Influence of polyamine architecture on the transport and topoisomerase II inhibitory properties of polyamine DNA-intercalator conjugates

Journal of Medicinal Chemistry

Volumn 44, Issue 22, 2001, Pages 3682-3691

  Wang, L ^a   Price, H L ^b   Juusola, J ^a   Kline, M ^a   Phanstiel IV, O ^a  

^a UNIVERSITY OF CENTRAL FLORIDA   (United States)

^b STETSON UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ACRIDINE DERIVATIVE; AMINOACRIDINE DERIVATIVE; ANTHRACENE DERIVATIVE; CYTOSTATIC AGENT; DNA TOPOISOMERASE (ATP HYDROLYSING); INTERCALATING AGENT; KINETOPLAST DNA; N4 [4 (9 AMINOACRIDINYL)BUTYL]SPERMINE; N4,N9 BIS[4 (9 AMINOACRIDINYL)BUTYL]SPERMINE; N4,N9 BIS[4 [9 (AMINOMETHYL)ANTHRACENYL]BUTYL]SPERMINE; N4,N9 BIS[5 [9 (AMINOMETHYL)ANTHRACENYLPENTYL]SPERMINE; POLYAMINE; QUINOLINE DERIVATIVE; SPERMIDINE DERIVATIVE; SPERMINE DERIVATIVE; UNCLASSIFIED DRUG;

ANIMAL CELL; ARTICLE; BINDING AFFINITY; CONJUGATE; CONJUGATION; COVALENT BOND; DRUG DELIVERY SYSTEM; DRUG POTENCY; DRUG SCREENING; DRUG SYNTHESIS; DRUG TRANSPORT; ENZYME INHIBITION; IC 50; NONHUMAN;

ACRIDINES; ANIMALS; ANTHRACENES; ANTINEOPLASTIC AGENTS; BIOLOGICAL TRANSPORT, ACTIVE; CRITHIDIA FASCICULATA; DNA TOPOISOMERASES, TYPE II; DNA, KINETOPLAST; DRUG SCREENING ASSAYS, ANTITUMOR; HUMANS; INHIBITORY CONCENTRATION 50; INTERCALATING AGENTS; MICE; SPERMINE; STRUCTURE-ACTIVITY RELATIONSHIP; TUMOR CELLS, CULTURED;

EID: 0035950080     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm010181v     Document Type: Article

References (52)

1. Polyamines
2. A General Method for Efficient Drug Delivery to DNA
3. Probing the mechanism of transport and compartmentalisation of polyamines in mammalian cells
4. The effect of polyamine homologation on the transport and cytotoxicity properties of polyamine-(DNA-intercalator) conjugates
5. Synthesis and evaluation of novel spermidine derivatives as targeted cancer chemotherapeutic agents
6. Targeting of cytotoxic agents by polyamines: Synthesis of a chloroambucil-spermidine conjugate
7. Synthesis of carboranyl polyamines for DNA targeting
8. Synthesis of novel boronated acridines and spermidines as possible agents for BNCT
9. Polyamine transport in mammalian cells. An update
10. Induction of limited DNA damage by the antitumor agent Cain's acridine
11. Interaction of 4′-(9-acridinylamino)methanesulfon-m-anisidide with DNA and inhibition of oncornavirus reverse transcriptase and cellular nucleic acid polymerase
12. Protein-associated deoxyribonucleic acid strand breaks in L1210 cells treated with the deoxyribonucleic acid intercalating agents 4′-(9-acridinylamino)methanesulfon-m-anisidide and adriamycin
13. Polyamine and cellular regulation: Perspectives
14. Cytotoxicity and DNA strand breaks by 5-iminodaunorubicin in mouse leukemia L1210 cells: Comparison with adriamycin and 4′-(9-acridinylamino)methansulfon-m-anisidide
15. The formation and resealing of intercalator-induced DNA strand breaks in isolated L1210 cell nuclei
16. Mechanism of antitumor drug action: Poisoning of mammalian DNA topoisomerase II on DNA by 4′-(9-acridinylamino)methanesulfon-m-anisidide
17. Potential antitumor agents. 43. Synthesis and biological activity of dibasic 9-aminoacridine-4-carboxamides, a new class of antitumor agent
18. Role of polyamines in the control of cell-proliferation and differentiation
19. Labeled putrescine as a probe in brain-tumors
20. Relations between polyamines and nucleic acid. II. Biochemical and fine structural studies on peripheral nerve during Wallerian degeneration
21. Biological properties of N4-spermidine derivatives and their potential in anticancer chemotherapy
22. Biological preperties of N-4 and N-1, N-8-spermidine derivatives in cultured L1210 leukemia-cells
23. DNA binding studies and site-selective fluorescence sensitization of an anthryl probe
24. Potential antitumor agents. 24. Dicationic analogues of the 4′-(9-acridinylamino)-alkanesulfonanilides
25. Potential antitumor agents. 28. Deoxyribonucleic acid polyintercalating agents
26. 8-bis(t-butoxycarbonyl) spermidine
27. Selective protection of polyamines: Synthesis of model compounds and spermidine derivatives
28. N-substituted 5-aminoacridines
29. Cyclobisintercaland macrocycles: Synthesis and physicochemical properties of macrocyclic polyamines containing two crescent-shaped dibenzophenanthroline subunits
30. A comparison of structure-activity relationships between spermidine and spermine analogue antineoplastics
31. Practical synthesis of unsymmetrical polyamine amides
32. Homologation of polyamines in the synthesis of lipo-spermine conjugates and related lipoplexes
33. 60. Molecular recognition of NADP(H) and ATP by Macrocylic Polyamines Bearing Acridine Groups
34. Synthesis and characterization of a trigalactosylated bisacridine compound to target DNA to hepatocytes
35. 1spermine
36. Drug-promoted cleavage of kinetoplast DNA minicircles
37. A rapid and quantitative microtiter assay for eukaryotic topoisomerase II
38. Characterization of an amsacrine-resistant line of human-leukemia cells: Evidence for a drug-resistant form of topoisomerase-II
39. The crystal structure of the DNA-binding drug berenil: Molecular modeling studies of berenil-DNA complexes
40. Structural analysis of d(GCAATTGC)2 and its complex with berenil by nuclear magnetic resonance spectroscopy
41. DNA-intercalating ligands as anti-cancer drugs: Prospects for future design
42. Antitumor polycyclic acridines. 7. Synthesis and biological properties of DNA affinic tetra- and pentacyclic acridines
43. The potentiation of cardiac responses to adenosine by benzodiazepines
44. The sensitivity and specificity of the MTS tetrazolium assay for detecting the in vitro cytotoxicity of 20 chemicals using human cell lines
45. Use of an aqueous soluble tetrazolium/formazan assay to measure viability and proliferation of lymphokine-dependent cell lines