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Volumn 20, Issue 8, 2013, Pages 1022-1032

Engineering the biosynthesis of the polyketide-nonribosomal peptide collismycin A for generation of analogs with neuroprotective activity

Author keywords

[No Author keywords available]

Indexed keywords

2,2' BIPYRIDINE DERIVATIVE; COLLISMYCIN A; COLLISMYCIN C; COLLISMYCIN D; COLLISMYCIN DA; COLLISMYCIN DERIVATIVE; COLLISMYCIN DH; COLLISMYCIN DN; COLLISMYCIN DS; COLLISMYCIN H; COLLISMYCIN H1; COLLISMYCIN H2; COLLISMYCIN H3; COLLISMYCIN H4; COLLISMYCIN H5; CYTOTOXIC AGENT; UNCLASSIFIED DRUG;

EID: 84883147489     PISSN: 10745521     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.chembiol.2013.06.014     Document Type: Article
Times cited : (33)

References (46)
  • 2
    • 73349124746 scopus 로고    scopus 로고
    • Bezerramycins A-C, antiproliferative ohenoxazinones from Streptomyces griseus featuring carboxy, carboxamide or nitrile substituents
    • P. Bezerra Gomes, M. Nett, H.-M. Dahse, I. Sattler, K. Martin, and C. Hertweck Bezerramycins A-C, antiproliferative ohenoxazinones from Streptomyces griseus featuring carboxy, carboxamide or nitrile substituents Eur. J. Org. Chem. 2 2010 231 235
    • (2010) Eur. J. Org. Chem. , vol.2 , pp. 231-235
    • Bezerra Gomes, P.1    Nett, M.2    Dahse, H.-M.3    Sattler, I.4    Martin, K.5    Hertweck, C.6
  • 3
    • 19644393308 scopus 로고    scopus 로고
    • Bioactive microbial metabolites
    • J. Bérdy Bioactive microbial metabolites J. Antibiot. 58 2005 1 26
    • (2005) J. Antibiot. , vol.58 , pp. 1-26
    • Bérdy, J.1
  • 4
    • 44249098800 scopus 로고    scopus 로고
    • Natural products to drugs: Natural product-derived compounds in clinical trials
    • M.S. Butler Natural products to drugs: natural product-derived compounds in clinical trials Nat. Prod. Rep. 25 2008 475 516
    • (2008) Nat. Prod. Rep. , vol.25 , pp. 475-516
    • Butler, M.S.1
  • 5
    • 77149132146 scopus 로고    scopus 로고
    • Identification of the tirandamycin biosynthetic gene cluster from Streptomyces sp. 307-9
    • J.C. Carlson, J.L. Fortman, Y. Anzai, S. Li, D.A. Burr, and D.H. Sherman Identification of the tirandamycin biosynthetic gene cluster from Streptomyces sp. 307-9 ChemBioChem 11 2010 564 572
    • (2010) ChemBioChem , vol.11 , pp. 564-572
    • Carlson, J.C.1    Fortman, J.L.2    Anzai, Y.3    Li, S.4    Burr, D.A.5    Sherman, D.H.6
  • 7
    • 62449089680 scopus 로고    scopus 로고
    • Microbial drug discovery: 80 years of progress
    • A.L. Demain, and S. Sanchez Microbial drug discovery: 80 years of progress J. Antibiot. 62 2009 5 16
    • (2009) J. Antibiot. , vol.62 , pp. 5-16
    • Demain, A.L.1    Sanchez, S.2
  • 8
    • 0035065966 scopus 로고    scopus 로고
    • Biosynthesis of hybrid peptide-polyketide natural products
    • L. Du, and B. Shen Biosynthesis of hybrid peptide-polyketide natural products Curr. Opin. Drug Discov. Devel. 4 2001 215 228
    • (2001) Curr. Opin. Drug Discov. Devel. , vol.4 , pp. 215-228
    • Du, L.1    Shen, B.2
  • 9
    • 77950596075 scopus 로고    scopus 로고
    • Chemo-promiscuity of alcohol dehydrogenases: Reduction of phenylacetaldoxime to the alcohol
    • B. Ferreira-Silva, I. Lavandera, A. Kern, K. Faber, and W. Kroutil Chemo-promiscuity of alcohol dehydrogenases: reduction of phenylacetaldoxime to the alcohol Tetrahedron 66 2010 3410 3414
    • (2010) Tetrahedron , vol.66 , pp. 3410-3414
    • Ferreira-Silva, B.1    Lavandera, I.2    Kern, A.3    Faber, K.4    Kroutil, W.5
  • 10
    • 0033213008 scopus 로고    scopus 로고
    • Nitrile-containing natural products
    • F.F. Fleming Nitrile-containing natural products Nat. Prod. Rep. 16 1999 597 606
    • (1999) Nat. Prod. Rep. , vol.16 , pp. 597-606
    • Fleming, F.F.1
  • 11
    • 0001296994 scopus 로고
    • Caerulomycin, a new antibiotic from Streptomyces caeruleus Baldacci. I. Production, isolation, assay, and biological properties
    • A. Funk, and P.V. Divekar Caerulomycin, a new antibiotic from Streptomyces caeruleus Baldacci. I. Production, isolation, assay, and biological properties Can. J. Microbiol. 5 1959 317 321
    • (1959) Can. J. Microbiol. , vol.5 , pp. 317-321
    • Funk, A.1    Divekar, P.V.2
  • 12
    • 84858960389 scopus 로고    scopus 로고
    • Elucidating the biosynthetic pathway for the polyketide-nonribosomal peptide collismycin A: Mechanism for formation of the 2,2′-bipyridyl ring
    • I. Garcia, N.M. Vior, A.F. Braña, J. González-Sabin, J. Rohr, F. Moris, C. Méndez, and J.A. Salas Elucidating the biosynthetic pathway for the polyketide-nonribosomal peptide collismycin A: mechanism for formation of the 2,2′-bipyridyl ring Chem. Biol. 19 2012 399 413
    • (2012) Chem. Biol. , vol.19 , pp. 399-413
    • Garcia, I.1    Vior, N.M.2    Braña, A.F.3    González-Sabin, J.4    Rohr, J.5    Moris, F.6    Méndez, C.7    Salas, J.A.8
  • 13
    • 0028596339 scopus 로고
    • Novel antibiotics SF2738A, B and C, and their analogs produced by Streptomyces sp
    • S. Gomi, S. Amano, E. Sato, S. Miyadoh, and Y. Kodama Novel antibiotics SF2738A, B and C, and their analogs produced by Streptomyces sp J. Antibiot. 47 1994 1385 1394
    • (1994) J. Antibiot. , vol.47 , pp. 1385-1394
    • Gomi, S.1    Amano, S.2    Sato, E.3    Miyadoh, S.4    Kodama, Y.5
  • 15
    • 0036913740 scopus 로고    scopus 로고
    • Burning fat: The structural basis of fatty acid beta-oxidation
    • J.J. Kim, and K.P. Battaile Burning fat: the structural basis of fatty acid beta-oxidation Curr. Opin. Struct. Biol. 12 2002 721 728
    • (2002) Curr. Opin. Struct. Biol. , vol.12 , pp. 721-728
    • Kim, J.J.1    Battaile, K.P.2
  • 18
    • 77049112083 scopus 로고    scopus 로고
    • Isolation and purification of a new kalimantacin/batumin-related polyketide antibiotic and elucidation of its biosynthesis gene cluster
    • W. Mattheus, L.J. Gao, P. Herdewijn, B. Landuyt, J. Verhaegen, J. Masschelein, G. Volckaert, and R. Lavigne Isolation and purification of a new kalimantacin/batumin-related polyketide antibiotic and elucidation of its biosynthesis gene cluster Chem. Biol. 17 2010 149 159
    • (2010) Chem. Biol. , vol.17 , pp. 149-159
    • Mattheus, W.1    Gao, L.J.2    Herdewijn, P.3    Landuyt, B.4    Verhaegen, J.5    Masschelein, J.6    Volckaert, G.7    Lavigne, R.8
  • 19
    • 0017590922 scopus 로고
    • Caerulomycins B and C, new 2, 2′-dipyridyl derivatives from Streptomyces caeruleus
    • A. McInnes, D. Smith, J. Wright, and L. Vining Caerulomycins B and C, new 2, 2′-dipyridyl derivatives from Streptomyces caeruleus Can. J. Chem. 55 1977 4159 4165
    • (1977) Can. J. Chem. , vol.55 , pp. 4159-4165
    • McInnes, A.1    Smith, D.2    Wright, J.3    Vining, L.4
  • 20
    • 0011895799 scopus 로고
    • Caerulomycin D, a novel glycosidic derivative of 3, 4-dihydroxy-2, 2 -dipyridyl 6-aldoxime from Streptomyces caeruleus
    • A. McInnes, D. Smith, J. Walter, J. Wright, L. Vining, and G. Arsenault Caerulomycin D, a novel glycosidic derivative of 3, 4-dihydroxy-2, 2 -dipyridyl 6-aldoxime from Streptomyces caeruleus Can. J. Chem. 56 1978 1836 1842
    • (1978) Can. J. Chem. , vol.56 , pp. 1836-1842
    • McInnes, A.1    Smith, D.2    Walter, J.3    Wright, J.4    Vining, L.5    Arsenault, G.6
  • 21
    • 0018633464 scopus 로고
    • The biosynthesis of caerulomycin A in Streptomyces caeruleus. Incorporation of 14C-and 13C-labeled precursors and analyses of labeling patterns by 13C nmr
    • A.G. McInnes, D.G. Smith, J.A. Walter, L.C. Vining, and J.L.C. Wright The biosynthesis of caerulomycin A in Streptomyces caeruleus. Incorporation of 14C-and 13C-labeled precursors and analyses of labeling patterns by 13C nmr Can. J. Chem. 57 1979 3200 3204
    • (1979) Can. J. Chem. , vol.57 , pp. 3200-3204
    • McInnes, A.G.1    Smith, D.G.2    Walter, J.A.3    Vining, L.C.4    Wright, J.L.C.5
  • 22
    • 33644852598 scopus 로고    scopus 로고
    • Deoxysugar transfer during chromomycin A3 biosynthesis in Streptomyces griseus subsp. Griseus: New derivatives with antitumor activity
    • N. Menéndez, M. Nur-e-Alam, C. Fischer, A.F. Braña, J.A. Salas, J. Rohr, and C. Méndez Deoxysugar transfer during chromomycin A3 biosynthesis in Streptomyces griseus subsp. griseus: new derivatives with antitumor activity Appl. Environ. Microbiol. 72 2006 167 177
    • (2006) Appl. Environ. Microbiol. , vol.72 , pp. 167-177
    • Menéndez, N.1    Nur-E-Alam, M.2    Fischer, C.3    Braña, A.F.4    Salas, J.A.5    Rohr, J.6    Méndez, C.7
  • 23
    • 84862252282 scopus 로고    scopus 로고
    • A new approach to isolating siderophore-producing actinobacteria
    • I. Nakouti, P. Sihanonth, and G. Hobbs A new approach to isolating siderophore-producing actinobacteria Lett. Appl. Microbiol. 55 2012 68 72
    • (2012) Lett. Appl. Microbiol. , vol.55 , pp. 68-72
    • Nakouti, I.1    Sihanonth, P.2    Hobbs, G.3
  • 24
    • 34247109045 scopus 로고    scopus 로고
    • Natural products as sources of new drugs over the last 25 years
    • D.J. Newman, and G.M. Cragg Natural products as sources of new drugs over the last 25 years J. Nat. Prod. 70 2007 461 477
    • (2007) J. Nat. Prod. , vol.70 , pp. 461-477
    • Newman, D.J.1    Cragg, G.M.2
  • 25
    • 0029938671 scopus 로고    scopus 로고
    • The 2,2′-bipyridyl-6-carbothioamide copper (II) complex differs from the iron (II) complex in its biochemical effects in tumor cells, suggesting possible differences in the mechanism leading to cytotoxicity
    • G. Nocentini, and A. Barzi The 2,2′-bipyridyl-6-carbothioamide copper (II) complex differs from the iron (II) complex in its biochemical effects in tumor cells, suggesting possible differences in the mechanism leading to cytotoxicity Biochem. Pharmacol. 52 1996 65 71
    • (1996) Biochem. Pharmacol. , vol.52 , pp. 65-71
    • Nocentini, G.1    Barzi, A.2
  • 26
    • 72449196714 scopus 로고    scopus 로고
    • Biosynthetic studies of aziridine formation in azicemicins
    • Y. Ogasawara, and H.W. Liu Biosynthetic studies of aziridine formation in azicemicins J. Am. Chem. Soc. 131 2009 18066 18068
    • (2009) J. Am. Chem. Soc. , vol.131 , pp. 18066-18068
    • Ogasawara, Y.1    Liu, H.W.2
  • 28
    • 79951848091 scopus 로고    scopus 로고
    • Molecular insights on the biosynthesis of antitumour compounds by actinomycetes
    • C. Olano, C. Méndez, and J.A. Salas Molecular insights on the biosynthesis of antitumour compounds by actinomycetes Microb. Biotechnol. 4 2011 144 164
    • (2011) Microb. Biotechnol. , vol.4 , pp. 144-164
    • Olano, C.1    Méndez, C.2    Salas, J.A.3
  • 29
    • 12244269072 scopus 로고    scopus 로고
    • In vivo zebrafish assays for toxicity testing
    • C. Parng In vivo zebrafish assays for toxicity testing Curr. Opin. Drug Discov. Devel. 8 2005 100 106
    • (2005) Curr. Opin. Drug Discov. Devel. , vol.8 , pp. 100-106
    • Parng, C.1
  • 32
    • 0033036925 scopus 로고    scopus 로고
    • Analysis of two chromosomal regions adjacent to genes for a type II polyketide synthase involved in the biosynthesis of the antitumor polyketide mithramycin in Streptomyces argillaceus
    • L. Prado, F. Lombó, A.F. Braña, C. Méndez, J. Rohr, and J.A. Salas Analysis of two chromosomal regions adjacent to genes for a type II polyketide synthase involved in the biosynthesis of the antitumor polyketide mithramycin in Streptomyces argillaceus Mol. Gen. Genet. 261 1999 216 225
    • (1999) Mol. Gen. Genet. , vol.261 , pp. 216-225
    • Prado, L.1    Lombó, F.2    Braña, A.F.3    Méndez, C.4    Rohr, J.5    Salas, J.A.6
  • 33
    • 84861856345 scopus 로고    scopus 로고
    • Caerulomycins and collismycins share a common paradigm for 2,2′-bipyridine biosynthesis via an unusual hybrid polyketide-peptide assembly Logic
    • X. Qu, B. Pang, Z. Zhang, M. Chen, Z. Wu, Q. Zhao, Q. Zhang, Y. Wang, Y. Liu, and W. Liu Caerulomycins and collismycins share a common paradigm for 2,2′-bipyridine biosynthesis via an unusual hybrid polyketide-peptide assembly Logic J. Am. Chem. Soc. 134 2012 9038 9041
    • (2012) J. Am. Chem. Soc. , vol.134 , pp. 9038-9041
    • Qu, X.1    Pang, B.2    Zhang, Z.3    Chen, M.4    Wu, Z.5    Zhao, Q.6    Zhang, Q.7    Wang, Y.8    Liu, Y.9    Liu, W.10
  • 34
    • 27744528421 scopus 로고    scopus 로고
    • Molecular mechanisms of iron uptake by cells and the use of iron chelators for the treatment of cancer
    • D.R. Richardson Molecular mechanisms of iron uptake by cells and the use of iron chelators for the treatment of cancer Curr. Med. Chem. 12 2005 2711 2729
    • (2005) Curr. Med. Chem. , vol.12 , pp. 2711-2729
    • Richardson, D.R.1
  • 36
    • 70350049072 scopus 로고    scopus 로고
    • Development of a screening assay to identify teratogenic and embryotoxic chemicals using the zebrafish embryo
    • I.W. Selderslaghs, A.R. Van Rompay, W. De Coen, and H.E. Witters Development of a screening assay to identify teratogenic and embryotoxic chemicals using the zebrafish embryo Reprod. Toxicol. 28 2009 308 320
    • (2009) Reprod. Toxicol. , vol.28 , pp. 308-320
    • Selderslaghs, I.W.1    Van Rompay, A.R.2    De Coen, W.3    Witters, H.E.4
  • 37
    • 0027937342 scopus 로고
    • Collismycins A and B, novel non-steroidal inhibitors of dexamethasone-glucocorticoid receptor binding
    • K. Shindo, Y. Yamagishi, Y. Okada, and H. Kawai Collismycins A and B, novel non-steroidal inhibitors of dexamethasone-glucocorticoid receptor binding J. Antibiot. 47 1994 1072 1074
    • (1994) J. Antibiot. , vol.47 , pp. 1072-1074
    • Shindo, K.1    Yamagishi, Y.2    Okada, Y.3    Kawai, H.4
  • 38
    • 0034995883 scopus 로고    scopus 로고
    • Antifungal actinomycete metabolites discovered in a differential cell-based screening using a recombinant TOPO1 deletion mutant strain
    • M. Stadler, F. Bauch, T. Henkel, A. Mühlbauer, H. Müller, F. Spaltmann, and K. Weber Antifungal actinomycete metabolites discovered in a differential cell-based screening using a recombinant TOPO1 deletion mutant strain Arch. Pharm. (Weinheim) 334 2001 143 147
    • (2001) Arch. Pharm. (Weinheim) , vol.334 , pp. 143-147
    • Stadler, M.1    Bauch, F.2    Henkel, T.3    Mühlbauer, A.4    Müller, H.5    Spaltmann, F.6    Weber, K.7
  • 39
    • 59449108190 scopus 로고    scopus 로고
    • Analysis of functions in plasmid pHZ1358 influencing its genetic and structural stability in Streptomyces lividans 1326
    • Y. Sun, X. He, J. Liang, X. Zhou, and Z. Deng Analysis of functions in plasmid pHZ1358 influencing its genetic and structural stability in Streptomyces lividans 1326 Appl. Microbiol. Biotechnol. 82 2009 303 310
    • (2009) Appl. Microbiol. Biotechnol. , vol.82 , pp. 303-310
    • Sun, Y.1    He, X.2    Liang, J.3    Zhou, X.4    Deng, Z.5
  • 40
    • 34948898637 scopus 로고    scopus 로고
    • GriC and GriD constitute a carboxylic acid reductase involved in grixazone biosynthesis in Streptomyces griseus
    • H. Suzuki, Y. Ohnishi, and S. Horinouchi GriC and GriD constitute a carboxylic acid reductase involved in grixazone biosynthesis in Streptomyces griseus J. Antibiot. 60 2007 380 387
    • (2007) J. Antibiot. , vol.60 , pp. 380-387
    • Suzuki, H.1    Ohnishi, Y.2    Horinouchi, S.3
  • 42
    • 0033011527 scopus 로고    scopus 로고
    • Novel antibiotics pyrisulfoxin A and B produced by Streptomyces californicus
    • N. Tsuge, K. Furihata, K. Shin-Ya, Y. Hayakawa, and H. Seto Novel antibiotics pyrisulfoxin A and B produced by Streptomyces californicus J. Antibiot. 52 1999 505 507
    • (1999) J. Antibiot. , vol.52 , pp. 505-507
    • Tsuge, N.1    Furihata, K.2    Shin-Ya, K.3    Hayakawa, Y.4    Seto, H.5
  • 43
    • 0023871484 scopus 로고
    • The biosynthesis of caerulomycins in Streptomyces caeruleus. Isolation of a new caerulomycin and incorporation of picolinic acid and glycerol into caerulomycin A
    • L.C. Vining, A. McInnes, A.W. McCulloch, D.G. Smith, and J.A. Walter The biosynthesis of caerulomycins in Streptomyces caeruleus. Isolation of a new caerulomycin and incorporation of picolinic acid and glycerol into caerulomycin A Can. J. Chem. 66 1988 191 194
    • (1988) Can. J. Chem. , vol.66 , pp. 191-194
    • Vining, L.C.1    McInnes, A.2    McCulloch, A.W.3    Smith, D.G.4    Walter, J.A.5
  • 44
    • 33751092257 scopus 로고    scopus 로고
    • Biosynthesis of lovastatin analogs with a broadly specific acyltransferase
    • X. Xie, K. Watanabe, W.A. Wojcicki, C.C. Wang, and Y. Tang Biosynthesis of lovastatin analogs with a broadly specific acyltransferase Chem. Biol. 13 2006 1161 1169
    • (2006) Chem. Biol. , vol.13 , pp. 1161-1169
    • Xie, X.1    Watanabe, K.2    Wojcicki, W.A.3    Wang, C.C.4    Tang, Y.5
  • 45
    • 7944235232 scopus 로고    scopus 로고
    • Novel bifunctional drugs targeting monoamine oxidase inhibition and iron chelation as an approach to neuroprotection in Parkinson's disease and other neurodegenerative diseases
    • M.B.H. Youdim, M. Fridkin, and H. Zheng Novel bifunctional drugs targeting monoamine oxidase inhibition and iron chelation as an approach to neuroprotection in Parkinson's disease and other neurodegenerative diseases J. Neural Transm. 111 2004 1455 1471
    • (2004) J. Neural Transm. , vol.111 , pp. 1455-1471
    • Youdim, M.B.H.1    Fridkin, M.2    Zheng, H.3
  • 46
    • 84861796987 scopus 로고    scopus 로고
    • Identification of caerulomycin A gene cluster implicates a tailoring amidohydrolase
    • Y. Zhu, P. Fu, Q. Lin, G. Zhang, H. Zhang, S. Li, J. Ju, W. Zhu, and C. Zhang Identification of caerulomycin A gene cluster implicates a tailoring amidohydrolase Org. Lett. 14 2012 2666 2669
    • (2012) Org. Lett. , vol.14 , pp. 2666-2669
    • Zhu, Y.1    Fu, P.2    Lin, Q.3    Zhang, G.4    Zhang, H.5    Li, S.6    Ju, J.7    Zhu, W.8    Zhang, C.9


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