ANTINEOPLASTIC ACTIVITY;
ARTICLE;
COMPLEX FORMATION;
CYTOTOXICITY;
DNA SUPERCOILING;
DRUG STRUCTURE;
DRUG SYNTHESIS;
ENZYME INHIBITION;
HUMAN;
HUMAN CELL;
LABELING INDEX;
PROTEIN DNA BINDING;
STRUCTURE ACTIVITY RELATION;
CELL LINE, TUMOR;
CELL PROLIFERATION;
DNA;
DNA TOPOISOMERASES, TYPE I;
DRUG SCREENING ASSAYS, ANTITUMOR;
ENZYME INHIBITORS;
HUMANS;
INDENES;
ISOQUINOLINES;
MODELS, MOLECULAR;
MOLECULAR STRUCTURE;
PROTEIN CONFORMATION;
PROTEIN STRUCTURE, TERTIARY;
RECOMBINANT PROTEINS;
STEREOISOMERISM;
STRUCTURE-ACTIVITY RELATIONSHIP;
Protein-linked DNA strand breaks induced by NSC 314622, a novel noncamptothecin topoisomerase I poison
Kohlhagen, G.; Paull, K.; Cushman, M.; Nagafuji, P.; Pommier, Y. Protein-Linked DNA Strand Breaks Induced by NSC 314622, a Novel Noncamptothecin Topoisomerase I Poison. Mol. Pharmacol. 1998, 54, 50-58.
The mechanism of topoisomerase I poisoning by a camptothecin analogue
Staker, B. L.; Hjerrild, K.; Feese, M. D.; Behnke, C. A.; Burgin, A. B., Jr.; Stewart, L. The Mechanism of Topoisomerase I Poisoning by a Camptothecin Analogue. Proc. Natl. Acad. Sci. U.S.A. 2002, 99, 15387-15392.
A novel norindenoisoquinoline structure reveals a common interfacial inhibitor paradigm for ternary trapping of the topoisomerase I-DNA complex
Marchand, C.; Antony, S.; Kohn, K. W.; Cushman, M.; Ioanoviciu, A.; Staker, B. L.; Burgin, A.; Stewart, L.; Pommier, Y. A Novel Norindenoisoquinoline Structure Reveals a Common Interfacial Inhibitor Paradigm for Ternary Trapping of the Topoisomerase I-DNA Complex. Mol. Cancer Ther. 2006, 5, 287-295.
Differential induction of topoisomerase I-DNA cleavage complexes by the indenoisoquinoline MJ-III-65 (NSC 706744) and camptothecin: Base sequence analysis and activity against camptothecin-resistant topoisomerase. I
Antony, S.; Jayaraman, M.; Laco, G.; Kohlhagen, G.; Kohn, K. W.; Cushman, M.; Pommier, Y. Differential Induction of Topoisomerase I-DNA Cleavage Complexes by the Indenoisoquinoline MJ-III-65 (NSC 706744) and Camptothecin: Base Sequence Analysis and Activity against Camptothecin-Resistant Topoisomerase. I. Cancer Res. 2003, 63, 7428-7435.
Structure-activity study of the actions of camptothecin derivatives on mammalian topoisomerase I: Evidence for a specific receptor site and a relation to antitumor activity
Jaxel, C.; Kohn, K. W.; Wani, M. C.; Pommier, Y. Structure-Activity Study of the Actions of Camptothecin Derivatives on Mammalian Topoisomerase I: Evidence for a Specific Receptor Site and a Relation to Antitumor Activity. Cancer Res. 1989, 49, 1465-1469.
Limited sampling model for area under the concentration time curve of total topotecan
Minami, H.; Beijen, J. H.; Verwij, J.; Ratain, M. J. Limited Sampling Model for Area under the Concentration Time Curve of Total Topotecan. Clin. Cancer Res. 1996, 2, 43-46.
Intermittent exposure of medulloblastoma cells to topotecan produces growth inhibition equivalent to continuous exposure
Danks, M. K.; Pawlik, C. A.; Whipple, D. O.; Wolverton, J. S. Intermittent Exposure of Medulloblastoma Cells to Topotecan Produces Growth Inhibition Equivalent to Continuous Exposure. Curr. Topics Med. Chem. 1997, 3, 1731-1738.
Phase I/pharmacokinetic study of topotecan by 24-hour continuous infusion weekly
Haas, N. B.; LaCreta, F. P.; Walczak, J.; Hudes, G. R.; Brennan, J. M.; Ozols, R. F.; O'Dwyer, P. J. Phase I/Pharmacokinetic Study of Topotecan by 24-Hour Continuous Infusion Weekly. Cancer Res. 1994, 54, 1220-1226.
Synthesis and mechanism of action studies of a series of norindenoisoquinoline topoisomerase I poisons reveal an inhibitor with a flipped orientation in the ternary DNA-enzyme-inhibitor complex as determined by X-ray crystallographic analysis
Ioanoviciu, A.; Antony, S.; Pommier, Y.; Staker, B. L.; Stewart, L.; Cushman, M. Synthesis and Mechanism of Action Studies of a Series of Norindenoisoquinoline Topoisomerase I Poisons Reveal an Inhibitor with a Flipped Orientation in the Ternary DNA-Enzyme-Inhibitor Complex as Determined by X-ray Crystallographic Analysis. J. Med. Chem. 2005, 48, 4803-4814.
Design, synthesis, and biological evaluation of cytotoxic II-aminoalkenylindenoisoquinoline and 11-diaminoalkenylindenoisoquinoline topoisomerase I inhibitors
Xiao, X.; Antony, S.; Kohlhagen, G.; Pommier, Y.; Cushman, M. Design, Synthesis, and Biological Evaluation of Cytotoxic II- Aminoalkenylindenoisoquinoline and 11-Diaminoalkenylindenoisoquinoline Topoisomerase I Inhibitors. Bioorg. Med. Chem. 2004, 12, 5147-5160.
Synthesis and anticancer activity of simplified indenoisoquinoline topoisomerase I inhibitors lacking substituents on the aromatic rings
Nagarajan, M.; Morrell, A.; Fort, B. C.; Meckley, M. R.; Antony, S.; Kohlhagen, G.; Pommier, Y.; Cushman, M. Synthesis and Anticancer Activity of Simplified Indenoisoquinoline Topoisomerase I Inhibitors Lacking Substituents on the Aromatic Rings. J. Med. Chem. 2004, 47, 5651-5661.
Synthesis of nitrated indenoisoquinolines as topoisomerase I inhibitors
Morrell, A.; Antony, S.; Kohlhagen, G.; Pommier, Y.; Cushman, M. Synthesis of Nitrated Indenoisoquinolines as Topoisomerase I Inhibitors. Bioorg. Med. Chem. Lett. 2004, 14, 3659-3663.
Design, synthesis, and biological evaluation of indenoisoquinoline topoisomerase I inhibitors featuring polyamine side chains on the lactam nitrogen
Nagarajan, M.; Xiao, X.; Antony, S.; Kohlhagen, G.; Pommier, Y.; Cushman, M. Design, Synthesis, and Biological Evaluation of Indenoisoquinoline Topoisomerase I Inhibitors Featuring Polyamine Side Chains on the Lactam Nitrogen. J. Med. Chem. 2003, 46, 5712-5724.
DNA polyintercalating drugs - DNA binding of diacridine derivatives
Lepecq, J. B.; Lebret, M.; Barbet, J.; Roques, B. DNA Polyintercalating Drugs - DNA Binding of Diacridine Derivatives. Proc. Natl Acad. Sci. U.S.A. 1975, 72, 2915-2919.
Diacridines as bifunctional DNA-intercalating agents
Wakelin, L. P. G.; Romanos, M.; Canellakis, E. S.; Waring, M. J. Diacridines as Bifunctional DNA-Intercalating Agents. Studio Biophys. 1976, 60, 111-118.
Deoxyribonucleic-acid bifunctional intercalators - Kinetic investigation of the binding of several acridine dimers to deoxyribonucleic-acid
Capelle, N.; Barbet, J.; Dessen, P.; Blanquet, S.; Roques, B. P.; Lepecq, J. B. Deoxyribonucleic-Acid Bifunctional Intercalators - Kinetic Investigation of the Binding of Several Acridine Dimers to Deoxyribonucleic-Acid. Biochemistry 1979, 18, 3354-3362.
The search of DNA-intercalators as antitumoral drugs: What worked and what did not work
Martinez, R.; Chacon-Garcia, L. The Search of DNA-Intercalators as Antitumoral Drugs: What Worked and What Did Not Work. Curr. Med. Chem. 2005, 12, 127-151.
Synthesis, antitumor activity, molecular modeling, and DNA binding properties of a new series of imidazonaphthalimides
Brana, M. F.; Cacho, M.; Garcia, M. A.; de Pascual-Teresa, B.; Ramos. A.; Acero, N.; Llinares, F.; Munoz-Mingarro, D.; Abradelo, C.; Rey-Stolle, M. F.; Yuste, M. Synthesis, Antitumor Activity, Molecular Modeling, and DNA Binding Properties of a New Series of Imidazonaphthalimides. J. Med. Chem. 2002, 45, 5813-5816.
New analogues of amonafide and elinafide, containing aromatic heterocycles: Synthesis, antitumor activity, molecular modeling, and DNA binding properties
Brana, M. F.; Cacho, M.; Garcia, M. A.; de Pascual-Teresa, B.; Ramos, A.; Dominguez, M. T.; Pozuelo, J. M.; Abradelo, C.; Rey-Stolle, M. F.; Yuste, M.; Banez-Coronel, M.; Lacal, J. C. New Analogues of Amonafide and Elinafide, Containing Aromatic Heterocycles: Synthesis, Antitumor Activity, Molecular Modeling, and DNA Binding Properties. J. Med. Chem. 2004, 47, 1391-1399.
Influence of polyamine architecture on the transport and topoisomerase II inhibitory properties of polyamine DNA-intercalator conjugates
Wang, L.; Price, H. L.; Juusola, J.; Kline, M.; Phanstiel IV, O. Influence of Polyamine Architecture on the Transport and Topoisomerase II Inhibitory Properties of Polyamine DNA-Intercalator Conjugates. J. Med. Chem. 2001. 44, 3682-3691.
Synthesis of linked berberine dimers and their remarkably enhanced DNA-binding affinities
Chen, W. H.; Pang, J. Y.; Qin, Y.; Peng, Q.; Cai, Z. W.; Jiang, Z. H. Synthesis of Linked Berberine Dimers and their Remarkably Enhanced DNA-Binding Affinities. Bioorg. Med. Chem. Lett. 2005, 15, 2689-2692.
Propidium-based polyamine ligands as potent inhibitors of acetylcholinesterase and acetylcholinesterase-induced amyloid-beta aggregation
Bolognesi, M. L.; Andrisano, V.; Bartolini, M.; Banzi, R.; Melchiorre, C. Propidium-based polyamine ligands as potent inhibitors of acetylcholinesterase and acetylcholinesterase-induced amyloid-beta aggregation. J. Med. Chem. 2005, 48, 24-27.
Diacridines - Double intercalators as chemotherapeutic-agents
Canellakis, E. S.; Fico, R. M.; Sards, A. H.; Shaw, Y. H. Diacridines - Double Intercalators as Chemotherapeutic-Agents. Biochem. Pharmacol. 1976, 25, 231-236.
Diacridines -bifunctional intercalators. 1. Chemistry, physical-chemistry and growth inhibitory properties
Canellakis, E. S.; Shaw, Y. H.; Hanners, W. E.; Schwartz, R. A. Diacridines -Bifunctional Intercalators. 1. Chemistry, Physical-Chemistry and Growth Inhibitory Properties. Biochem Biophys. Acta 1976, 418, 277-289.
Diacridines - Bifunctional intercalators. 2. Biological effects of putrescine, spermidine and spermine diacridines on hela-cells and on L-1210 and P-388 leukemia-cells
Canellakis, E. S.; Bellantone, R. A. Diacridines - Bifunctional Intercalators. 2. Biological Effects of Putrescine, Spermidine and Spermine Diacridines on Hela-Cells and on L-1210 and P-388 Leukemia-Cells. Biochim. Biophys. Acta 1976, 418, 290-299.
Diacridines - Bifunctional intercalators. 3. Definition of general site of action
Canellakis, E. S.; Bono, V.; Bellantone, R. A.; Krakow, J. S.; Fico, R. M.; Schulz, R. A. Diacridines - Bifunctional Intercalators. 3. Definition of General Site of Action. Biochim. Biophys. Acta 1976, 418, 300-314.
Bifunctional intercalators - Relationship of antitumor activity of diacridines to cell-membrane
Fico, R. M.; Chen, T. K.; Canellakis, E. S. Bifunctional Intercalators - Relationship of Antitumor Activity of Diacridines to Cell-Membrane. Science 1977, 198, 53-56.
Potential antitumor agents. 44. Synthesis and antitumor-activity of new classes of diacridines - Importance of linker chain rigidity for DNA-binding kinetics and biological-activity
Denny, W. A.; Atwell, G. J.; Baguley, B. C.; Wakelin, L. P. G. Potential Antitumor Agents. 44. Synthesis and Antitumor-Activity of New Classes of Diacridines - Importance of Linker Chain Rigidity for DNA-Binding Kinetics and Biological-Activity. J. Med. Chem. 1985, 28, 1568-1574.
DNA intercalating compounds as potential antitumor agents. 2. Preparation and properties of 7H-pyridocarbazole dimers
Pelaprat, D.; Delbarre, A.; Leguen, I.; Roques, B. P.; Lepecq, J. B. DNA Intercalating Compounds as Potential Antitumor Agents. 2. Preparation and Properties of 7H-Pyridocarbazole Dimers. J. Med. Chem. 1980, 23, 1336-1343.
Mechanism of inhibition of bacteriophage T7 RNA-synthesis by acridines, diacridines and actinomycin-D
Sarris, A. H.; Niles, E. G.; Canellakis, E. S. Mechanism of Inhibition of Bacteriophage T7 RNA-Synthesis by Acridines, Diacridines and Actinomycin-D. Biochim. Biophys. Acta 1977, 474, 268-278.
Structures of three classes of anticancer agents bound to the human topoisomerase I-DNA covalent complex
Staker, B. L.; Feese, M. D.; Cushman, M.; Pommier, Y.; Zembower, D.; Stewart, L.; Burgin, A. B. Structures of Three Classes of Anticancer Agents bound to the Human Topoisomerase I-DNA Covalent Complex. J. Med. Chem. 2005, 48, 2336-2345.
Asymmetrical bisintercalators as potential antitumor agents
Léon, P.; Garbay-Jaureguiberry, C.; Lambert, B.; Lepecq, J. B.; Roques, B. P. Asymmetrical Bisintercalators as Potential Antitumor Agents. J. Med. Chem. 1988, 31, 1021-1026.
Peek, M. E.; Lipscomb, L. A.; Bertrand, J. A.; Gao, Q.; Roques, B. P.; Garbayjaureguiberry, C.; Williams, L. D. DNA Distortion in Bis-Intercalated Complexes. Biochemistry 1994, 33, 3794-3800.
Synthesis of benz[d]indeno[1,2-b]pyran-5.11-diones: Versatile intermediates for the design and synthesis of topoisomerase 1 inhibitors
in press
Morrell, A.; Antony, S.; Kohlhagen, G.; Pommier, Y.; Cushman, M. Synthesis of Benz[d]indeno[1,2-b]pyran-5.11-diones: Versatile Intermediates for the Design and Synthesis of Topoisomerase 1 Inhibitors. Bioorg. Med. Chem. Lett. 2006 (in press).
N-1-substituent effects in the selective delivery of polyamine conjugates into cells containing active polyamine transporters
Gardner, R. A.; Delcros, J. G.; Konate, F.; Breitbeil, F.; Martin, B.; Sigman, M.; Huang, M.; Phanstiel, O. N-1-Substituent Effects in the Selective Delivery of Polyamine Conjugates into Cells Containing Active Polyamine Transporters. J. Med. Chem. 2004,47, 6055-6069.
Probing the mechanism of transport and compartmentalization of polyamines in mammalian cells
Cullis, P. M.; Green, R. E.; Merson-Davies, L.; Travis, N. Probing the Mechanism of Transport and Compartmentalization of Polyamines in Mammalian Cells. Chem. Biol. 1999, 6, 717-729.
Synthesis, in vitro and in vivo cytotoxicity, and prediction of the intestinal absorption of substituted 2-ethoxycarbonyl-imidazo[2,1-b] benzothiazoles
Trapani, G.; Franco, M.; Latrofa, A.; Reho, A.; Liso, G. Synthesis, In Vitro and In Vivo Cytotoxicity, and Prediction of the Intestinal Absorption of Substituted 2-Ethoxycarbonyl-imidazo[2,1-b]benzothiazoles. Eur. J. Pharm. Sci. 2001, 14, 209-216.
Solution structure of a DNA complex with the fluorescent bis-intercalator TOTO determined by NMR spectroscopy
Spielmann, H. P.; Wemmer, D. E.; Jacobsen, J. P. Solution Structure of A DNA Complex with the Fluorescent Bis-Intercalator TOTO Determined By NMR Spectroscopy. Biochemistry 1995, 34, 8542-8553.
Synthesis of cytotoxic indenoisoquinoline topoisomerase I poisons
Strumberg, D.; Pommier, Y.; Paull, K.; Jayaraman, M.; Nagafuji, P.; Cushman, M. Synthesis of Cytotoxic Indenoisoquinoline Topoisomerase I Poisons. J. Med. Chem. 1999, 42, 446-457.
Prediction of biochemical mechanism of action from the in vitro antitumor screen of the National Cancer Institute
Foye, W. O., Ed.; American Chemical Society: Washington, DC
Paull, K. D.; Hamel, E.; Malspeis, L. Prediction of Biochemical Mechanism of Action from the In Vitro Antitumor Screen of the National Cancer Institute. In Cancer Chemotherapeutic Agents; Foye, W. O., Ed.; American Chemical Society: Washington, DC, 1995; pp 9-45.
Bisindenoisoquinoline NSC 727357, a DNA intercalator and topoisomerase inhibitor with antitumor activity
in press
Antony, S.; Agama, K. K.; Miao, Z.-H.; Hollingshead, M.; Wright, M.; Varticovski, L.; Nagarajan, M.; Morrell, A.; Cushman, M.; Pommier, Y. Bisindenoisoquinoline NSC 727357, a DNA Intercalator and Topoisomerase Inhibitor with Antitumor Activity. Mol Pharmacol. 2006, (in press).
Induction of reversible complexes between eukaryotic DNA topoisomerase 1 and DNA-containing oxidative base damages. 7,8-Dihydro-8-oxoguanine and 5-hydroxycytosine
Pourquier, P.; Ueng, L.-M.; Fertala, J.; Wang, D.; Park, H.-J.; Essigmann, J. M.; Bjornsti, M.-A.; Pommier, Y. Induction of Reversible Complexes between Eukaryotic DNA Topoisomerase 1 and DNA-containing Oxidative Base Damages. 7,8-Dihydro-8-Oxoguanine and 5-Hydroxycytosine. J. Biol. Chem. 1999, 274, 8516-8523.
Beaucage, S., Bergstrom, D., Click, G., Jones, R., Eds. John Wiley and Sons: New York
Dedon, P. C. Determination of DNA Binding Mode: Intercalation. In Current Protocols in Nucleic Acid Chemistry; Beaucage, S., Bergstrom, D., Click, G., Jones, R., Eds. John Wiley and Sons: New York, 2003: p 8.1.1-8.1.13.