Comparison of DNA and RNA Adduct Formation: Significantly Higher Levels of RNA than DNA Modifications in the Internal Organs of Aristolochic Acid-Dosed Rats

Chemical Research in Toxicology

Volumn 28, Issue 2, 2015, Pages 248-255

  Leung, Elvis M K ^a   Chan, Wan ^a  

^a HONG KONG UNIVERSITY OF SCIENCE AND TECHNOLOGY   (Hong Kong)

Author keywords

[No Author keywords available]

Indexed keywords

8 HYDROXYDEOXYGUANOSINE; ARISTOLOCHIC ACID; DEOXYADENOSINE DIPHOSPHATE; GUANOSINE; ARISTOLOCHIC ACID I; DNA ADDUCT; RNA;

ANIMAL EXPERIMENT; ANIMAL TISSUE; ARTICLE; COMPARATIVE STUDY; CONTROLLED STUDY; DNA ADDUCT; DNA MODIFICATION; IN VITRO STUDY; IN VIVO STUDY; KIDNEY; LIVER; MALE; NONHUMAN; QUANTITATIVE ANALYSIS; RAT; SENSITIVITY ANALYSIS; TANDEM MASS SPECTROMETRY; ULTRA PERFORMANCE LIQUID CHROMATOGRAPHY; ANIMAL; CHEMICAL STRUCTURE; CHEMISTRY; DOSE RESPONSE; DRUG EFFECTS; METABOLISM; SPRAGUE DAWLEY RAT; STRUCTURE ACTIVITY RELATION;

ANIMALS; ARISTOLOCHIC ACIDS; DNA ADDUCTS; DOSE-RESPONSE RELATIONSHIP, DRUG; KIDNEY; LIVER; MALE; MOLECULAR STRUCTURE; RATS; RATS, SPRAGUE-DAWLEY; RNA; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 84928492939     PISSN: 0893228X     EISSN: 15205010     Source Type: Journal    
DOI: 10.1021/tx500423m     Document Type: Article

References (37)

1. Wooltorton, E. (2004) Several Chinese herbal products may contain toxic aristolochic acid Can. Med. Assoc. J. 171, 449
2. Chan, W., Lee, K. C., Liu, N., and Cai, Z. (2007) A sensitivity enhanced high-performance liquid chromatography fluorescence method for the detection of nephrotoxic and carcinogenic aristolochic acid in herbal medicines J. Chromatogr., A 1164, 113-119
3. Wang, Y. and Chan, W. (2014) Determination of aristolochic acids by high-performance liquid chromatography with fluorescence detection J. Agric. Food Chem. 62, 5859-5864
4. Arlt, V. M., Stiborova, M., and Schmeiser, H. H. (2002) Aristolochic acid as a probable human cancer hazard in herbal remedies: a review Mutagenesis 17, 265-277
5. Pfau, W., Schmeiser, H. H., and Wiessler, M. (1990) Aristolochic acid binds covalently to the exocyclic amino group of purine nucleotides in DNA Carcinogenesis 11, 313-319
6. Vanherweghem, J. L., Depierreux, M., Tielemans, C., Abramowicz, D., Dratwa, M., Jadoul, M., Richard, C., Vandervelde, D., Verbeelen, D., Vanhaelen-Fastre, R., and Vanhaelen, M. (1993) Rapidly progressive interstitial renal fibrosis in young women: association with slimming regimen including Chinese herbs Lancet 341, 387-391
7. Sidorenko, V. S., Yeo, J. E., Bonala, R. R., Johnson, F., Scharer, O. D., and Grollman, A. P. (2012) Lack of recognition by global-genome nucleotide excision repair accounts for the high mutagenicity and persistence of aristolactam-DNA adducts Nucleic Acids Res. 40, 2494-2505
8. Stiborova, M., Fernando, R. C., Schmeiser, H. H., Frei, E., Pfau, W., and Wiessler, M. (1994) Characterization of DNA adducts formed by aristolochic acids in the target organ (forestomach) of rats by 32P-postlabelling analysis using different chromatographic procedures Carcinogenesis 15, 1187-1192
9. Bieler, C. A., Stiborova, M., Wiessler, M., Cosyns, J. P., van Ypersele de Strihou, C., and Schmeiser, H. H. (1997) 32P-post-labelling analysis of DNA adducts formed by aristolochic acid in tissues from patients with Chinese herbs nephropathy Carcinogenesis 18, 1063-1067
10. Chan, W., Yue, H., Poon, W. T., Chan, Y. W., Schmitz, O. J., Kwong, D. W., Wong, R. N., and Cai, Z. (2008) Quantification of aristolochic acid-derived DNA adducts in rat kidney and liver by using liquid chromatography-electrospray ionization mass spectrometry Mutat. Res. 646, 17-24
11. Fernando, R. C., Schmeiser, H. H., Nicklas, W., and Wiessler, M. (1992) Detection and quantitation of dG-AAI and dA-AAI adducts by 32P-postlabeling methods in urothelium and exfoliated cells in urine of rats treated with aristolochic acid I Carcinogenesis 13, 1835-1839
12. Guo, L., Wu, H., Yue, H., Lin, S., Lai, Y., and Cai, Z. (2011) A novel and specific method for the determination of aristolochic acid-derived DNA adducts in exfoliated urothelial cells by using ultra performance liquid chromatography-triple quadrupole mass spectrometry J. Chromatogr., B 879, 153-158
13. Leung, E. M. K. and Chan, W. (2014) Noninvasive measurement of aristolochic acid-DNA adducts in urinesamples from aristolochic acid-treated rats by liquid chromatographycoupled tandem mass spectrometry: Evidence for DNA repair bynucleotide-excision repair mechanisms Mutat. Res. 766-767, 1-6
14. Grollman, A. P., Shibutani, S., Moriya, M., Miller, F., Wu, L., Moll, U., Suzuki, N., Fernandes, A., Rosenquist, T., Medverec, Z., Jakovina, K., Brdar, B., Slade, N., Turesky, R. J., Goodenough, A. K., Rieger, R., Vukelic, M., and Jelakovic, B. (2007) Aristolochic acid and the etiology of endemic (Balkan) nephropathy Proc. Natl. Acad. Sci. U.S.A. 104, 12129-12134
15. Attaluri, S., Bonala, R. R., Yang, I. Y., Lukin, M. A., Wen, Y., Grollman, A. P., Moriya, M., Iden, C. R., and Johnson, F. (2010) DNA adducts of aristolochic acid II: total synthesis and site-specific mutagenesis studies in mammalian cells Nucleic Acids Res. 38, 339-352
16. Arlt, V. M., Wiessler, M., and Schmeiser, H. H. (2000) Using polymerase arrest to detect DNA binding specificity of aristolochic acid in the mouse H-ras gene Carcinogenesis 21, 235-242
17. Arlt, V. M., Schmeiser, H. H., and Pfeifer, G. P. (2001) Sequence-specific detection of aristolochic acid-DNA adducts in the human p53 gene by terminal transferase-dependent PCR Carcinogenesis 22, 133-140
18. Schmeiser, H. H., Janssen, J. W., Lyons, J., Scherf, H. R., Pfau, W., Buchmann, A., Bartram, C. R., and Wiessler, M. (1990) Aristolochic acid activates ras genes in rat tumors at deoxyadenosine residues Cancer Res. 50, 5464-5469
19. Cosyns, J. P., Jadoul, M., Squifflet, J. P., Wese, F. X., and van Ypersele de Strihou, C. (1999) Urothelial lesions in Chinese-herb nephropathy Am. J. Kidney Dis. 33, 1011-1017
20. Kupfer, P. A. and Leumann, C. J. (2007) The chemical stability of abasic RNA compared to abasic DNA Nucleic Acids Res. 35, 58-68
21. Ivanovic, V., Geacintov, N. E., Yamasaki, H., and Weinstein, I. B. (1978) DNA and RNA adducts formed in hamster embryo cell cultures exposed to benzo[a]pyrene Biochemistry 17, 1597-1603
22. Zhu, P., Lee, S. H., Wehrli, S., and Blair, I. A. (2006) Characterization of a lipid hydroperoxide-derived RNA adduct in rat intestinal epithelial cells Chem. Res. Toxicol. 19, 809-817
23. Chan, W., Zheng, Y., and Cai, Z. (2007) Liquid chromatography-tandem mass spectrometry analysis of the DNA adducts of aristolochic acids J. Am. Soc. Mass Spectrom. 18, 642-650
24. Yun, B. H., Rosenquist, T. A., Sidorenko, V., Iden, C. R., Chen, C. H., Pu, Y. S., Bonala, R., Johnson, F., Dickman, K. G., Grollman, A. P., and Turesky, R. J. (2012) Biomonitoring of aristolactam-DNA adducts in human tissues using ultra-performance liquid chromatography/ion-trap mass spectrometry Chem. Res. Toxicol. 25, 1119-1131
25. Taghizadeh, K., McFaline, J. L., Pang, B., Sullivan, M., Dong, M., Plummer, E., and Dedon, P. C. (2008) Quantification of DNA damage products resulting from deamination, oxidation and reaction with products of lipid peroxidation by liquid chromatography isotope dilution tandem mass spectrometry Nat. Protoc. 3, 1287-1298
26. Cosyns, J. P., Goebbels, R. M., Liberton, V., Schmeiser, H. H., Bieler, C. A., and Bernard, A. M. (1998) Chinese herbs nephropathy-associated slimming regimen induces tumours in the forestomach but no interstitial nephropathy in rats Arch. Toxicol. 72, 738-743
27. Cosyns, J. P. (2003) Aristolochic acid and 'Chinese herbs nephropathy': a review of the evidence to date Drug Saf. 26, 33-48
28. Pavlovic, N. M., Maksimovic, V., Maksimovic, J. D., Orem, W. H., Tatu, C. A., Lerch, H. E., Bunnell, J. E., Kostic, E. N., Szilagyi, D. N., and Paunescu, V. (2013) Possible health impacts of naturally occurring uptake of aristolochic acids by maize and cucumber roots: links to the etiology of endemic (Balkan) nephropathy Environ. Geochem. Health 35, 215-226
29. Bamias, G. and Boletis, J. (2008) Balkan nephropathy: evolution of our knowledge Am. J. Kidney Dis. 52, 606-616
30. Lukin, M., Zaliznyak, T., Johnson, F., and de los Santos, C. (2012) Structure and stability of DNA containing an aristolactam II-dA lesion: implications for the NER recognition of bulky adducts Nucleic Acids Res. 40, 2759-2770
31. Schmeiser, H. H., Frei, E., Wiessler, M., and Stiborova, M. (1997) Comparison of DNA adduct formation by aristolochic acids in various in vitro activation systems by 32P-post-labelling: evidence for reductive activation by peroxidases Carcinogenesis 18, 1055-1062
32. Stiborova, M., Frei, E., Wiessler, M., and Schmeiser, H. H. (2001) Human enzymes involved in the metabolic activation of carcinogenic aristolochic acids: evidence for reductive activation by cytochromes P450 1A1 and 1A2 Chem. Res. Toxicol. 14, 1128-1137
33. Dong, H., Suzuki, N., Torres, M. C., Bonala, R. R., Johnson, F., Grollman, A. P., and Shibutani, S. (2006) Quantitative determination of aristolochic acid-derived DNA adducts in rats using 32P-postlabeling/polyacrylamide gel electrophoresis analysis Drug Metab. Dispos. 34, 1122-1127
34. Wu, H. Z., Guo, L., Mak, Y. F., Liu, N., Poon, W. T., Chan, Y. W., and Cai, Z. (2011) Proteomics investigation on aristolochic acid nephropathy: a case study on rat kidney tissues Anal. Bioanal. Chem. 399, 3431-3439
35. Chan, W., Lee, K. C., Liu, N., Wong, R. N., Liu, H., and Cai, Z. (2008) Liquid chromatography/mass spectrometry for metabonomics investigation of the biochemical effects induced by aristolochic acid in rats: the use of information-dependent acquisition for biomarker identification Rapid Commun. Mass Spectrom. 22, 873-880
36. Chan, W. and Cai, Z. (2008) Aristolochic acid induced changes in the metabolic profile of rat urine J. Pharm. Biomed. Anal. 46, 757-762
37. Ni, Y., Su, M., Qiu, Y., Chen, M., Liu, Y., Zhao, A., and Jia, W. (2007) Metabolic profiling using combined GC-MS and LC-MS provides a systems understanding of aristolochic acid-induced nephrotoxicity in rat FEBS Lett. 581, 707-711