Interactions of the DNA intercalator acridine orange, with itself, with caffeine, and with double stranded DNA

Biophysical Chemistry

Volumn 96, Issue 1, 2002, Pages 53-76

  Lyles, Mark B ^a   Cameron, Ivan L ^a  

^a Mays Cancer Center at UT Health San Antonio   (United States)

Author keywords

Acridine orange; Caffeine; Competitive interactions; Desmutagens; Intercalators; Xanthines

Indexed keywords

ACRIDINE ORANGE; CAFFEINE; INTERCALATING AGENT;

ARTICLE; BINDING AFFINITY; COMPLEX FORMATION; DIMERIZATION; DRUG INTERACTION; ENERGY; FLUORESCENCE; IONIC STRENGTH; PRIORITY JOURNAL;

ACRIDINE ORANGE; CAFFEINE; DNA; INTERCALATING AGENTS; KINETICS; MUTAGENS; SODIUM CHLORIDE; SPECTROMETRY, FLUORESCENCE; SPECTROPHOTOMETRY, ULTRAVIOLET;

CLUPEA HARENGUS;

EID: 0037051803     PISSN: 03014622     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0301-4622(02)00036-4     Document Type: Article

References (61)

1. Mechanisms of chemical carcinogenesis
2. Searches for ultimate chemical carcinogens and their reactions with cellular macromolecules
3. Reaction of non-toxic, potentially chemopreventive purinethiols with a direct-acting, electrophilic carcinogen, benzo[a]pyrene-7,8-diol 9,10-epoxide
4. Inhibition of 2-amino-3-methylimidazo[4,5-f]quinoline (IQ)-DNA binding by chlorophyllin: studies of enzyme inhibition and molecular complex formation
5. Antimutagenic potency of chlorophyllin in the Salmonella assay and its correlation with binding constants of mutagen-inhibitor complexes
6. Antimutagens and anticarcinogens: a survey of putative interceptor molecules [published erratum appears in Environ. Mol. Mutagen. 16 (2) (1990) 136]
7. International Commission for Protection Against Environmental Mutagens and Carcinogens. ICPEMC publication no. 12. Inhibitors of mutagenesis and their relevance to carcinogenesis. Report by ICPEMC Expert Group on Antimutagens and Desmutagens
8. Mechanisms of the in vitro antimutagenic action of chlorophyllin against benzo[a]pyrene: studies of enzyme inhibition, molecular complex formation and degradation of the ultimate carcinogen
9. Spectroscopic and molecular modeling studies of caffeine complexes with DNA intercalators
10. Caffeine reverses the cytotoxic and cell kinetic effects of novantrone (mitoxantrone)
11. Caffeine modulates the effects of DNA-intercalating drugs in vitro: a flow cytometric and spectrophotometric analysis of caffeine interaction with novantrone, doxorubicin, ellipticine, and the doxorubicin analogue AD198
12. Caffeine prevents apoptosis and cell cycle effects induced by camptothecin or topotecan in HL-60 cells
13. Inhibition by 2,6-dithiopurine and thiopurinol of binding of a benzo(a)pyrene diol epoxide to DNA in mouse epidermis and of the initiation phase of two-stage tumorigenesis
14. Thermodynamical model of mixed aggregation of intercalators with caffeine in aqueous solution
15. Thermal expansion of p-nitroaniline and p-dinitrobenzene
16. The reaction of the carcinogenic dibenzacarbazoles and dibenzacridines with purines and nucleic acid
17. Caffeine inhibits the binding of dimethylbenz(a)anthracene to murine epidermal cells DNA in culture
18. The structure of molecular compounds exhibiting polarization bonding. I. General introduction and the crystal structure of phenoquinone
19. The structure of molecular compounds exhibiting polarization bonding. II. The crystal structure of the chloranil-hexamethylbenzene complex
20. Interaction between DNA and polycyclic aromatic hydrocarbons
21. Carcinogenesis by chemicals: an overview-G.H.A. Clowes memorial lecture
22. DNA binding and its relationship to carcinogenesis by different polycyclic hydrocarbons
23. Crystal structure of 1,3,7,9-tetramethyluric acid and the molecular packing in hydromethyl purine crystals
24. Molecular geometry of a 1:1 crystalline complex between 1,3,7,9-tetramethyluric acid and pyrene
25. Fluorescence of 1,3,7,9-tetramethyluric acid complexes of aromatic hydrocarbons
26. Electronic aspects of the interactions between the carcinogens and possible cellular sites of their activity
27. Modulation of adriamycin and N-trifluoroacetyladriamycin-14-valerate-induced effects on cell cycle traverse and cytotoxicity in P388 mouse leukemia cells by caffeine and the calmodulin inhibitor trifluoperazine
28. Differential reduction by caffeine of adriamycin-induced cell killing and cell cycle delays in Chinese hamster V79 cells
29. Dose-related inhibition of chemical carcinogenesis in mouse skin by caffeine
30. The interaction of polycyclic hydrocarbons and purines
31. Thermodynamic behavior of acridine orange in solution. Model system for studying stacking and charge effects on self-aggregation
32. Interactions of acridine orange with double stranded nucleic acids. Spectral and affinity studies
33. Spectral properties of fluorochromes used in flow cytometry
34. Complex formation of acridine orange with single-stranded polyriboadenylic acid and 5′-AMP: co-operative binding and intercalation between bases
35. A spectrophotometric investigation of the interaction of iodine with aromatic hydrocarbons
36. Determination of equilibrium constants for weakly bound charge-transfer complexes
37. Spectra of fluorescent dyes used in flow cytometry
38. Simultaneous analysis of cellular RNA and DNA content
39. Denaturation of nucleic acids induced by intercalating agents. Biochemical and biophysical properties of acridine orange-DNA complexes
40. Differential staining of DNA and RNA in intact cells and isolated cell nuclei with acridine orange
41. Interactions of nucleic acids with fluorescent dyes: spectral properties of condensed complexes
42. The proof of definite reversible association of acridine orange by absorbance and fluorescence measurements in aqueous solution
43. The internal field and the position of the electronic absorption and emission bands of polyatomic organic molecules in solution
44. Dielectric effects and properties of electronic spectra of multiatomic organic molecules in solution
45. Universal intermolecular interactions and their effects on the position and electronic spectra of molecules in two-component solutions
46. Molecular mechanism of DNA repair inhibition by caffeine
47. Binding of polycyclic planar mutagens to chlorophyllin resulting in inhibition of the mutagenic activity
48. The dynemicin-DNA intercalation complex: a model based on DNA affinity cleavage and molecular dynamics simulation
49. Denaturation and condensation of DNA in situ induced by acridine orange in relation to chromatin changes during growth and differentiation of Friend erythroleukemia cells
50. Unstainable DNA in cell nuclei. Comparison of ten different fluorochromes
51. DAPI: a DNA-specific fluorescent probe
52. 2 duplex: calorimetric and spectroscopic studies
53. Antitumour polycyclic acridines. Part 4. Physico-chemical studies on the interactions between DNA and novel tetracyclic acridine derivatives
54. Impossibility of acridine orange intercalation in nuclear DNA of the living cell
55. Analysis of various indefinite self-associations
56. On the interaction of caffeine with nucleic acids. IV. Studies of the caffeine-DNA interaction by infrared and ultraviolet linear dichroism, proton and deuteron nuclear magnetic resonance
57. 1H NMR studies of caffeine-5′-adenosine monophosphate and caffeine-poly(riboadenylate) interactions
58. Interactions of antitumor agents ametantrone and mitoxantrone (novatrone) with double-stranded DNA