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Volumn 12, Issue 4, 2014, Pages 1788-1814

A practical strategy to discover new antitumor compounds by activating silent metabolite production in fungi by diethyl sulphate mutagenesis

Author keywords

Alkaloids; DES mutagenesis; Natural products; Silent fungal metabolite production; Structure elucidation

Indexed keywords

ANTINEOPLASTIC AGENT; DIETHYL SULFATE; FLUOROURACIL; FRUCTIGENINE A; NATURAL PRODUCT; PENICIMUTANIN A; PENICIMUTANIN B; PENICIMUTANOLONE; PENICIMUTATIN; UNCLASSIFIED DRUG; BIOLOGICAL PRODUCT; SULFATE;

EID: 84897050888     PISSN: None     EISSN: 16603397     Source Type: Journal    
DOI: 10.3390/md12041788     Document Type: Article
Times cited : (43)

References (55)
  • 1
    • 84858308226 scopus 로고    scopus 로고
    • Natural products as sources of new drugs over the 30 years from 1981 to 2010
    • Newman, D.J.; Cragg, G.M. Natural products as sources of new drugs over the 30 years from 1981 to 2010. J. Nat. Prod. 2012, 75, 311-335.
    • (2012) J. Nat. Prod. , vol.75 , pp. 311-335
    • Newman, D.J.1    Cragg, G.M.2
  • 2
    • 84896724238 scopus 로고    scopus 로고
    • Natural products as leads to antitumor drugs
    • Newman, D.J.; Giddings, L.-A. Natural products as leads to antitumor drugs. Phytochem. Rev. 2014, 13, 123-137.
    • (2014) Phytochem. Rev. , vol.13 , pp. 123-137
    • Newman, D.J.1    Giddings, L.-A.2
  • 3
    • 84890020560 scopus 로고    scopus 로고
    • Industrial natural product chemistry for drug discovery and development
    • Bauer, A.; Brönstrup, M. Industrial natural product chemistry for drug discovery and development. Nat. Prod. Rep. 2014, 31, 35-60.
    • (2014) Nat. Prod. Rep. , vol.31 , pp. 35-60
    • Bauer, A.1    Brönstrup, M.2
  • 4
    • 84892846429 scopus 로고    scopus 로고
    • Marine-sourced anti-cancer and cancer pain control agents in clinical and late preclinical development
    • Newman, D.J.; Cragg, G.M. Marine-sourced anti-cancer and cancer pain control agents in clinical and late preclinical development. Mar. Drugs 2014, 12, 255-278.
    • (2014) Mar. Drugs , vol.12 , pp. 255-278
    • Newman, D.J.1    Cragg, G.M.2
  • 5
    • 84896695439 scopus 로고    scopus 로고
    • New and highly potent antitumor natural products from marine-derived fungi: Covering the period from 2003 to 2012
    • Pejin, B.; Jovanović, K.K.; Mojović, M.; Savić, A.G. New and highly potent antitumor natural products from marine-derived fungi: Covering the period from 2003 to 2012. Curr. Top. Med. Chem. 2013, 13, 2745-2766.
    • (2013) Curr. Top. Med. Chem. , vol.13 , pp. 2745-2766
    • Pejin, B.1    Jovanović, K.K.2    Mojović, M.3    Savić, A.G.4
  • 6
    • 79251472417 scopus 로고    scopus 로고
    • Secondary metabolites of fungi from marine habitats
    • Rateb, M.E.; Ebel, R. Secondary metabolites of fungi from marine habitats. Nat. Prod. Rep. 2011, 28, 290-344.
    • (2011) Nat. Prod. Rep. , vol.28 , pp. 290-344
    • Rateb, M.E.1    Ebel, R.2
  • 7
    • 42549126178 scopus 로고    scopus 로고
    • In vivo and in vitro production options for fungal secondary metabolites
    • Schneider, P.; Misiek, M.; Hoffmeister, D. In vivo and in vitro production options for fungal secondary metabolites. Mol. Pharm. 2008, 5, 234-242.
    • (2008) Mol. Pharm. , vol.5 , pp. 234-242
    • Schneider, P.1    Misiek, M.2    Hoffmeister, D.3
  • 8
    • 67650308266 scopus 로고    scopus 로고
    • Hidden biosynthetic treasures brought to light
    • Hertweck, C. Hidden biosynthetic treasures brought to light. Nat. Chem. Biol. 2009, 5, 450-452.
    • (2009) Nat. Chem. Biol. , vol.5 , pp. 450-452
    • Hertweck, C.1
  • 9
    • 78649515478 scopus 로고    scopus 로고
    • Strategies for Accessing Microbial Secondary Metabolites from Silent Biosynthetic Pathways
    • 3rd ed.; Baltz, R.H., Davies, J.E., Demain, A.L., Bull, A.T., Junker, B., Katz, L., Lynd, L.R., Masurekar, P.C., Reeves, D., Zhao, H., Eds.; ASM Press: Washington, DC, USA
    • Cichewicz, R.H.; Henrikson, J.C.; Wang, X.; Branscum, K.M. Strategies for Accessing Microbial Secondary Metabolites from Silent Biosynthetic Pathways. In Manual of Industrial Microbiology and Biotechnology, 3rd ed.; Baltz, R.H., Davies, J.E., Demain, A.L., Bull, A.T., Junker, B., Katz, L., Lynd, L.R., Masurekar, P.C., Reeves, D., Zhao, H., Eds.; ASM Press: Washington, DC, USA, 2010; pp. 78-95.
    • (2010) Manual of Industrial Microbiology and Biotechnology , pp. 78-95
    • Cichewicz, R.H.1    Henrikson, J.C.2    Wang, X.3    Branscum, K.M.4
  • 10
    • 78650198931 scopus 로고    scopus 로고
    • Fungal secondary metabolites-Strategies to activate silent gene clusters
    • Brakhage, A.A.; Schroeckh, V. Fungal secondary metabolites-Strategies to activate silent gene clusters. Fungal Genet. Biol. 2011, 48, 15-22.
    • (2011) Fungal Genet. Biol. , vol.48 , pp. 15-22
    • Brakhage, A.A.1    Schroeckh, V.2
  • 13
    • 0036902202 scopus 로고    scopus 로고
    • Big effects from small changes: Possible ways to explore nature's chemical diversity
    • Bode, H.B.; Bethe, B.; Höfs, R.; Zeeck, A. Big effects from small changes: Possible ways to explore nature's chemical diversity. ChemBioChem 2002, 3, 619-627.
    • (2002) ChemBioChem , vol.3 , pp. 619-627
    • Bode, H.B.1    Bethe, B.2    Höfs, R.3    Zeeck, A.4
  • 14
    • 58849110677 scopus 로고    scopus 로고
    • A chemical epigenetics approach for engineering the in situ biosynthesis of a cryptic natural product from Aspergillus niger
    • Henrikson, J.C.; Hoover, A.R.; Joyner, P.M.; Cichewicz, R.H. A chemical epigenetics approach for engineering the in situ biosynthesis of a cryptic natural product from Aspergillus niger . Org. Biomol. Chem. 2009, 7, 435-438.
    • (2009) Org. Biomol. Chem. , vol.7 , pp. 435-438
    • Henrikson, J.C.1    Hoover, A.R.2    Joyner, P.M.3    Cichewicz, R.H.4
  • 15
    • 73949102298 scopus 로고    scopus 로고
    • Epigenome manipulation as a pathway to new natural product scaffolds and their congeners
    • Cichewicz, R.H. Epigenome manipulation as a pathway to new natural product scaffolds and their congeners. Nat. Prod. Rep. 2010, 27, 11-22.
    • (2010) Nat. Prod. Rep. , vol.27 , pp. 11-22
    • Cichewicz, R.H.1
  • 16
    • 84902546611 scopus 로고    scopus 로고
    • Classical and epigenetic approaches to metabolite diversification in filamentous fungi
    • Takahashi, J.A.; Teles, A.P.C.; Bracarense, A.A.P.; Gomes, D.C. Classical and epigenetic approaches to metabolite diversification in filamentous fungi. Phytochem. Rev. 2013, 12, 773-789.
    • (2013) Phytochem. Rev. , vol.12 , pp. 773-789
    • Takahashi, J.A.1    Teles, A.P.C.2    Bracarense, A.A.P.3    Gomes, D.C.4
  • 17
    • 34347344063 scopus 로고    scopus 로고
    • From microbial differentiation to ribosome engineering
    • Ochi, K. From microbial differentiation to ribosome engineering. Biosci. Biothenol. Biochem. 2007, 71, 1373-1386.
    • (2007) Biosci. Biothenol. Biochem. , vol.71 , pp. 1373-1386
    • Ochi, K.1
  • 19
    • 84872353481 scopus 로고    scopus 로고
    • New strategies for drug discovery: Activation of silent or weakly expressed microbial gene clusters
    • Ochi, K.; Hosaka, T. New strategies for drug discovery: Activation of silent or weakly expressed microbial gene clusters. Appl. Microbiol. Biotechnol. 2013, 97, 87-98.
    • (2013) Appl. Microbiol. Biotechnol. , vol.97 , pp. 87-98
    • Ochi, K.1    Hosaka, T.2
  • 20
    • 84859644603 scopus 로고    scopus 로고
    • Activation of the dormant secondary metabolite production by introducing gentamicin-resistance in a marine-derived Penicillium purpurogenum G59
    • Chai, Y.-J.; Cui, C.-B.; Li, C.-W.; Wu, C.-J.; Tian, C.-K.; Hua, W. Activation of the dormant secondary metabolite production by introducing gentamicin-resistance in a marine-derived Penicillium purpurogenum G59. Mar. Drugs 2012, 10, 559-582.
    • (2012) Mar. Drugs , vol.10 , pp. 559-582
    • Chai, Y.-J.1    Cui, C.-B.2    Li, C.-W.3    Wu, C.-J.4    Tian, C.-K.5    Hua, W.6
  • 21
    • 0032510489 scopus 로고    scopus 로고
    • Mutation breeding of banana cv. Highgate (Musa spp., AAA group) for tolerance to Fusarium oxysporum f. sp. cubense using chemical mutagens
    • Bhagwat, B.; Duncan, E.J. Mutation breeding of banana cv. Highgate (Musa spp., AAA group) for tolerance to Fusarium oxysporum f. sp. cubense using chemical mutagens. Sci. Hortic. 1998, 73, 11-22.
    • (1998) Sci. Hortic. , vol.73 , pp. 11-22
    • Bhagwat, B.1    Duncan, E.J.2
  • 22
    • 1542268884 scopus 로고    scopus 로고
    • Strain improvement of Rhizopus oryzae for over-production of L(+)-lactic acid and metabolic flux analysis of mutants
    • Bai, D.-M.; Zhao, X.-M.; Li, X.-G.; Xu, S.-M. Strain improvement of Rhizopus oryzae for over-production of L(+)-lactic acid and metabolic flux analysis of mutants. Biochem. Eng. J. 2004, 18, 41-48.
    • (2004) Biochem. Eng. J. , vol.18 , pp. 41-48
    • Bai, D.-M.1    Zhao, X.-M.2    Li, X.-G.3    Xu, S.-M.4
  • 23
    • 79961170811 scopus 로고    scopus 로고
    • Breeding cold tolerance strain by chemical mutagenesis in Volvariella volvacea
    • Liu, Z.; Zhang, K.; Lin, J.-F.; Guo, L.-Q. Breeding cold tolerance strain by chemical mutagenesis in Volvariella volvacea. Sci. Hortic. 2011, 130, 18-24.
    • (2011) Sci. Hortic. , vol.130 , pp. 18-24
    • Liu, Z.1    Zhang, K.2    Lin, J.-F.3    Guo, L.-Q.4
  • 24
    • 84863447358 scopus 로고    scopus 로고
    • Purpurogemutantin and purpurogemutantidin, new drimenyl cyclohexenone derivatives produced by a mutant obtained by diethyl sulfate mutagenesis of a marine-derived Penicillium purpurogenum G59
    • Fang, S.-M.; Cui, C.-B.; Li, C.-W.; Wu, C.-J.; Zhang, Z.-J.; Li, L.; Huang, X.-J.; Ye, W.-C. Purpurogemutantin and purpurogemutantidin, new drimenyl cyclohexenone derivatives produced by a mutant obtained by diethyl sulfate mutagenesis of a marine-derived Penicillium purpurogenum G59. Mar. Drugs 2012, 10, 1266-1287.
    • (2012) Mar. Drugs , vol.10 , pp. 1266-1287
    • Fang, S.-M.1    Cui, C.-B.2    Li, C.-W.3    Wu, C.-J.4    Zhang, Z.-J.5    Li, L.6    Huang, X.-J.7    Ye, W.-C.8
  • 26
    • 0019980681 scopus 로고
    • 2-Hydroxysagamicin: A new antibiotic produced by mutational biothynthesis of Micromonospora sagamiensis
    • Kitamura, S.; Kase, H.; Odakura, Y.; Iida, T.; Shirahata, K.; Nakayama, K. 2-Hydroxysagamicin: A new antibiotic produced by mutational biothynthesis of Micromonospora sagamiensis. J. Antibiot. 1982, 35, 94-97.
    • (1982) J. Antibiot. , vol.35 , pp. 94-97
    • Kitamura, S.1    Kase, H.2    Odakura, Y.3    Iida, T.4    Shirahata, K.5    Nakayama, K.6
  • 27
    • 0021969704 scopus 로고
    • Metabolic products of microorgansms. 228: New nikkomycins produced by mutants of Streptomyces tendae
    • Bormann, C.; Huhn, W.; Zähner, H.; Rathmann, R.; Hahn, H.; König, W.A. Metabolic products of microorgansms. 228: New nikkomycins produced by mutants of Streptomyces tendae. J. Antibiot. 1985, 38, 9-16.
    • (1985) J. Antibiot. , vol.38 , pp. 9-16
    • Bormann, C.1    Huhn, W.2    Zähner, H.3    Rathmann, R.4    Hahn, H.5    König, W.A.6
  • 28
    • 0020577734 scopus 로고
    • Methods for mutation and selection of the ergot fungus
    • Srikrai, S.; Robbers, J.E. Methods for mutation and selection of the ergot fungus. Appl. Environ. Microbiol. 1983, 45, 1165-1169.
    • (1983) Appl. Environ. Microbiol. , vol.45 , pp. 1165-1169
    • Srikrai, S.1    Robbers, J.E.2
  • 29
    • 0021886510 scopus 로고
    • Enhanced sinefungin production by medium improvement, mutagenesis, and protoplast regeneration of Streptomyces incarnatus NRRL 8089
    • Malina, H.; Tempete, C.; Robert-Gero, M. Enhanced sinefungin production by medium improvement, mutagenesis, and protoplast regeneration of Streptomyces incarnatus NRRL 8089. J. Antibiot. 1985, 38, 1204-1210.
    • (1985) J. Antibiot. , vol.38 , pp. 1204-1210
    • Malina, H.1    Tempete, C.2    Robert-Gero, M.3
  • 30
    • 0025333877 scopus 로고
    • Biosynthesis of kalafungin in Streptomyces tanashiensis
    • Kakinuma, S.; Ikeda, H.; Omura, S.; Hopwood, D.A. Biosynthesis of kalafungin in Streptomyces tanashiensis. J. Antibiot. 1990, 43, 391-396.
    • (1990) J. Antibiot. , vol.43 , pp. 391-396
    • Kakinuma, S.1    Ikeda, H.2    Omura, S.3    Hopwood, D.A.4
  • 31
    • 0025292818 scopus 로고
    • Mutations in a new Streptomyces coelicolor locus which globally block antibiotic biosynthesis but not sporulation
    • Adamidis, T.; Riggle, P.; Chapness, W. Mutations in a new Streptomyces coelicolor locus which globally block antibiotic biosynthesis but not sporulation. J. Bacteriol. 1990, 172, 2962-2969.
    • (1990) J. Bacteriol. , vol.172 , pp. 2962-2969
    • Adamidis, T.1    Riggle, P.2    Chapness, W.3
  • 32
    • 0015172411 scopus 로고
    • Studies in mycological chemistry. Part XXVII. Reinvestigation of the structure of purpurogenone, a metabolite of Penicillium purpurogenum Stoll
    • doi:10.1039/J39710003488
    • Roberts, J.C.; Thompson, D.J. Studies in mycological chemistry. Part XXVII. Reinvestigation of the structure of purpurogenone, a metabolite of Penicillium purpurogenum Stoll. J. Chem. Soc. C 1971, 3488-3492; doi:10.1039/J39710003488.
    • (1971) J. Chem. Soc. C , pp. 3488-3492
    • Roberts, J.C.1    Thompson, D.J.2
  • 33
    • 0015166654 scopus 로고
    • Studies in mycological chemistry. Part XXVIII. Isolation and structure of deoxypurpurogenone, a minor pigment of Penicillium purpurogenum Stoll
    • doi:10.1039/J39710003493
    • Roberts, J.C.; Thompson, D.J. Studies in mycological chemistry. Part XXVIII. Isolation and structure of deoxypurpurogenone, a minor pigment of Penicillium purpurogenum Stoll. J. Chem. Soc. C 1971, 3493-3495; doi:10.1039/J39710003493.
    • (1971) J. Chem. Soc. C , pp. 3493-3495
    • Roberts, J.C.1    Thompson, D.J.2
  • 34
    • 0015547516 scopus 로고
    • Studies in mycological chemistry. Part XXX and last. Isolation and structure of purpuride, a metabolite of Penicillium purpurogenum Stoll
    • doi:10.1039/P19730000078
    • King, T.J.; Roberts, J.C.; Thompson, D.J. Studies in mycological chemistry. Part XXX and last. Isolation and structure of purpuride, a metabolite of Penicillium purpurogenum Stoll. J. Chem. Soc. Perkin Trans. 1 1973, 78-80; doi:10.1039/P19730000078.
    • (1973) J. Chem. Soc. Perkin Trans. 1 , pp. 78-80
    • King, T.J.1    Roberts, J.C.2    Thompson, D.J.3
  • 35
    • 0026016420 scopus 로고
    • Purpactins, new inhibitors of acyl-CoA:Cholesterol acyltransferase produced by Penicillium purpurogenum II. Structure elucidation of purpactins A, B and C
    • Nishida, H.; Tomoda, H.; Cao, J.; Okuda, S.; Omura, S. Purpactins, new inhibitors of acyl-CoA:cholesterol acyltransferase produced by Penicillium purpurogenum II. Structure elucidation of purpactins A, B and C. J. Antibiot. 1991, 44, 144-151.
    • (1991) J. Antibiot. , vol.44 , pp. 144-151
    • Nishida, H.1    Tomoda, H.2    Cao, J.3    Okuda, S.4    Omura, S.5
  • 36
    • 34047257543 scopus 로고    scopus 로고
    • Anti-tumor effects of rubratoxin B on cell toxicity, inhibition of cell proliferation, cytotoxic activity and matrix metalloproteinase-2,9
    • Wang, T.; Zhang, Y.; Wang, Y.; Pei, Y.-H. Anti-tumor effects of rubratoxin B on cell toxicity, inhibition of cell proliferation, cytotoxic activity and matrix metalloproteinase-2,9. Toxicol. In Vitro 2007, 21, 646-650.
    • (2007) Toxicol. In Vitro , vol.21 , pp. 646-650
    • Wang, T.1    Zhang, Y.2    Wang, Y.3    Pei, Y.-H.4
  • 37
    • 79952141047 scopus 로고    scopus 로고
    • Dhilirolides A-D, meroterpenoids produced in culture by the fruit-infecting fungus Penicillium purpurogenum collected in Sri Lanka
    • De Silva, E.D.; Williams, D.E.; Jayanetti, D.R.; Centko, R.M.; Patrick, B.O.; Wijesundera, R.L.C.; Andersen, R.J. Dhilirolides A-D, meroterpenoids produced in culture by the fruit-infecting fungus Penicillium purpurogenum collected in Sri Lanka. Org. Lett . 2011, 13, 1174-1177.
    • (2011) Org. Lett. , vol.13 , pp. 1174-1177
    • De Silva, E.D.1    Williams, D.E.2    Jayanetti, D.R.3    Centko, R.M.4    Patrick, B.O.5    Wijesundera, R.L.C.6    Andersen, R.J.7
  • 38
    • 84859639502 scopus 로고    scopus 로고
    • Isolation of fungal strains in unusual environment and screening for their antitumor activity
    • Tian, C.-K.; Cui, C.-B.; Han, X.-X. Isolation of fungal strains in unusual environment and screening for their antitumor activity. J. Int. Pharm. Res. 2008, 35, 401-405.
    • (2008) J. Int. Pharm. Res. , vol.35 , pp. 401-405
    • Tian, C.-K.1    Cui, C.-B.2    Han, X.-X.3
  • 39
    • 0018882074 scopus 로고
    • Genetic effects of dimethyl sulfate, diethyl sulfate, and related compounds
    • Hoffmann, G.R. Genetic effects of dimethyl sulfate, diethyl sulfate, and related compounds. Mutat. Res. 1980, 75, 63-129.
    • (1980) Mutat. Res. , vol.75 , pp. 63-129
    • Hoffmann, G.R.1
  • 41
    • 0024834338 scopus 로고
    • Structure of fructigenines A and B, new alkaloids isolated from Penicillium fructigenum Takeuchi
    • Arai, K.; Kimura, K.; Mushiroda, T.; Yamamoto, Y. Structure of fructigenines A and B, new alkaloids isolated from Penicillium fructigenum Takeuchi. Chem. Pharm. Bull. 1989, 37, 2937-2939.
    • (1989) Chem. Pharm. Bull. , vol.37 , pp. 2937-2939
    • Arai, K.1    Kimura, K.2    Mushiroda, T.3    Yamamoto, Y.4
  • 44
    • 0026526531 scopus 로고
    • Aranorosinol A and aranorosinol B, two new metabolites from Pseudoarachniotus roseus: Production, isolation, structure elucidation and biological properties
    • Roy, K.; Vijayakumar, E.K.S.; Mukhopadhyay, T.; Chatterjee, S.; Bhat, R.G.; Blumbach, J.; Ganguli, B.N. Aranorosinol A and aranorosinol B, two new metabolites from Pseudoarachniotus roseus: Production, isolation, structure elucidation and biological properties. J. Antibiot. 1992, 45, 1592-1598.
    • (1992) J. Antibiot. , vol.45 , pp. 1592-1598
    • Roy, K.1    Vijayakumar, E.K.S.2    Mukhopadhyay, T.3    Chatterjee, S.4    Bhat, R.G.5    Blumbach, J.6    Ganguli, B.N.7
  • 45
    • 0345116071 scopus 로고    scopus 로고
    • EI-2128-1, a novel interleukin-1β converting enzyme inhibitor produced by Penicillium sp. E-2128
    • Koizumi, F.; Agatsuma, T.; Ando, K.; Kondo, H.; Saitoh, Y.; Matsuda, Y.; Nakanishi, S. EI-2128-1, a novel interleukin-1β converting enzyme inhibitor produced by Penicillium sp. E-2128. J. Antibiot. 2003, 56, 891-898.
    • (2003) J. Antibiot. , vol.56 , pp. 891-898
    • Koizumi, F.1    Agatsuma, T.2    Ando, K.3    Kondo, H.4    Saitoh, Y.5    Matsuda, Y.6    Nakanishi, S.7
  • 46
    • 0027454572 scopus 로고
    • WIN 64821, a new competitive antagonist to substance P, isolated from an Aspergillus species: Structure determination and solution conformation
    • Barrow, C.J.; Cai, P.; Snyder, J.K.; Sedlock, D.M.; Sun, H.H.; Cooper, R. WIN 64821, a new competitive antagonist to substance P, isolated from an Aspergillus species: Structure determination and solution conformation. J. Org. Chem. 1993, 58, 6016-6021.
    • (1993) J. Org. Chem. , vol.58 , pp. 6016-6021
    • Barrow, C.J.1    Cai, P.2    Snyder, J.K.3    Sedlock, D.M.4    Sun, H.H.5    Cooper, R.6
  • 47
    • 0028324538 scopus 로고
    • WIN 64821, a novel neurokinin antagonist produced by an Aspergillus sp. I. Fermentation and isolation
    • Sedlock, D.M.; Barrow, C.J.; Barrownell, E.; Hong, A.; Gillum, A.M.; Houck, D.R. WIN 64821, a novel neurokinin antagonist produced by an Aspergillus sp. I. Fermentation and isolation. J. Antibiot. 1994, 47, 391-398.
    • (1994) J. Antibiot. , vol.47 , pp. 391-398
    • Sedlock, D.M.1    Barrow, C.J.2    Barrownell, E.3    Hong, A.4    Gillum, A.M.5    Houck, D.R.6
  • 48
    • 0028347015 scopus 로고
    • WIN 64821, a novel neurokinin antagonist produced by an Aspergillus sp. III. Biosynthetic analogs
    • Popp, J.L.; Musza, L.L.; Barrow, C.J.; Rudewicz, P.J.; Houck, D.R. WIN 64821, a novel neurokinin antagonist produced by an Aspergillus sp. III. Biosynthetic analogs. J. Antibiot. 1994, 47, 411-419.
    • (1994) J. Antibiot. , vol.47 , pp. 411-419
    • Popp, J.L.1    Musza, L.L.2    Barrow, C.J.3    Rudewicz, P.J.4    Houck, D.R.5
  • 49
    • 0000260530 scopus 로고    scopus 로고
    • Asperazine, a selective cytotoxic alkaloid from a sponge-derived culture of Aspergillus niger
    • Varoglu, M.; Corbett, T.H.; Valeriote, F.A.; Crews, P. Asperazine, a selective cytotoxic alkaloid from a sponge-derived culture of Aspergillus niger. J. Org. Chem. 1997, 62, 7078-7079.
    • (1997) J. Org. Chem. , vol.62 , pp. 7078-7079
    • Varoglu, M.1    Corbett, T.H.2    Valeriote, F.A.3    Crews, P.4
  • 50
    • 84869500048 scopus 로고    scopus 로고
    • Eurocristatine, a new diketopiperazine dimer from the marine sponge-associated fungus Eurotium cristatum
    • Gomes, N.M.; Dethoup, T.; Singburaudom, N.; Gales, L.; Silva, A.M.S.; Kijjoa, A. Eurocristatine, a new diketopiperazine dimer from the marine sponge-associated fungus Eurotium cristatum. Phytochem. Lett. 2012, 5, 717-720.
    • (2012) Phytochem. Lett. , vol.5 , pp. 717-720
    • Gomes, N.M.1    Dethoup, T.2    Singburaudom, N.3    Gales, L.4    Silva, A.M.S.5    Kijjoa, A.6
  • 51
    • 0030038692 scopus 로고    scopus 로고
    • Cyclo-(L-tryptophyl-L-phenylalanyl), a plant growth regulator produced by the fungus Penicillium sp
    • Kimura, Y.; Tani, K.; Kojima, A.; Sotoma, G.; Okada, K.; Shimada, A. Cyclo-(L-tryptophyl-L-phenylalanyl), a plant growth regulator produced by the fungus Penicillium sp. Phytochemistry 1996, 41, 665-669.
    • (1996) Phytochemistry , vol.41 , pp. 665-669
    • Kimura, Y.1    Tani, K.2    Kojima, A.3    Sotoma, G.4    Okada, K.5    Shimada, A.6
  • 52
    • 13344258738 scopus 로고
    • Vicinal Coupling
    • 2nd ed.; Fresenius, W., Huber, J.F.K., Pungor, E., Rechnitz, G.A., Simon, W., West, T.S., Eds.; Springer-Verlag: Berlin, Germany
    • Pretsch, E.; Seibl, J.; Simon, W.; Clerc, T. Vicinal Coupling. In Tables of Spectral Data for Structure Determination of Organic Compounds, 2nd ed.; Fresenius, W., Huber, J.F.K., Pungor, E., Rechnitz, G.A., Simon, W., West, T.S., Eds.; Springer-Verlag: Berlin, Germany, 1989; pp. H20-H25.
    • (1989) Tables of Spectral Data for Structure Determination of Organic Compounds
    • Pretsch, E.1    Seibl, J.2    Simon, W.3    Clerc, T.4
  • 54
    • 84874357275 scopus 로고    scopus 로고
    • Identification of a brevianamide F reverse prenyltransferase BrePT from Aspergillus versicolor with a broad substrate specificity towards tryptophan-containing cyclic dipeptides
    • Yin, S.; Yu, X.; Wang, Q.; Li, S.-M. Identification of a brevianamide F reverse prenyltransferase BrePT from Aspergillus versicolor with a broad substrate specificity towards tryptophan-containing cyclic dipeptides. Appl. Microbiol. Biotechnol. 2013, 97, 1649-1660.
    • (2013) Appl. Microbiol. Biotechnol. , vol.97 , pp. 1649-1660
    • Yin, S.1    Yu, X.2    Wang, Q.3    Li, S.-M.4
  • 55
    • 0033811071 scopus 로고    scopus 로고
    • Synthesis and evaluation of microtubule assembly inhibition and cytotoxicity of prenylated derivatives of cyclo-L-Trp-L -Pro
    • Sanz-Cervera, J.F.; Stocking, E.M.; Usui, T.; Osada, H.; Williams, R.M. Synthesis and evaluation of microtubule assembly inhibition and cytotoxicity of prenylated derivatives of cyclo-L-Trp-L -Pro. Bioorg. Med. Chem. 2000, 8, 2407-2415.
    • (2000) Bioorg. Med. Chem. , vol.8 , pp. 2407-2415
    • Sanz-Cervera, J.F.1    Stocking, E.M.2    Usui, T.3    Osada, H.4    Williams, R.M.5


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