. Comparison of DFT-based procedures for computing proton-proton coupling constants in organic molecules
    • Bally, T.; Rablen, P.R. Quantum-chemical simulation of 1H-NMR spectra. 2. Comparison of DFT-based procedures for computing proton-proton coupling constants in organic molecules. J. Org. Chem. 2011, 76, 4818-4830.
    • (2011) J. Org. Chem. , vol.76 , pp. 4818-4830
    • Bally, T.1    Rablen, P.R.2
  • 52
    • 84906690826 scopus 로고    scopus 로고
    • Reference methods for broth dilution antifungal susceptibility testing of yeasts
    • CLSI Document M27-S4; Clinical and Laboratory Standards Institute: Wayne, PA, USA
    • Reference methods for broth dilution antifungal susceptibility testing of yeasts; Fourth International Supplement; CLSI Document M27-S4; Clinical and Laboratory Standards Institute: Wayne, PA, USA, 2012.
    • (2012) Fourth International Supplement


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.