Study of DNA-emodin interaction by FTIR and UV-vis spectroscopy

Journal of Photochemistry and Photobiology B: Biology

Volumn 111, Issue , 2012, Pages 59-63

  Saito, Samuel T ^a   Silva, Givaldo ^a   Pungartnik, Cristina ^a   Brendel, Martin ^a  

^a DEPARTAMENTO DE CIÊNCIAS BIOLÓGICAS   (Brazil)

Author keywords

Anthraquinone; Binding constant; Binding mode; DNA; Intercalation

Indexed keywords

ADENINE; DNA; EMODIN; PHOSPHATE; THYMINE;

AQUEOUS SOLUTION; ARTICLE; BINDING AFFINITY; BINDING KINETICS; DNA CONFORMATION; DNA HELIX; DRUG DNA BINDING; DRUG DNA INTERACTION; DRUG SELECTIVITY; DRUG STRUCTURE; EXTERNAL BINDING; INFRARED SPECTROSCOPY; INTERCALATION COMPLEX; NONHUMAN; PH; PRIORITY JOURNAL; ULTRAVIOLET SPECTROSCOPY;

ANIMALS; BINDING SITES; DNA; EMODIN; MOLECULAR CONFORMATION; MOLECULAR STRUCTURE; SPECTROPHOTOMETRY, ULTRAVIOLET; SPECTROSCOPY, FOURIER TRANSFORM INFRARED;

FUNGI;

EID: 84860250659     PISSN: 10111344     EISSN: 18732682     Source Type: Journal    
DOI: 10.1016/j.jphotobiol.2012.03.012     Document Type: Article

References (38)

1. H. Yim, Y.H. Lee, and S.K. Lee Emodin, an anthraquinone derivative isolated from rhizome of Rheum palmatum, selectively inhibits the activity of casein kinase II as a competitive inhibitor Planta Med. 65 1999 9 13 (Pubitemid 29077420)
2. J.C. Chukwujekwu, P.H. Coombes, D.A. Mulholland, and J. van Staden Emodin, an antibacterial anthraquinone from the roots of Cassia occidentalis South African J. Bot. 72 2006 295 297 (Pubitemid 43963579)
3. G. Srinivas, S. Babykutty, P.P. Sathiadevan, and P. Srinivas Molecular mechanism of emodin action: transition from laxative ingredient to an antitumor agent Med. Res. Rev. 27 2007 591 608 (Pubitemid 47282445)
4. V.E. Fernand, D.T. Dinh, S.J. Washington, S.O. Fakayode, J.N. Losso, R.O. van Ravenswaay, and I.M. Warner Determination of pharmacologically active compounds in root extracts of Cassia alata L. by use of high performance liquid chromatography Talanta 74 2008 896 902
5. T. Hennebelle, B. Weniger, H. Joseph, S. Sahpaz, and F. Bailleul Senna alata Fitoterapia 80 2009 385 393
6. F. Vargas, G. Fraile, M. Velásquez, H. Correia, G. Fonseca, M. Marin, E. Marcano, and Y. Sánchez Studies on the photostability and phototoxicity of aloe-emodin, emodin and rhein Pharmazie 57 2002 399 404 (Pubitemid 34670174)
7. K. Oshida, M. Hirakata, A. Maeda, T. Miyoshi, and Y. Miyamoto Toxicological effect of emodin in mouse testicular gene expression profile J. Appl. Toxicol. 2010 10.1002/jat.1637
8. R. Bosch, U. Friederich, W.K. Lutz, E. Brocker, M. Bachmann, and C. Schlatter Investigation on DNA binding in rat liver and in Salmonella and on mutagenicity in the Ames test by emodin, a natural anthraquinone Mutat. Res. 188 1987 161 168 (Pubitemid 17112996)
9. T. Masuda, and Y. Ueno Microsomal transformation of emodin into a direct mutagen Mutat. Res. 125 1984 135 144 (Pubitemid 14184372)
10. National Toxicology Program, NTP toxicology and carcinogenesis studies of emodin (CAS No. 518-82-1) feed studies in F344/N rats and B6C3F1 mice, Natl. Toxicol. Program. Tech. Rep. Ser. 493 (2001) 1-278.
11. W.L. Chu, K. Shizaki, M. Kawanishi, M. Kondo, and T. Yagi Validation of a new yeast-based reported assay consisting of human estrogen receptors alpha/beta and coactivator SRC-1: application for detection of estrogenic activity in environmental samples Environ. Toxicol. 24 2009 513 521
12. Y. Li, Y. Luan, X. Qi, M. Li, L. Gong, X. Xue, X. Wu, Y. Wu, M. Chen, G. Xing, J. Yao, and J. Ren Emodin triggers DNA double-strand breaks by stabilizing topoisomerase II-DNA cleavage complexes and by inhibiting ATP hydrolysis of topoisomerase II Toxicol. Sci. 118 2010 435 443
13. W. Chun-Guang, Y. Jun-Qing, L. Bei-Zhong, J. Dan-Ting, W. Chong, Z. Liang, Z. Dan, and W. Yan Anti-tumor activity of emodin against human chronic myelocytic leulemia K562 cell lines in vitro and in vivo Eur. J. Pharmacol. 627 2010 33 41
14. T.C. Kuo, J.S. Yang, M.W. Lin, S.C. Hsu, J.J. Lin, H.J. Lin, T.C. Hsia, C.L. Liao, M.D. Yang, M.J. Fan, W.G. Wood, and J.G. Chung Emodin has cytotoxic and pretoctive effect in rat C6 glioma cells: roles of Mdr1a and Nuclear Factor κB in cell survival J. Pharmacol. Exp. Ther. 330 2009 736 744
15. J.-C. Ko, Y.-J. Su, S.-T. Lin, J.-Y. Jhan, S.-C. Ciou, C.-M. Cheng, Y.-F. Chiu, Y.-H. Kuo, M.-S. Tsai, and Y.-W. Lin Emodin enhances cisplatin-induced cytotoxicity via down-regulation of ERCC1 and inactivation of ERK1/2 Lung Cancer 69 2010 155 164
16. C. Qiao, S. Bi, Y. Sun, D. Song, H. Zhang, and W. Zhou Study of interaction of anthraquinones with DNA using ethidium bromide as a fluorescence probe Spectrochim. Acta Part A 70 2008 136 143 (Pubitemid 351615106)
17. S. Bi, H. Zhang, C. Qiao, Y. Sun, and C. Liu Studies of interaction of emodin and DNA in the presence of ethidium bromide by spectroscopic method Sprectrochim. Acta A 69 2008 123 129 (Pubitemid 350297060)
18. P.I. Haris, and D. Chapman The conformational analysis of peptides using Fourier transform infrared spectroscopy Biopolymers 37 1995 251 263
19. L.K. Tamm, and S.A. Tatulian Infrared spectroscopy of proteins and peptides in lipid bilayers Quart. Rev. Biophys. 30 1997 365 429 (Pubitemid 28260614)
20. A. Derenne, R. Gasper, and E. Goormaghtigh The FTIR spectrum of prostate cancer cells allows the classification of anticancer drugs according to their mode of action Analyst 136 2011 1134 1141
21. S. Alex, and P. Dupuis FT-IR and Raman investigation of cadmium binding by DNA Inorgan. Chim. Acta 157 1989 271 281
22. J.F. Neault, M. Naoui, M. Manfait, and H.-A. Tajmir-Riahi Aspirin-DNA interaction studied by FTIR and laser Raman difference spectroscopy FEBS Lett. 382 1996 26 30
23. J. Kypr, and M. Vorlickova Circular dichroism spectroscopy reveals invariant conformation of guanine runs in DNA Biopolym. (Biospectr.) 67 2002 275 277 (Pubitemid 34712523)
24. S. Usha, I.M. Johnson, and R. Malathi Interaction of reverastrol and genistein with nucleic acids J. Biochem. Mol. Biol. 38 2005 198 205 (Pubitemid 43026221)
25. S. Nafisi, F.G. Kahangi, E. Azizi, N. Zebarjad, and H.-A. Tajmir-Riahi Interaction of zanamivir with DNA and RNA: models for drug-DNA and drug-RNA bindings J. Mol. Struct. 830 2007 182 187 (Pubitemid 46216336)
26. R. Marty, C.N. N'soukpoé-Kossi, D. Charbonneau, C.M. Weinert, L. Kreplak, and H.-A. Tajmir-Riahi Structural analysis of DNA complexation with cationic lipids Nucl. Acid Res. 37 2009 849 857
27. S. Nafisi, and Z. Norouzi A comparative study on the interaction of cis- and trans-platin with DNA and RNA DNA Cell Biol. 28 2009 469 477
28. D.K. Jangir, G. Tyagi, R. Mehrotra, and S. Kundu Carboplatin interaction with calf-thymus DNA: a FTIR spectroscopic approach J. Mol. Struct. 969 2010 126 129
29. S. Nafisi, M. Bonsaii, P. Maali, M.A. Khalilzadeh, and F. Manouchehri β-Carboline alkaloids bind DNA J. Photochem. Photobiol. B 100 2010 84 91
30. B.S.P. Reddy, S.M. Sondhi, and J.W. Lown Synthetic DNA minor groove-binding drugs Pharmacol. Therapeut. 84 1999 1 111 (Pubitemid 29486667)
31. S. Riahi, S. Eynollahi, and M.R. Ganjali Interaction of emodin with DNA bases: a density functional theory J. Theor. Comput. Chem. 9 2010 875
32. L. Wang, L. Lin, and B. Ye Electrochemical studies of the interaction of the anticancer herbal drug emodin with J. Pharm. Biomed. Anal. 42 2006 625 629 (Pubitemid 44636093)
33. D. Wang, G. Yang, and X. Song Determination of pKa values of anthraquinone compounds by capillary electrophoresis Electrophoresis 22 2001 464
34. R.E. Harry-O'Kuru, Y.V. Wu, R. Evangelista, S.F. Vaughn, W. Rayford, and R.F. Wilson Sicklepod (Senna obtusifolia) seed processing and potential utilization J. Agric. Food Chem. 53 2005 4785 4787
35. A. Cooper Biophysical Chemistry 2004 The Royal Society of Chemistry Cambridge Chapter 2, p. 28
36. S. Nafisi, F. Manouchehri, H.-A. Tajmir-Riahi, and M. Varavipour Structural features of DNA interaction with caffeine and theophylline J. Mol. Struct. 875 2008 392 399 (Pubitemid 351305251)
37. S. Nafisi, M. Hashemi, M. Rajabi, and H.-A. Tajmir-Riahi DNA adducts with antioxidant flavonoids: morin, apigenin, and naringin DNA Cell Biol. 27 2008 433 442
38. G. Tyagi, D.K. Jangir, P. Singh, and R. Mehrotra DNA interaction studies of an anticancer plant alkaloid, vincristine, using Fourier transform infrared spectroscopy DNA Cell Biol. 29 2010 693 699