General analysis of competitive binding in drug-interceptor-DNA systems

European Biophysics Journal

Volumn 41, Issue 3, 2012, Pages 273-283

  Buchelnikov, A S ^a   Santiago, A A Hernandez ^b   Flores, M Gonzalez ^b   Ramirez, R Vazquez ^b   Davies, D B ^c   Evstigneev, M P ^a  

^a SEVASTOPOL STATE UNIVERSITY   (Russian Federation)

^b BENEMÉRITA UNIVERSIDAD AUTÓNOMA DE PUEBLA   (Mexico)

^c UNIVERSITY OF LONDON   (United Kingdom)

Author keywords

Competitive binding; DNA complexation; Hetero association; Three component system

Indexed keywords

CAFFEINE; DNA; DRUG; LIGAND;

ARTICLE; BINDING COMPETITION; BIOLOGICAL MODEL; METABOLISM;

BINDING, COMPETITIVE; CAFFEINE; DNA; LIGANDS; MODELS, BIOLOGICAL; PHARMACEUTICAL PREPARATIONS;

EID: 84857374288     PISSN: 01757571     EISSN: None     Source Type: Journal    
DOI: 10.1007/s00249-011-0783-3     Document Type: Article

References (34)

1. SF Baranovsky PA Bolotin MP Evstigneev DN Chernyshev 2008 Complexation of heterocyclic ligands with DNA in aqueous solution J Appl Spectrosc 75 251 260 10.1007/s10812-008-9021-x
2. SF Baranovsky PA Bolotin MP Evstigneev DN Chernyshev 2009 Interaction of ethidium bromide and caffeine with DNA in aqueous solution J Appl Spectrosc 76 132 139 10.1007/s10812-009-9139-5 1:CAS:528:DC%2BD1MXjvVOksbg%3D
3. F Barceló D Capó J Portugal 2002 Thermodynamic characterization of the multivalent binding of chartreusin to DNA Nucleic Acids Res 30 4567 4573 12384604 10.1093/nar/gkf558 (Pubitemid 35277267)
4. JL Bresloff DM Crothers 1975 DNA-ethidium reaction kinetics: demonstration of direct ligand transfer between DNA binding sites J Mol Biol 95 103 110 1171251 10.1016/0022-2836(75)90339-3 1:CAS:528:DyaE2MXkvFamtbg%3D
5. JB Chaires 1990 Biophysical chemistry of the daunomycin-DNA interaction Biophys Chem 35 191 202 2204442 10.1016/0301-4622(90)80008-U 1:CAS:528:DyaK3cXkslSmtrk%3D (Pubitemid 20185438)
6. DB Davies DA Veselkov LN Djimant AN Veselkov 2001 Hetero-association of caffeine and aromatic drugs and their competitive binding with a DNA oligomer Eur Biophys J 30 354 366 11592692 10.1007/s002490100150 1:CAS:528: DC%2BD3MXlsVWnsrs%3D (Pubitemid 32894324)
7. Evstigneev MP (2010) DNA-binding aromatic drug molecules: physico-chemical interactions and their biological roles. Lambert Academic Publishing, Saarbrücken
8. 2) determined by NMR spectroscopy Biophys Chem 118 118 127 16263206 10.1016/j.bpc.2005.08.007 1:CAS:528:DC%2BD2MXht1aqurjI (Pubitemid 41627778)
9. MP Evstigneev VV Khomich DB Davies 2006 Complexation of anthracycline drugs with DNA in the presence of caffeine Eur Biophys J 36 1 11 17061089 10.1007/s00249-006-0071-9 1:CAS:528:DC%2BD28XhtFylt77K (Pubitemid 44736047)
10. MP Evstigneev KA Rybakova DB Davies 2006 Complexation of norfloxacin with DNA in the presence of caffeine Biophys Chem 121 84 95 16455179 10.1016/j.bpc.2005.12.003 1:CAS:528:DC%2BD28Xks1OltrY%3D
11. MP Evstigneev AO Lantushenko VP Evstigneev Mykhina YuV DB Davies 2008 Quantitation of the molecular mechanisms of biological synergism in a mixture of DNA-acting aromatic drugs Biophys Chem 132 148 158 18060679 10.1016/j.bpc.2007.11.001 1:CAS:528:DC%2BD2sXhsVChu7vJ (Pubitemid 350251889)
12. MP Evstigneev AA Mosunov VP Evstigneev HG Parkes DB Davies 2011 Quantification of the interceptor action of caffeine on the in vitro biological effect of the antitumour agent topotecan Eur Biophys J 40 969 980 21674180 10.1007/s00249-011-0712-5 1:CAS:528:DC%2BC3MXovFCrtbg%3D
13. VP Evstigneev AA Mosunov AS Buchelnikov AA Hernandez Santiago MP Evstigneev 2011 Complete solution of the problem of one-dimensional non-covalent non-cooperative self-assembly in two-component systems J Chem Phys 134 194902 194907 21599083 10.1063/1.3589899 1:STN:280:DC%2BC3MrktFSntg%3D%3D
14. Fausett LV (1999) Applied numerical analysis using MATLAB. Pearson Prentice Hall, Upper Saddle River
15. AA Hernandez Santiago DD Andrejuk AM Cervantes Tavera DB Davies MP Evstigneev 2009 Complexation of biologically active aromatic compounds with DNA in the presence of theophylline J Biol Phys 35 115 126 19669556 10.1007/s10867-008-9124-x 1:CAS:528:DC%2BD1MXksVOgtL0%3D
16. IM Johnson SG Kumar R Malathi 2003 De-intercalation of ethidium bromide and acridine orange by xanthine derivatives and their modulatory effect on anticancer agents: a study of DNA-directed toxicity enlightened by time correlated single photon counting J Biomol Struct Dyn 20 677 686 12643770 1:CAS:528:DC%2BD3sXjtlyltLs%3D
17. J Kapuscinski Z Darzynkiewicz 1985 Interactions of antitumor agents ametantrone and mitoxantrone (novatrone) with double-stranded DNA Biochem Pharmacol 34 4203 4213 4074383 10.1016/0006-2952(85)90275-8 1:CAS:528: DyaL28XotFKitA%3D%3D (Pubitemid 16204469)
18. JD McGhee PH von Hippel 1974 Theoretical aspects of DNA-protein interactions: co-operative and non-co-operative binding of large ligands to a one-dimensional homogeneous lattice J Mol Biol 86 469 489 4416620 10.1016/0022-2836(74)90031-X 1:CAS:528:DyaE2cXls1GitLY%3D
19. MA Muñoz C Carmona J Hidalgo P Guardado M Balón 1995 Molecular associations of flavins with betacarbolines and related indoles Bioorg Med Chem 3 41 47 8612045 10.1016/0968-0896(94)00140-X
20. YD Nechipurenko 1984 Cooperative effects on binding of large ligands to DNA. II. Contact cooperative interactions between bound ligand molecules Mol Biol 18 1066 1079 1:CAS:528:DyaL2cXltVOntLo%3D
21. Nocedal J, Wright SJ (1999) Numerical optimization. Springer, New York
22. A Osowski M Pietrzak Z Wieczorek J Wieczorek 2010 Natural compounds in the human diet and their ability to bind mutagens prevents DNA-mutagen intercalation J Toxicol Environ Health A 73 1141 1149 20706936 10.1080/15287394.2010.491044 1:CAS:528:DC%2BC3cXhtVWqu7zK
23. M Pietrzak Z Wieczorek J Wieczorek Z Darzynkiewicz 2006 The 'interceptor' properties of chlorophyllin measured within the three-component system: Intercalator-DNA-chlorophyllin Biophys Chem 123 11 19 16650923 10.1016/j.bpc.2006.03.018 1:CAS:528:DC%2BD28XotV2nu7c%3D (Pubitemid 44189684)
24. M Pietrzak HD Halicka Z Wieczorek J Wieczorek Z Darzynkiewicz 2008 Attenuation of acridine mutagen ICR-191-DNA interactions and DNA damage by the mutagen interceptor chlorophyllin Biophys Chem 135 69 75 18423964 10.1016/j.bpc.2008.03.004 1:CAS:528:DC%2BD1cXlvVSlsrY%3D
25. J Piosik M Zdunek J Kapuscinski 2002 The modulation by xanthines of the DNA-damaging effect of polycyclic aromatic agents: part II. The stacking complexes of caffeine with doxorubicin and mitoxantrone Biochem Pharmacol 63 635 646 11992631 10.1016/S0006-2952(01)00903-0 1:CAS:528:DC%2BD38Xjt1Sgtrs%3D (Pubitemid 34457697)
26. J Piosik A Gwizdek-Wiśniewska K Ulanowska J Ochociński A Czyż G Wȩgrzyn 2005 Methylxanthines (caffeine, pentoxifylline and theophylline) decrease the mutagenic effect of daunomycin, doxorubicin and mitoxantrone Acta Biochim Pol 52 923 926 16025164 1:CAS:528:DC%2BD28XitlGmsb8%3D (Pubitemid 43155024)
27. J Piosik K Wasielewski A Woziwodzka W Śledź A Gwizdek-Wiśniewska 2010 De-intercalation of ethidium bromide and propidium iodine from DNA in the presence of caffeine Cent Eur J Biol 5 59 66 10.2478/s11535-009-0077-2 1:CAS:528:DC%2BC3cXhtlejsb8%3D
28. A Ramu MM Mehta J Liu I Turyan A Aleksic 2000 The riboflavin-mediated photooxidation of doxorubicin Canc Chemother Pharmacol 46 449 458 10.1007/s002800000174 1:CAS:528:DC%2BD3cXosVSjurw%3D
29. G Schwarz S Klose W Balthasar 1970 Cooperative binding to linear biopolymers. 2. Thermodynamic analysis of the proflavine-poly(l-glutamic acid) system Eur J Biochem 12 454 460 5440622 10.1111/j.1432-1033.1970.tb00872.x 1:CAS:528:DyaE3cXps1OhtA%3D%3D
30. F Traganos J Kapuscinski Z Darzynkiewicz 1991 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 Cancer Res 51 3682 3689 2065324 1:CAS:528:DyaK3MXkvVCqtLk%3D
31. F Traganos J Kapuscinski JP Gong B Ardelt RJ Darzynkiewicz Z Darzynkiewicz 1993 Caffeine prevents apoptosis and cell-cycle effects induced by camptothecin or topotecan in HL-60 cells Cancer Res 53 4613 4618 8402636 1:CAS:528:DyaK2cXitlc%3D (Pubitemid 23304388)
32. H Wang H Zou Y Zhang 1998 Quantitative study of competitive binding of drugs to protein by microdialysis/high-performance liquid chromatography Anal Chem 70 373 377 9450364 10.1021/ac970564u 1:CAS:528:DyaK2sXotVGqtrw%3D
33. A Woziwodzka A Gwizdek-Wiśniewska J Piosik 2011 Caffeine, pentoxifylline and theophylline form stacking complexes with IQ-type heterocyclic aromatic amines Bioorg Chem 39 10 17 21146849 10.1016/j.bioorg. 2010.11.001 1:CAS:528:DC%2BC3MXpsl2mtw%3D%3D
34. HW Zimmermann 1986 Physicochemical and cytochemical investigations on the binding of ethidium and acridine dyes to DNA and to organelles in living cells Angew Chem 25 115 130 10.1002/ange.19860980202