A major ozonation product of cholesterol, 3β-hydroxy-5-oxo-5,6- secocholestan-6-al, induces apoptosis in H9c2 cardiomyoblasts

FEBS Letters

Volumn 579, Issue 28, 2005, Pages 6444-6450

  Sathishkumar, K ^a   Haque, Masudul ^b   Perumal, Thirugnanam E ^a   Francis, Joseph ^b   Uppu, Rao M ^a  

^a SOUTHERN UNIVERSITY   (United States)

^b LOUISIANA STATE UNIVERSITY   (United States)

Author keywords

Apoptosis; Cardiomyocyte; Cholesterol secoaldehyde; Ozone

Indexed keywords

3BETA HYDROXY 5 OXO 5,6 SECOCHOLESTAN 6 AL; ALDEHYDE DERIVATIVE; CASPASE 3; CASPASE 7; CHOLESTANE DERIVATIVE; CHOLESTEROL; DIMETHYL SULFOXIDE; DNA FRAGMENT; PHOSPHATIDYLSERINE; REACTIVE OXYGEN METABOLITE; UNCLASSIFIED DRUG;

ALZHEIMER DISEASE; ANIMAL CELL; ANIMAL MODEL; APOPTOSIS; ARTICLE; ATHEROSCLEROSIS; CELL STRUCTURE; CELL VIABILITY; CONTROLLED STUDY; CYTOTOXICITY; ENZYME ACTIVITY; HEART MUSCLE CELL; HEART MUSCLE INJURY; IC 50; NECROSIS; NONHUMAN; OXIDATION; OZONATION; PATHOGENESIS; PRIORITY JOURNAL; RAT;

ANIMALS; APOPTOSIS; CHOLESTANONES; CHOLESTEROL; CHOLESTEROL, HDL; CYTOSOL; INHIBITORY CONCENTRATION 50; MYOBLASTS, CARDIAC; OXIDATION-REDUCTION; OZONE; RATS; SECOSTEROIDS;

ANIMALIA;

EID: 27744533917     PISSN: 00145793     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.febslet.2005.10.044     Document Type: Article

References (24)

1. T. Sadana, K. Dhall, S.N. Sanyal, A. Wali, R. Minocha, and S. Majumdar Isolation and chemical composition of surface-active material from human lung lavage Lipids 23 1988 551 558
2. L.L. Smith Oxygen, oxysterols, ouabain, and ozone: a cautionary tale Free Radic. Biol. Med. 37 2004 318 324
3. K. Wang, E. Bermudez, and W.A. Pryor The ozonation of cholesterol: separation and identification of 2,4-dinitrophenylhydrazine derivatization products of 3β-hydroxy-5-oxo-5,6-secocholestan-6-al Steroids 58 1993 225 229
4. M.K. Pulfer, C. Taube, E. Gelfand, and R.C. Murphy Ozone exposure in vivo and formation of biologically active oxysterols in the lung J. Pharmacol. Exp. Ther. 312 2005 256 264
5. W.A. Pryor, K. Wang, and E. Bermudez Cholesterol ozonation products as biomarkers for ozone exposure in rats Biochem. Biophys. Res. Commun. 30 1992 618 623
6. P. Wentworth Jr., J. Nieva, C. Takeuchi, R. Galve, A.D. Wentworth, R.B. Dilley, G.A. DeLaria, A. Saven, B.M. Babior, KD. Janda, A. Eschenmoser, and R.A. Lerner Evidence for ozone formation in human atherosclerotic arteries Science 302 2003 1053 1056
7. M.K. Pulfer, and R.C. Murphy Formation of biologically active oxysterols during ozonolysis of cholesterol present in lung surfactant J. Biol. Chem. 279 2004 26331 263338
8. G.J. Schroepfer Jr. Oxysterols: modulators of cholesterol metabolism and other processes Physiol. Rev. 80 2000 361 554
9. A.J. Brown, and W. Jessup Oxysterols and atherosclerosis Atherosclerosis 142 1999 1 28
10. P.J. Koken, W.T. Piver, F. Ye, A. Elixhauser, L.M. Olsen, and C.J. Portier Temperature, air pollution, and hospitalization for cardiovascular diseases among elderly people in Denver Environ. Health Perspect. 111 2003 1312 1317
11. J.B. Ruidavets, M. Cournot, S. Cassadou, M. Giroux, M. Meybeck, and J. Ferrieres Ozone air pollution is associated with acute myocardial infarction Circulation 111 2005 563 569
12. S. Agrawal, M.L. Agarwal, M. Chatterjee-Kishore, G.R. Stark, and G.M. Chisolm Stat1-dependent, p53-independent expression of p21(waf1) modulates oxysterol-induced apoptosis Mol. Cell Biol. 22 2002 1981 1992
13. D.H. Giamalva, D.F. Church, and W.A. Pryor Kinetics of ozonation. 5. Reactions of ozone with carbon-hydrogen bonds J. Am. Chem. Soc. 108 1986 7678 7681
14. B.A. Janowski The hypocholesterolemic agent LY295427 up-regulates INSIG-1, identifying the INSIG-1 protein as a mediator of cholesterol homeostasis through SREBP Proc. Natl. Acad. Sci. USA 99 2002 12675 12680
15. H.K. Lim, H.K. Kang, E.S. Yoo, B.J. Kim, Y.W. Kim, M. Cho, J.H. Lee, Y.S. Lee, M.H. Chung, and J.W. Hyun Oxysterols induce apoptosis and accumulation of cell cycle at G(2)/M phase in the human monocytic THP-1 cell line Life Sci. 72 2003 1389 1399
16. D.M. Van Reyk, and W. Jessup The macrophage in atherosclerosis: modulation of cell function by sterols J. Leukoc. Biol. 66 1999 557 561
17. Q. Zhang, E.T. Powers, J. Nieva, M.E. Huff, M.A. Dendle, J. Bieschke, C.G. Glabe, A. Eschenmoser, P. Wentworth Jr., R.A. Lerner, and J.W. Kelly Metabolite-initiated protein misfolding may trigger Alzheimer's disease Proc. Natl. Acad. Sci. USA 101 2004 4752 4757
18. B.M. Babior, C. Takeuchi, J. Ruedi, A. Gutierrez, and P. Wentworth Jr. Investigating antibody-catalyzed ozone generation by human neutrophils Proc. Natl. Acad. Sci. USA 100 2003 3013 3015
19. W.A. Pryor, G.L. Squadrito, and M. Friedman The cascade mechanism to explain ozone toxicity: the role of lipid ozonation products Free Radic. Biol. Med. 19 1995 935 941
20. H.C. Routledge, J.G. Ayers, and J.N. Townend Why cardiologists should be interested in air pollution Heart 89 2003 1383 1388
21. D.B. Menzel, R.J. Slaughter, A. Bryant, and H.O. Jauregui Heinz bodies formed in erythrocytes by fatty acid ozonides and ozone Arch. Environ. Health 30 1975 296 301
22. I. Rahman, G.D. Massaro, and D. Massaro Exposure of rats to ozone: evidence of damage to heart and brain Free Radic. Biol. Med. 12 1992 323 326
23. R.G. Skillen, C.H. Thienes, J. Cangelosi, and L. Strain Brain 5-hydroxytryptamine in ozone-exposed rats Proc. Soc. Exp. Biol. Med. 108 1961 121 122
24. B.D. Goldstein The pulmonary and extrapulmonary effects of ozone Ciba Found. Symp. 1978 295 319