Pyrrolizidine alkaloids crosslink DNA with actin

Toxicology and Applied Pharmacology

Volumn 154, Issue 2, 1999, Pages 198-202

  Coulombe Jr , Roger A ^a   Drew, Gail L ^a   Stermitz, Frank R ^b  

^a UTAH STATE UNIVERSITY   (United States)

^b Immunology and Pathology   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALKALOID; CISPLATIN; CYSTEINE; DEHYDROSENECIONINE; GLUTATHIONE; METHIONINE; MITOMYCIN C; MONOCROTALINE PYRROLE; PYRROLIZIDINE DERIVATIVE; UNCLASSIFIED DRUG;

ANIMAL CELL; ARTICLE; CELL STRAIN MCF 7; DNA CROSS LINKING; DNA DETERMINATION; DRUG DNA BINDING; HUMAN; HUMAN CELL; IMMUNOBLOTTING; NONHUMAN; PROTEIN DNA BINDING; TOXICITY TESTING;

ANIMALIA; BOVINAE;

EID: 0344076301     PISSN: 0041008X     EISSN: None     Source Type: Journal    
DOI: 10.1006/taap.1998.8552     Document Type: Article

References (20)

1. Ausbel F. R. Current Protocols in Molecular Biology. 1995;John Wiley and Sons, New York.
2. Bedinger P., Hochstrasser M., Jongeneel C. V., Alberts B. M. Properties of the T4 bacteriophage DNA replication apparatus: The t4 dda DNA helicase is required to pass a bound RNA polymerase molecule. Cell. 34:1983;115-123.
3. Banjar Z. M., Hnilica L. S., Briggs R. C., Stein J., Stein G. cistrans. Biochemistry. 23:1984;1921-1926.
4. Borowy-Borowski H., Lipman R., Tomasz M. Recognition between mitomycin c and specific DNA sequences for cross-link formation. Biochemistry. 29:1990;2999-3006.
5. Capco D. G., Wan K. M., Penman S. The nuclear matrix: Three dimensional architecture and protein composition. Cell. 29:1982;847-858.
6. Glowaz S. L., Michnika M., Huxtable R. J. Detection of a reactive pyrrole in the hepatic metabolism of the pyrrolizidine alkaloid, monocrotaline. Toxicol. Appl. Pharmacol. 115:1992;168-173.
7. Hincks J. R., Kim H. Y., Segall H. J., Molyneaux R. J., Stermitz F. R., Coulombe R. A. Jr. DNA cross-linking in mammalian cells by pyrrolizidine alkaloids: Structure-activity relationships. Toxicol. Appl. Pharmacol. 111:1991;90-98.
8. Huxtable R. J. Human health implications of pyrrolizidine alkaloids and herbs containing them. Toxicants of Plant Origin. 1989;CRC Press, Boca Raton. p. 42-86.
9. Kim H. Y., Stermitz F. R., Coulombe R. A. Jr. Characterization of pyrrolizidine alkaloid-induced DNA-protein cross-links. Carcinogenesis. 16:1995;2691-2697.
10. Kim H. Y., Stermitz F. R., Molyneux R. J., Wilson D. W., Taylor D., Coulombe R. A. Jr. Structural influences on pyrrolizidine alkaloid-induced cytopathology. Toxicol. Appl. Pharmacol. 122:1993;61-69.
11. Laemmli U. K. Cleavage of structural proteins during the assembly of head of bacteriophage T4. Nature. 277:1970;680-685.
12. Mattocks A. R., Jukes R., Brown J. Simple procedures for preparing putative toxic metabolites of pyrrolizidine alkaloids. Toxicon. 27:1989;561-567.
13. Miller C. A. III, Cohen M. D., Costa M. Complexing of actin and other nuclear proteins to DNA bycis. Carcinogenesis. 12:1991;269-276.
14. Miranda C. L., Buhler D. R., Ramsdell H. S., Cheeke P. R., Schmitz J. A. Modifications of chronic hepatotoxicity of pyrrolizidine (Senecio. Toxicol. Lett. 10:1982;177-182.
15. Niwa H., Ogawa T., Okamoto O., Yamada K. Alkylation of nucleosides by dehydromonocrotaline, the putative toxic metabolite of the carcinogenic pyrrolizidine alkaloid monocrotaline. Tetrahedron Lett. 32:1991;927-930.
16. Olenick N. L., Chiu S., Ramakrishnan N., Xue L. The formation, identification and significance of DNA-protein cross-links in mammalian cells. Br. J. Cancer. 55:1987;135-140.
17. Robertson K. A., Seymour J. L., Hsai M. F., Allen J. R. Covalent interaction of dehydroretronecine, a carcinogenic metabolite of the pyrrolizidine alkaloid monocrotaline with cysteine and glutathione. Cancer Res. 37:1977;3141-3144.
18. Wada A., Fukuda M., Mishima M., Nishida E. Nuclear export of actin: A novel mechanism regulating the subcellular localization of a major cytoskeletal protein. EMBO J. 17:1998;1635-1641.
19. Woo J., Sigurdsson S. T., Hopkins P. B. DNA interstand cross-linking reactions of pyrrole-derived bifunctional electrophiles: Evidence for a common target site in DNA. J. Am. Chem. Soc. 115:1993;3407-3415.
20. Yan C. C., Cooper R. A., Huxtable R. J. The comparative metabolism of the four pyrrolizidine alkaloids, seneciphylline, retrorsine, monocrotaline, and trichodesmine in the isolated, perfused rat liver. Toxicol. Appl. Pharmacol. 133:1995;277-284.