Complexation of anthracycline drugs with DNA in the presence of caffeine

European Biophysics Journal

Volumn 36, Issue 1, 2006, Pages 1-11

  Evstigneev, M P ^a   Khomich, V V ^a   Davies, D B ^b  

^a SEVASTOPOL STATE UNIVERSITY   (Russian Federation)

^b UNIVERSITY OF LONDON   (United Kingdom)

Author keywords

Competitive binding; Hetero association; Interceptor; Protector; Self association

Indexed keywords

ANTHRACYCLINE DERIVATIVE; ANTIBIOTIC AGENT; CAFFEINE; DAUNORUBICIN; DNA; DOXORUBICIN; NOGALAMYCIN; OLIGOMER; PROTON;

ARTICLE; CALCULATION; COMPLEX FORMATION; DRUG DNA BINDING; PROTON NUCLEAR MAGNETIC RESONANCE;

ANTHRACYCLINES; ANTI-BACTERIAL AGENTS; BINDING, COMPETITIVE; BUFFERS; CAFFEINE; CENTRAL NERVOUS SYSTEM STIMULANTS; DAUNORUBICIN; DNA; DOXORUBICIN; DRUG SYNERGISM; MAGNETIC RESONANCE SPECTROSCOPY; MODELS, CHEMICAL; MODELS, STATISTICAL; NOGALAMYCIN; TEMPERATURE;

EID: 33750946182     PISSN: 01757571     EISSN: None     Source Type: Journal    
DOI: 10.1007/s00249-006-0071-9     Document Type: Article

References (22)

1. Bedner E, Du L, Traganos F, Darzynkiewicz Z (2001) Caffeine dissociates complexes between DNA and intercalating dyes: application for bleaching fluorochrome-stained cells for their subsequent restaining and analysis by laser scanning cytometry. Cytometry 43:38-45
2. Chu E, DeVita VT (2003) Physicians' cancer chemotherapy drug manual. Jones and Bartlett Publ, London
3. 1H NMR investigation of self-association of aromatic drug molecules in aqueous solution. J Chem Soc Faraday Trans 92:383-390
4. Davies DB, Eaton RJ, Baranovsky SF, Veselkov AN (2000) NMR investigation of the complexation of daunomycin with deoxytetranucleotides of different base sequence in aqueous solution. J Biomol Str Dyn 17:887-901
5. Davies DB, Veselkov DA, Djimant LN, Veselkov AN (2001) Hetero-association of caffeine and aromatic drugs and their competitive binding with a DNA oligomer. Eur Biophys J 30:354-366
6. Davies DB, Veselkov DA, Veselkov AN (2002) NMR determination of the hetero-association of phenanthridines with daunomycin and their competitive binding to a DNA oligomer. Eur Biophys J 31:153-162
7. 1H-NMR studies of self-association of anthracycline antibiotic molecules in aqueous solution. Russ J Chem Phys 19:387-399
8. 2) determined by NMR spectroscopy. Biophys Chem 118:118-127
9. Evstigneev MP, Khomich VV, Davies DB (2006a) Self-association of antibiotic daunomycin in various buffer solutions. Russ J Phys Chem 80:854-859
10. Evstigneev MP, Rybakova KA, Davies DB (2006b) Complexation of norfloxacin with DNA in the presence of caffeine. Biophys Chem 121:84-95
11. Gallois L, Fiallo M, Garnier-Suillerot A (1998) Comparison of the interaction of doxorubicin, daunorubicin, idarubicin and idarubicinol with large unilamellar vesicles: circular dichroism study. Biochim Biophys Acta 1370:31-40
12. Ibrahim MS (2001) Voltammetric studies of the interaction of nogalamycin antitumor drug with DNA. Anal Chim Acta 443:63-72
13. Larsen RW, Jasuja R, Hetzler R, Muraoka PT, Andrada VG, Jameson DM (1996) Spectroscopic and molecular modeling studies of caffeine complexes with DNA intercalators. Biophys J 70:443-452
14. Lyles MB, Cameron IL (2002a) Interactions of the DNA intercalator acridine orange, with itself, with caffeine, and with double-stranded DNA. Biophys Chem 96:53-76
15. Lyles MB, Cameron IL (2002b) Caffeine and other xanthines as cytochemical blockers and removers of heterocyclic DNA intercalators from chromatin. Cell Biol Int 26:145-154
16. Neidle S, Waring MJ (1983) Molecular aspects of anti-cancer drug action. Macmillan, London, p 483
17. Piosik J, Zdunek M, Kapuscinski J (2002) The modylation by xanthines of the DNA-damaging effect of polycyclic aromatic agents. Part II. The stacking complexes of caffeine with doxorubicin and mitoxantrone. Biochem Pharm 63:635-646
18. Piosik J, Ulanowska K, Gwizdek-Wisniewska A, Czyz A, Kapuscinski J, Wegrzyn G (2003) Alleviation of mutagenic effects of polycyclic aromatic agents (quinacrine mustard, ICR-191 and ICR-170) by caffeine and pentoxifylline. Mutat Res 530:47-57
19. Traganos F, Kapuscinski J, Darzynkiewicz Z (1991a) Caffeine modulates the effects of DNA-intercalating drug in vitro: a flow cytometric and spectrophotometric analysis of caffeine interaction with novatrone, doxorubicin, ellipticine and doxorubicin analogue AD198. Cancer Res 51:3682-3689
20. Traganos F, Kaminska-Eddy B, Darzynkiewicz Z (1991b) Caffeine reverses the cytotoxic and cell kinetic effects of novatrone (mitoxantrone). Cell Prolif 24:305-319
21. Ulanowska K, Piosik J, Gwizdek-Wisniewska A, Wegrzyn G (2005) Formation of stacking complexes between caffeine (1,2,3-trimethylxanthine) and 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine may attenuate biological effects of this neurotoxin. Bioorg Chem 33:402-413
22. Veselkov AN, Evstigneev MP, Veselkov DA, Davies DB (2001) A generalized NMR-derived statistical-thermodynamical model of hetero-association of aromatic molecules in aqueous solution. J Chem Phys 115:2252-2266