Conversion of aristolochic acid i into aristolic acid by reaction with cysteine and glutathione: Biological implications

Journal of Natural Products

Volumn 76, Issue 5, 2013, Pages 965-968

  Priestap, Horacio A ^a   Barbieri, Manuel A ^a,b  

^a FLORIDA INTERNATIONAL UNIVERSITY   (United States)

^b FAIRCHILD TROPICAL BOTANIC GARDEN   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ACID; ARISTOLIC ACID; ARISTOLOCHIC ACID; ARISTOLOCHIC ACID I; CYSTEINE; GLUTATHIONE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HYDROGENOLYSIS; NEPHROTOXICITY; PH; TEMPERATURE;

ARISTOLOCHIA; ARISTOLOCHIC ACIDS; CARCINOGENS; CYSTEINE; GLUTATHIONE; HYDROGEN-ION CONCENTRATION; KIDNEY; MOLECULAR STRUCTURE; TEMPERATURE;

EID: 84878248489     PISSN: 01633864     EISSN: 15206025     Source Type: Journal    
DOI: 10.1021/np300822b     Document Type: Article

References (33)

1. Arlt, V. M.; Stiborova, M.; Schmeiser, H. H. Mutagenesis 2002, 17, 265-277
2. Mukhopadhyay, S.; Funayama, S.; Cordell, G. A.; Fong, H. H. J. Nat. Prod. 1983, 46, 507-509
3. Krumbiegel, G.; Roth, H. J. Arch. Pharm. 1987, 320, 264-270
4. Kupchan, M.; Fessler, D. C.; Eakin, A.; Giacobbe, T. J. Science 1970, 168, 376-378
5. Baker, L. M. S.; Baker, P. R. S.; Golin-Bisello, F.; Schopfer, F. J.; Fink, M.; Woodcock, S. R.; Branchaud, B. P.; Radi, R.; Freeman, B. A. J. Biol. Chem. 2007, 282, 31085-31093
6. Bayley, H.; Standring, D. N.; Knowles, J. R. Tetrahedron Lett. 1978, 3633-3634
7. Handlon, A. L.; Oppenheimer, N. J. Pharm. Res. 1988, 5, 297-299
8. Pakrashi, S. C.; Ghosh-Dastidar, S. B.; Basu, S.; Achari, B. Phytochemistry 1977, 16, 1103-1104
9. Balachandran, P.; Wei, F. R.; Lin, R.; Khan, I. A.; Pasco, D. S. Kidney Int. 2005, 67, 1797-1805
10. Dixon, H. B. F.; Tipton, K. F. Biochem. J. 1973, 133, 837-842
11. Kornblum, N.; Carlson, S. C.; Smith, R. G. J. Am. Chem. Soc. 1979, 101, 647-657
12. Severin, T.; Schmitz, R.; Temme, H.-L. Chem. Ber. 1963, 96, 2499-2503
13. Wu, T.-S.; Leu, Y.-L.; Chan, Y.-Y. Chem. Pharm. Bull. 1998, 46, 1301-1302
14. Li, Y.-C.; Tsai, S.-H.; Chen, S.-M.; Chang, Y.-M.; Huang, T.-C.; Huang, Y.-P.; Chang, C.-T.; Lee, J.-A. Biophys. Biochem. Res. Commun. 2012, 423, 832-837
15. Benesic, A.; Schwerdt, G.; Freudinger, R.; Mildenberger, S.; Groezinger, F.; Wollny, B.; Kirchhoff, A.; Gekle, M. Kidney Blood Pressure Res. 2006, 29, 280-293
16. Yao, X.; Panichpisal, K.; Kurtzman, N.; Nugent, K. Am. J. Med. Sci. 2007, 334, 115-124
17. Yang, C. F.; Shen, H. M.; Ong, C. M. Arch. Biochem. Biophys. 2000, 380, 319-330
18. Seyfried, J.; Soldner, F.; Schultz, J. B.; Klockgether, T.; Kovar, K. A.; Wullner, U. Neurosci. Lett. 1999, 264, 1-4
19. Wullner, U.; Seyfried, J.; Groscurth, P.; Beinroth, S.; Winter, S.; Gleichmann, N.; Heneka, M.; Loschmann, P.-A.; Schultz, J. B.; Weller, M.; Klockgether, T. Brain Res. 1999, 826, 53-62
20. Tukov, F. F.; Anand, S.; Gadepalli, R. S. V. S.; Gunatilaka, A. A. L.; Matthews, J. C.; Rimoldi, J. M. Chem. Res. Toxicol. 2004, 17, 1170-1176
21. Qi, X.; Cai, Y.; Gong, L.; Liu, L.; Chen, F.; Xiao, Y.; Wu, F.; Li, Y.; Xue, X.; Ren, J. Toxicol. Appl. Pharmacol. 2007, 222, 105-110
22. Wang, W.; Zhang, J. Eur. J. Pharmacol. 2008, 588, 135-140
23. Liu, Q.; Wang, Q.; Yang, X.; Shen, X.; Zhang, B. Toxicol. Lett. 2009, 184, 5-12
24. Yang, H.; Dou, Y.; Zheng, X.; Tan, Y.; Cheng, J.; Li, L.; Du, Y.; Zhu, D.; Lou, Y. Toxicology 2011, 287, 38-45
25. Yu, F.-Y; Wu, T.-S.; Chen, T.-W.; Liu, B.-H. Toxicol. in Vitro 2011, 25, 810-816
26. Krumbiegel, G.; Hallensleben, J.; Mennicke, W. H.; Rittmann, N.; Roth, H. J. Xenobiotica 1987, 17, 981-991
27. Chan, W.; Cui, L.; Xu, G.; Cai, Z. Rapid Commun. Mass Spectrom. 2006, 20, 1755-1760
28. Sen, C. K. J. Nutr. Biochem. 1997, 8, 660-672
29. Lu, S. C. FASEB J. 1999, 13, 1169-1183
30. Reed, J. D.; Fariss, M. W. Pharmacol. Rev. 1984, 36, 25S-33S
31. Xiao, I.; Ge, M.; Xue, X.; Wang, C.; Wang, H.; Wu, X.; Li, L.; Liu, L.; Qi, X.; Zhang, Y.; Li, Y.; Lou, H.; Xie, T.; Gu, J.; Ren, G. Kidney Int. 2008, 73, 1231-1239
32. Priestap, H. A.; Torres, M. C.; Rieger, R. A.; Dickman, K. G.; Freshwater, T.; Taft, D. R.; Barbieri, M. A.; Iden, C. R. Chem. Res. Toxicol. 2011, 25, 130-139
33. Achari, B.; Bandyopadhyay, S.; Chakravarty, A. K.; Pakrashi, S. Org. Magn. Reson. 1984, 22, 741-746