메뉴 건너뛰기




Volumn 47, Issue 20, 2004, Pages 4958-4963

Synthesis, electrochemistry, and bioactivity of the cyanobacterial calothrixins and related quinones

Author keywords

[No Author keywords available]

Indexed keywords

ANTINEOPLASTIC AGENT; BENZOCARBAZOLEDIONE; CALOTHRIXIN A; CALOTHRIXIN B; CARBOQUONE; ELLIPTICINE DERIVATIVE; MENADIONE; QUINONE DERIVATIVE; SEMIQUINONE; UNCLASSIFIED DRUG;

EID: 4544386788     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm049625o     Document Type: Article
Times cited : (111)

References (23)
  • 4
    • 0023547926 scopus 로고
    • Metabolism and reactions of quinoid anticancer agents
    • Powis, G. Metabolism and Reactions of Quinoid Anticancer Agents. Pharmacol. Ther. 1987, 35, 57-162.
    • (1987) Pharmacol. Ther. , vol.35 , pp. 57-162
    • Powis, G.1
  • 5
    • 0026040838 scopus 로고
    • Molecular mechanisms of quinone cytotoxicity
    • O'Brien, P. J. Molecular Mechanisms of Quinone Cytotoxicity. Chem. Biol. Interact. 1991, 80, 1-14.
    • (1991) Chem. Biol. Interact. , vol.80 , pp. 1-14
    • O'Brien, P.J.1
  • 6
    • 0033814481 scopus 로고    scopus 로고
    • Biological redox activity: Its importance, methods for its quantification and implication for health and disease
    • Hrbac, J.; Kohen, R. Biological Redox Activity: Its Importance, Methods For Its Quantification And Implication For Health And Disease. Drug Dev. Res. 2000, 50, 516-527.
    • (2000) Drug Dev. Res. , vol.50 , pp. 516-527
    • Hrbac, J.1    Kohen, R.2
  • 7
    • 0036002596 scopus 로고    scopus 로고
    • Some applications of electrochemistry in biomedical chemistry. Emphasis on the correlation of electrochemical and bioactive properties
    • De Abreu, F. C.; de L. Ferraz, P. A.; Goulart, M. O. F. Some Applications of Electrochemistry in Biomedical Chemistry. Emphasis on the Correlation of Electrochemical and Bioactive Properties. J. Braz. Chem. Soc. 2002, 13, 19-35.
    • (2002) J. Braz. Chem. Soc. , vol.13 , pp. 19-35
    • De Abreu, F.C.1    Ferraz, P.A.D.L.2    Goulart, M.O.F.3
  • 9
    • 0032700085 scopus 로고    scopus 로고
    • Cytotoxicity, redox cycling and photodynamic action of two naturally occurring quinones
    • Inbaraj, J. J.; Krishna, M. C.; Gandhidasan, R.; Murugesan, R. Cytotoxicity, Redox Cycling and Photodynamic Action of Two Naturally Occurring Quinones. Biochim. Biophys. Acta 1999, 1472, 462-470.
    • (1999) Biochim. Biophys. Acta , vol.1472 , pp. 462-470
    • Inbaraj, J.J.1    Krishna, M.C.2    Gandhidasan, R.3    Murugesan, R.4
  • 10
    • 0035899188 scopus 로고    scopus 로고
    • Selective activation of mitomycin A by thiols to form DNA cross-links and monoadducts: Biochemical basis for the modulation of mitomycin cytoxicity by the quinone redox potential
    • Paz, M. M.; Das, A.; Palom, Y.; He, Q.-Y.; Tomasz, M. Selective Activation of Mitomycin A by Thiols To Form DNA Cross-links and Monoadducts: Biochemical Basis for the Modulation of Mitomycin Cytoxicity by the Quinone Redox Potential. J. Med. Chem. 2001, 44, 2834-2842.
    • (2001) J. Med. Chem. , vol.44 , pp. 2834-2842
    • Paz, M.M.1    Das, A.2    Palom, Y.3    He, Q.-Y.4    Tomasz, M.5
  • 11
    • 0033585089 scopus 로고    scopus 로고
    • Calothrixins A B, novel pentacyclic metabolites from calothrix cyanobacteria with potent activity against malaria parasites and human cancer cells
    • Rickards, R. W.; Rothschild, J. M.; Willis, A. J.; de Chazal, N. M.; Kirk, J.; Kirk, K.; Saliba, K. J.; Smith, G. D. Calothrixins A and B, Novel Pentacyclic Metabolites from Calothrix Cyanobacteria with Potent Activity Against Malaria Parasites and Human Cancer Cells. Tetrahedron 1999, 55, 13513-13520.
    • (1999) Tetrahedron , vol.55 , pp. 13513-13520
    • Rickards, R.W.1    Rothschild, J.M.2    Willis, A.J.3    De Chazal, N.M.4    Kirk, J.5    Kirk, K.6    Saliba, K.J.7    Smith, G.D.8
  • 12
    • 0042193717 scopus 로고    scopus 로고
    • Human cancer cell (Jurkat) killing by the cyanobacterial metabolite calothrixin A
    • Chen, X.; Smith, G. D.; Waring, P. W. Human Cancer Cell (Jurkat) Killing By The Cyanobacterial Metabolite Calothrixin A. J. Appl. Phycol. 2003, 15, 269-277.
    • (2003) J. Appl. Phycol. , vol.15 , pp. 269-277
    • Chen, X.1    Smith, G.D.2    Waring, P.W.3
  • 13
    • 0037090328 scopus 로고    scopus 로고
    • A simple and concise route to calothrixin B
    • Bernardo, P. H.; Elix, J. A.; Chai, C. L. L. A Simple and Concise Route to Calothrixin B. Tetrahedron Lett. 2002, 43, 2939-2940.
    • (2002) Tetrahedron Lett. , vol.43 , pp. 2939-2940
    • Bernardo, P.H.1    Elix, J.A.2    Chai, C.L.L.3
  • 14
    • 0242409106 scopus 로고    scopus 로고
    • Friedel-crafts acylation and metalation strategies in the synthesis of calothrixins A and B
    • Bernardo, P. H.; Chai, C. L. L. Friedel-Crafts Acylation and Metalation Strategies in the Synthesis of Calothrixins A and B. J. Org. Chem. 2003, 68, 8906-8909.
    • (2003) J. Org. Chem. , vol.68 , pp. 8906-8909
    • Bernardo, P.H.1    Chai, C.L.L.2
  • 16
    • 0001548826 scopus 로고    scopus 로고
    • Cyclic voltammetry of two analogue K-group vitamin compounds in dimethylsulfoxide
    • Gonzalez, F. Cyclic Voltammetry of Two Analogue K-Group Vitamin Compounds in Dimethylsulfoxide. J. Electroanal. 1998, 10, 638-642.
    • (1998) J. Electroanal. , vol.10 , pp. 638-642
    • Gonzalez, F.1
  • 17
    • 0000303016 scopus 로고    scopus 로고
    • The kinetics and thermodynamics of quinone-semiquinone-hydroquinone systems under physiological conditions
    • Roginsky, V. A.; Leonid, M. P.; Bors, W.; Michel, C. The Kinetics and Thermodynamics of Quinone-Semiquinone-Hydroquinone Systems Under Physiological Conditions. J. Chem. Soc., Perkin Trans. 2 1999, 871-876.
    • (1999) J. Chem. Soc., Perkin Trans. 2 , pp. 871-876
    • Roginsky, V.A.1    Leonid, M.P.2    Bors, W.3    Michel, C.4
  • 18
    • 0037204695 scopus 로고    scopus 로고
    • Relationship between molecular structure and electron targets in the electroreduction of benzocarbazolediones and anilinenaphthoquinones. Experimental and theoretical study
    • Macias-Ruvalcaba, N.; Cuevas, G.; Gonzalez, I.; Aguilar-Martinez, M. Relationship between Molecular Structure and Electron Targets in the Electroreduction of Benzocarbazolediones and Anilinenaphthoquinones. Experimental and Theoretical Study. J. Org. Chem. 2002, 67, 3673-3681.
    • (2002) J. Org. Chem. , vol.67 , pp. 3673-3681
    • Macias-Ruvalcaba, N.1    Cuevas, G.2    Gonzalez, I.3    Aguilar-Martinez, M.4
  • 19
    • 12144289205 scopus 로고    scopus 로고
    • Evolution from hydrogen bonding to proton-transfer pathways in the electroreduction of the α-NH quinones in acetonitrile
    • Macias-Ruvalcaba, N.; Gonzalez, I.; Aguilar-Martinez, M. Evolution from Hydrogen Bonding to Proton-Transfer Pathways in the Electroreduction of the α-NH Quinones in Acetonitrile. J. Electrochem. Soc. 2004, 151, E110-E118.
    • (2004) J. Electrochem. Soc. , vol.151
    • Macias-Ruvalcaba, N.1    Gonzalez, I.2    Aguilar-Martinez, M.3
  • 20
    • 0021061819 scopus 로고
    • Rapid colorimetric assay for cellular growth and survival: Application to proliferation and cytotoxicity assays
    • Mossmann, T. F. Rapid Colorimetric Assay For Cellular Growth And Survival: Application To Proliferation And Cytotoxicity Assays. J. Immunol. Methods 1983, 65, 55-63.
    • (1983) J. Immunol. Methods , vol.65 , pp. 55-63
    • Mossmann, T.F.1
  • 21
    • 0022378015 scopus 로고
    • A convenient synthesis of 3-acylindoles via friedel-crafts acylation of 1-(Phenylsulfonyl)indole. A new route to pyridocarbazole-5,11-quinones and ellipticine
    • Ketcha, D. M.; Gribble, G. W. A Convenient Synthesis of 3-Acylindoles via Friedel-Crafts Acylation of 1-(Phenylsulfonyl)indole. A New Route to Pyridocarbazole-5,11-quinones and Ellipticine. J. Org. Chem. 1985, 50, 5451-5457.
    • (1985) J. Org. Chem. , vol.50 , pp. 5451-5457
    • Ketcha, D.M.1    Gribble, G.W.2
  • 22
    • 0012642008 scopus 로고
    • The synthesis of 5,11-didemethylellipticine-5,11-quinone and its transformation into ellipticine and ellipticine analogues
    • Taylor, D. A.; Baradarani, M. M.; Martinez, S. J.; Joule, J. A. The Synthesis Of 5,11-Didemethylellipticine-5,11-Quinone And Its Transformation Into Ellipticine And Ellipticine Analogues. J. Chem. Res. 1979, 4801-4817.
    • (1979) J. Chem. Res. , pp. 4801-4817
    • Taylor, D.A.1    Baradarani, M.M.2    Martinez, S.J.3    Joule, J.A.4
  • 23
    • 0018837895 scopus 로고
    • Tandem directed metalation reactions. Short syntheses of polycyclic aromatic hydrocarbons and ellipticine alkaloids
    • Watanabe, M.; Snieckus, V. Tandem Directed Metalation Reactions. Short Syntheses of Polycyclic Aromatic Hydrocarbons and Ellipticine Alkaloids. J. Am. Chem. Soc. 1980, 102, 1457-1460.
    • (1980) J. Am. Chem. Soc. , vol.102 , pp. 1457-1460
    • Watanabe, M.1    Snieckus, V.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.