메뉴 건너뛰기




Volumn 5, Issue 1, 2014, Pages 45-50

Thioester bonds of thiocoraline can be replaced with N Me-Amide bridges without affecting its DNA-binding properties

Author keywords

antitumor; bisintercalator; DNA binding; DNase I footprinting; fluorescence melting; Thiocoraline

Indexed keywords

AMIDE; ANTINEOPLASTIC ANTIBIOTIC; DEOXYRIBONUCLEASE I; DEPSIPEPTIDE; DNA FRAGMENT; DOUBLE STRANDED DNA; ECHINOMYCIN; LIGAND; NATURAL PRODUCT; THIOCORALINE; THIOESTER;

EID: 84892606540     PISSN: None     EISSN: 19485875     Source Type: Journal    
DOI: 10.1021/ml400323x     Document Type: Article
Times cited : (5)

References (24)
  • 1
    • 0042844744 scopus 로고    scopus 로고
    • Natural products as sources of new drugs over the period 1981-2002
    • Newman, D. J.; Cragg, G. M.; Snader, K. M. Natural products as sources of new drugs over the period 1981-2002 J. Nat. Prod. 2003, 66, 1022-1037
    • (2003) J. Nat. Prod. , vol.66 , pp. 1022-1037
    • Newman, D.J.1    Cragg, G.M.2    Snader, K.M.3
  • 2
    • 10644249279 scopus 로고    scopus 로고
    • Sequence-selective DNA recognition: Natural products and nature's lessons
    • Tse, W. C.; Boger, D. L. Sequence-selective DNA recognition: natural products and nature's lessons Chem. Biol. 2004, 11, 1607-1617
    • (2004) Chem. Biol. , vol.11 , pp. 1607-1617
    • Tse, W.C.1    Boger, D.L.2
  • 3
    • 33846899787 scopus 로고    scopus 로고
    • Bisintercalator natural products with potential therapeutic applications: Isolation, structure determination, synthetic and biological studies
    • Dawson, S.; Malkinson, J. P.; Paumier, D.; Searcey, M. Bisintercalator natural products with potential therapeutic applications: isolation, structure determination, synthetic and biological studies Nat. Prod. Rep. 2007, 24, 109-126
    • (2007) Nat. Prod. Rep. , vol.24 , pp. 109-126
    • Dawson, S.1    Malkinson, J.P.2    Paumier, D.3    Searcey, M.4
  • 4
    • 9044241840 scopus 로고
    • Studies on quinoxaline antibiotics. II. Isolation and properties of quinomycins A, B and C
    • Yoshida, T.; Katagiri, K.; Yokozawa, S. Studies on quinoxaline antibiotics. II. Isolation and properties of quinomycins A, B and C J. Antibiot. 1961, 14, 330-334
    • (1961) J. Antibiot. , vol.14 , pp. 330-334
    • Yoshida, T.1    Katagiri, K.2    Yokozawa, S.3
  • 6
    • 0025758502 scopus 로고
    • Phase II study of echinomycin in patients with advanced breast cancer: A report of Cancer and Leukemia Group B protocol 8641
    • Schilsky, R. L.; Faraggi, D.; Korzun, A.; Vogelzang, N.; Ellerton, J.; Wood, W.; Henderson, I. C. Phase II study of echinomycin in patients with advanced breast cancer: a report of Cancer and Leukemia Group B protocol 8641 Invest. New Drugs 1991, 9, 269-272
    • (1991) Invest. New Drugs , vol.9 , pp. 269-272
    • Schilsky, R.L.1    Faraggi, D.2    Korzun, A.3    Vogelzang, N.4    Ellerton, J.5    Wood, W.6    Henderson, I.C.7
  • 7
    • 0030814840 scopus 로고    scopus 로고
    • Thiocoraline, a new depsipeptide with antitumor activity produced by a marine Micromonospora. I. Taxonomy, fermentation, isolation, and biological activities
    • Romero, F.; Espliego, F.; Pérez Baz, J.; García de Quesada, T.; Grávalos, D.; De la Calle, F.; Fernández-Puentes, J. L. Thiocoraline, a new depsipeptide with antitumor activity produced by a marine Micromonospora. I. Taxonomy, fermentation, isolation, and biological activities J. Antibiot. 1997, 50, 734-737
    • (1997) J. Antibiot. , vol.50 , pp. 734-737
    • Romero, F.1    Espliego, F.2    Pérez Baz, J.3    García De Quesada, T.4    Grávalos, D.5    De La Calle, F.6    Fernández-Puentes, J.L.7
  • 8
    • 84892601154 scopus 로고    scopus 로고
    • Ph.D. Thesis, University of Leon (Spain).
    • Espliego, F. Ph.D. Thesis, University of Leon (Spain), 1997.
    • (1997)
    • Espliego, F.1
  • 9
    • 84892578376 scopus 로고    scopus 로고
    • Ph.D. Thesis, Autonomous University of Madrid (Spain).
    • De la Calle, F. Ph.D. Thesis, Autonomous University of Madrid (Spain), 1998.
    • (1998)
    • De La Calle, F.1
  • 12
    • 84878044303 scopus 로고    scopus 로고
    • Enzyme-labile protecting groups add a new orthogonal dimension to the synthesis of natural products: Solid-phase synthesis of thiocoraline
    • Tulla-Puche, J.; Góngora-Benítez, M.; Bayó-Puxan, N.; Francesch, A. M.; Cuevas, C.; Albericio, F. Enzyme-labile protecting groups add a new orthogonal dimension to the synthesis of natural products: solid-phase synthesis of thiocoraline Angew. Chem., Int. Ed. 2013, 52, 5726-5730
    • (2013) Angew. Chem., Int. Ed. , vol.52 , pp. 5726-5730
    • Tulla-Puche, J.1    Góngora-Benítez, M.2    Bayó-Puxan, N.3    Francesch, A.M.4    Cuevas, C.5    Albericio, F.6
  • 15
    • 84880180995 scopus 로고    scopus 로고
    • Orthogonal chemistry for the synthesis of thiocoraline-triostin hybrids. Exploring their structure-activity relationship
    • Tulla-Puche, J.; Auriemma, S.; Falciani, C.; Albericio, F. Orthogonal chemistry for the synthesis of thiocoraline-triostin hybrids. Exploring their structure-activity relationship J. Med. Chem. 2013, 56, 5587-5600
    • (2013) J. Med. Chem. , vol.56 , pp. 5587-5600
    • Tulla-Puche, J.1    Auriemma, S.2    Falciani, C.3    Albericio, F.4
  • 16
    • 0032519952 scopus 로고    scopus 로고
    • DNA recognition by quinoxaline antibiotics: Use of base-modified DNA molecules to investigate determinants of sequence-specific binding of triostin A and TANDEM
    • Bailly, C.; Waring, M. J. DNA recognition by quinoxaline antibiotics: use of base-modified DNA molecules to investigate determinants of sequence-specific binding of triostin A and TANDEM Biochem. J. 1998, 330, 81-87
    • (1998) Biochem. J. , vol.330 , pp. 81-87
    • Bailly, C.1    Waring, M.J.2
  • 17
    • 34247492103 scopus 로고    scopus 로고
    • Footprinting: A method for determining the sequence selectivity, affinity and kinetics of DNA-binding ligands
    • Hampshire, A. J.; Rusling, D. A.; Broughton-Head, V. J.; Fox, K. R. Footprinting: a method for determining the sequence selectivity, affinity and kinetics of DNA-binding ligands Methods 2007, 42, 128-140
    • (2007) Methods , vol.42 , pp. 128-140
    • Hampshire, A.J.1    Rusling, D.A.2    Broughton-Head, V.J.3    Fox, K.R.4
  • 18
    • 0035876020 scopus 로고    scopus 로고
    • 7]TANDEM determined using a universal footprinting substrate
    • 7]TANDEM determined using a universal footprinting substrate Anal. Biochem. 2001, 293, 246-250
    • (2001) Anal. Biochem. , vol.293 , pp. 246-250
    • Lavesa, M.1    Fox, K.R.2
  • 19
    • 38949129801 scopus 로고    scopus 로고
    • Preferred binding sites for the bifunctional intercalator TANDEM determined using DNA fragments that contain every symmetrical hexanucleotide sequence
    • Hampshire, A. J.; Fox, K. R. Preferred binding sites for the bifunctional intercalator TANDEM determined using DNA fragments that contain every symmetrical hexanucleotide sequence Anal. Biochem. 2008, 374, 298-303
    • (2008) Anal. Biochem. , vol.374 , pp. 298-303
    • Hampshire, A.J.1    Fox, K.R.2
  • 20
    • 0025103261 scopus 로고
    • Quantitative footprinting analysis. Binding to a single site
    • Rehfuss, R.; Goodisman, J.; Dabrowiak, J. C. Quantitative footprinting analysis. Binding to a single site Biochemistry 1990, 29, 777-781
    • (1990) Biochemistry , vol.29 , pp. 777-781
    • Rehfuss, R.1    Goodisman, J.2    Dabrowiak, J.C.3
  • 22
    • 0026357315 scopus 로고
    • n regions flanking its CG binding site
    • n regions flanking its CG binding site Nucleic Acids Res. 1991, 19, 6719-6724
    • (1991) Nucleic Acids Res. , vol.19 , pp. 6719-6724
    • Waterloh, K.1    Fox, K.R.2
  • 24
    • 6344221521 scopus 로고    scopus 로고
    • Effects of a hairpin polyamide on DNA melting: Comparison with distamycin and Hoechst 33258
    • James, P. L.; Le Strat, L.; Ellervik, U.; Bratwall, C.; Norden, B.; Brown, T.; Fox, K. R. Effects of a hairpin polyamide on DNA melting: comparison with distamycin and Hoechst 33258 Biophys. Chem. 2004, 111, 205-212
    • (2004) Biophys. Chem. , vol.111 , pp. 205-212
    • James, P.L.1    Le Strat, L.2    Ellervik, U.3    Bratwall, C.4    Norden, B.5    Brown, T.6    Fox, K.R.7


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.