EPR spin trapping study of the decomposition of azo compounds in aqueous solutions by ultrasound: Potential for use as sonodynamic sensitizers for cell killing

Free Radical Research

Volumn 25, Issue 1, 1996, Pages 13-22

  Mišík, Vladimír ^a,c   Miyoshi, Norio ^b   Riesz, Peter ^a  

^a NATIONAL CANCER INSTITUTE   (United States)

^b UNIVERSITY OF FUKUI   (Japan)

^c INSTITUTE OF EXPERIMENTAL PHARMACOLOGY AND TOXICOLOGY   (Slovakia)

Author keywords

Azo compounds; EPR; Free radicals; Sonodynamic therapy; Sonosensitization; Ultrasound

Indexed keywords

AZO COMPOUND;

AQUEOUS SOLUTION; ARTICLE; CELL KILLING; DECOMPOSITION; ELECTRON SPIN RESONANCE; SENSITIZATION; ULTRASOUND;

EID: 0030035629     PISSN: 10715762     EISSN: None     Source Type: Journal    
DOI: 10.3109/10715769609145652     Document Type: Article

References (32)

1. N. Yumita, R. Nishigaki, K. Umemura and S. Umemura (1989) Hematoporphyrin as sensitizer of cell-damaging effect of ultrasound. Japanese Journal of Cancer Research, 80, 219-222.
2. N. Yumita, R. Nishigaki, K. Umemura and S. Umemura (1990) Synergistic effect of ultrasound and hematoporphyrin on sarcoma 180. Japanese Journal of Cancer Research, 81, 304-308.
3. S. Umemura, N. Yumita and R. Nishigaki (1993) Enhancement of ultrasonically induced cell damage by gallium-porphyrin complex, ATX-70. Japanese Journal of Cancer Research, 84, 582-588.
4. D. Kessel, R. Jeffers, J.B. Fowlkes and C. Cain (1994) Porphyrin-induced enhancement of ultrasound cytotoxicity. International Journal of Radiation Biology, 66, 221-228.
5. N. Yumita, A. Okumura, R. Nishigaki, K. Umemura and S. Umemura (1987) The combination treatment of ultrasound and antitumor drugs on Yoshida Sarcoma. Japanese Journal of Hyperthermic Oncology, 3, 175-182.
6. A.H. Saad and G.M. Hahn (1989) Ultrasound enhanced drug toxicity on chinese hamster ovary cells in Vitro. Cancer Research, 49, 5931-5934.
7. G.H. Harrison, E.K. Balcer-Kubiczek and H.A. Eddy (1991) Potentiation of chemotherapy by low-levels of ultrasound. International Journal of Radiation Biology, 59, 1453-1466.
8. G. ter Haar, P.H. Loverock and C.R. Hill (1992) Synergistic effects between ultrasound and some common chemotherapeutic agents. Ultrasonics, 30, 115-116.
9. A.H. Saad and G.M. Hahn (1992) Ultrasound-enhanced effects of adriamycin against murine tumors. Ultrasound in Medicine and Biology, 18, 715-723.
10. R.J. Jeffers, R.Q. Feng, J.B. Fowlkes, J.W. Hunt, D. Kessel and C.A. Cain (1995) Dimethylformamide as an enhancer of cavitation-induced cell lysis in vitro. Journal of the Acoustical Society America, 97, 669-676.
11. V. Mišík and P. Riesz (1995) Peroxyl radical formation in aqueous solutions of N,N-dimethylformamide, N-methylformamide, and dimethylsulfoxide by ultrasound: implications for sonosensitized cell killing. Free Radical Biology and Medicine, 20, 129-138.
12. P.S. Engel (1980) Mechanism of the thermal and photochemical decomposition of azoalkanes. Chemical Reviews, 80, 99-150.
13. J.E. Leffler (1993) An Introduction to Free Radicals. John Wiley & Sons, New York.
14. E. Niki (1990) Free radical initiators as source of water- or lipid- soluble peroxyl radicals. In Methods in Enzymology, Vol. 186 (eds. L. Packer and A.N. Glazer), Academic Press, New York, pp. 100-108.
15. M.C. Krishna, M.W. Dewhirst, H.S. Friedman, J.A. Cook, W. DeGraaf, A. Samuni, A. Russo and J.B. Mitchell (1994) Hyperthermic sensitization by the radical initiator 2,2′-azobis (2-amidinopropane) dihydrochloride (AAPH). I. In vitro studies. International Journal of Hyperthermia, 10, 271-281.
16. K. Hynynen (1990) Biophysics and technology of ultrasound hyperthermia. In Methods of External Hyperthermic Heating, Clinical Thermology Series, subseries Thermotherapy (ed. M. Gautherie), Springer-Verlag, Berlin and Heidelberg, pp. 61-116.
17. A.R. Williams (1983) Ultrasound: Biological Effects and Potential Hazards. Academic Press, New York.
18. F.L. Lizzi and A.J. Mortimer (1988) American Institute of Ultrasound in Medicine Bioeffects Report. Journal of Ultrasound in Medicine, 7, S1-S38.
19. A.S.W. Li, K.B. Cummings, H.P. Roethling, G.R. Buettner and C.F. Chignell (1988) A spin trapping database implemented on the IBM PC/AT. Journal of Magnetic Resonance, 79, 140-142.
20. E.G. Janzen, P.H. Krygsman, D.A. Lindsay and D.L. Haire (1990) Detection of alkyl, alkoxyl, and alkylperoxyl radicals from the thermolysis of azobis(isobutyronitrile) by ESR/spin trapping. Evidence for double spin adducts from liquid-phase chromatography and mass spectroscopy. Journal of the American Chemical Society, 112, 8279-8284.
21. G.N. Lewis and M. Randall (1961) Thermodynamics, 2nd edition (revised by K.S. Pitzer and L. Brewer). McGraw Hill, New York.
22. B.E. Noltingk and E.A. Neppiras (1950) Cavitation produced by ultrasonics. Proceedings of the Physical Society London, B63, 674-684.
23. E.A. Neppiras and B.E. Noltingk (1950) Cavitation produced by ultrasonics: Theoretical considerations for the onset of cavitation. Proceedings of the Physical Society London, B63, 1032-1038.
24. P.S. Engel and W.-X. Wu (1990) Thermolysis, photolysis and acid catalysis of an α-(dimethylamino)azoalkane. Amino stabilization of a carbon radical center. Journal of Organic Chemistry, 55, 2720-2725.
25. E. Wold and T. Brustad (1974) Pulse radiolytic investigation of reactions of diamine with hydrated electrons and OH-radicals. International Journal of Radiation Biology, 25, 407-411.
26. D.W. Whillans and P. Neta (1975) Radiation chemical studies of the sensitizer diamine. Radiation Research, 64, 416-430.
27. J.K. Thomas (1965) Rates of reaction of the hydroxyl radical. Transactions of Faraday Society, 61, 702-707.
28. H) in the γ radiolysis of water. Journal of Physical Chemistry, 76, 2733-2737.
29. Z.B. Alfassi and R.H. Schuler (1985) Reaction of azide radicals with aromatic compounds. Azide as a selective oxidant. Journal of Physical Chemistry, 89, 3359-3363.
30. M. Ye, K.P. Madden, R.W. Fessenden and R.H. Schuler (1986) Azide as a scavenger of hydrogen atoms. Journal of Physical Chemistry, 90, 5397-5399.
31. G. V. Buxton, C.L. Greenstock, W.P. Helman and A.B. Ross (1988) Critical review of rate constants for reactions of hydrated electrons, hydrogen atoms and hydroxyl radicals (OH/O-) in aqueous solution. Journal of Physical Chemistry Reference Data, 17, 513-886.
32. A. Staško, O. Nuyken, B. Voit and S. Biskupič (1990) Azo compounds as spin traps in their photochemical decomposition. Tetrahedron Letters, 31, 5737-5740.