Highly-iodinated fullerene as a contrast agent for X-ray imaging

Bioorganic and Medicinal Chemistry

Volumn 10, Issue 11, 2002, Pages 3545-3554

  Wharton, Tim ^a   Wilson, Lon J ^a  

^a RICE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BENZENE DERIVATIVE; CONTRAST MEDIUM; FULLERENE DERIVATIVE; HYDROXYL GROUP; IODINE;

ARTICLE; DRUG DESIGN; DRUG SOLUBILITY; DRUG STRUCTURE; DRUG SYNTHESIS; IMAGING SYSTEM; X RAY;

CHROMATOGRAPHY, HIGH PRESSURE LIQUID; CONTRAST MEDIA; CRYSTALLOGRAPHY, X-RAY; FULLERENES; INDICATORS AND REAGENTS; ISOMERISM; LIGHT; RADIOGRAPHY; SCATTERING, RADIATION; SPECTROMETRY, MASS, MATRIX-ASSISTED LASER DESORPTION-IONIZATION; SPECTROSCOPY, FOURIER TRANSFORM INFRARED;

EID: 0036836820     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0968-0896(02)00252-3     Document Type: Article

References (43)

1. Yu S.-B., Watson A.D. Chem. Rev. 99:1999;2353.
2. Scally P. Medical Imaging. 1999;Oxford University, Oxford.
3. Sovak, M.; Hoey, G. B.; Smith, K. R. Radiocontrast Agents; In Handbook of Experimental Pharmacology; Sovak, M. Ed.; Springer-Verlag: Berlin, 1984; Vol 73, pp 1-125
4. Sovak, M. In Contrast Media: Biologic Effects and Clinical Application; Parvez, Z., Ed. CRC: Boca Raton, 1987; Vol. 1, pp 27-46.
5. Haavaldsen J., Nordal V., Kelly M. Acta. Pharm. Suec. 20:1983;219. [German Patent 2,727,196, 1977].
6. Editorial staff Diagnostic Imaging Industry Report: Update 1996. 1996;Miller Freeman, San Francisco.
7. POV Reports The Diagnostic Imaging Marketplace in the US. 1998;POV Inc, Cedar Grove, NJ.
8. Scally P. Medical Imaging. 1999;Oxford University, Oxford.
9. Krause, W.; Schuhmann-Gampieri, G. In Contrast Media in Practice; Dawson, P., Clauss, W., Eds.; Springer-Verlag: Berlin, 1993; Chapter 1.6, pp 24-34.
10. Yu S.-B., Droege M., Segal B., Kim S.-H., Sanderson T., Watson A.D. Inorg. Chem. 39:2000;1325.
11. Yu, S.-B.; Droege, M.; Downey, S.; Segal, B.; Newcomb, W.; Sanderson, T.; Crofts, S.; Suravajjala, S.; Bacon, E.; Earley, W.; Delecki, D.; Watson, A. D. Inorg. Chem. 2001, 40, 1576.
12. Quinn A.D., O'Hare N.J., Wallis F.J., Wilson G.F. J. Comput. Assist. Tomogr. 18:1994;634.
13. Schmitz S.A., Wagner S., Schumann-Giampieri G. Radiology. 202:1997;407.
14. Srivastava R.R., Hamlin D.K., Wilbur D.S. J. Org. Chem. 61:1996;9041.
15. Meyer, D.; Spielvogel, B., World Patent WO9308122.
16. Wilson L.J. Interface. 8:1999;24.
17. Jensen A.W., Wilson S.R., Schuster D.I. Bioorg. Med. Chem. 4:1996;767.
18. Da Ros T., Prato M. Chem. Commun. 1999;663.
19. Schuster D.I., Wilson S.R., Schinazi R.F. Bioorg. Med. Chem. Lett. 1996;1253.
20. Moussa, F.; Pressac, M.; Hadchouel, M.; Arbeille, B.; Chretien, P.; Trivin, F.; Ceolin, R.; Szwarc, H. Proc. Electrochem. Soc. Recent Advances in the Chemistry and Physics of Fullerenes and Related Materials; 1997; Vol. 5, pp 332-336.
21. Wharton T., Wilson L.J. Tetrahedon Lett. 43:2002;561.
22. Wharton T., Kini V.U., Mortis R.S., Wilson L.J. Tetrahedron Lett. 42:2001;5159.
23. 60)-Based X-Ray Contrast Agent for Diagnostic Imaging. Patent filed 11-09-01, # 10/038,075.
24. Meyer D.H. Textbook of Contrast Media. Dawson P., Cosgrove D.O., Grainger R.G. 1999;Isis Medical Media, Oxford. Chapter 19.
25. Hirsch A. Top. Curr. Chem. 199:1999;1.
26. Bingel C. Chem. Ber. 126:1993;1957.
27. Lamparth I., Hirsch A. J. Chem. Soc., Chem. Commun. 1994;1727.
28. Wharton T., Alford J.M., Husebo L.O., Wilson L.J. Proc. Electrochem. Soc. 9:2000;258.
29. Pillai K.M.R., Diamantidis G., Duncan L., Ranganathan R.S. J. Org. Chem. 59:1994;1344.
30. Pfeiffer H., Speck U. U.S. Patent 4 239 747, 1980. Chem. Abstr. 88:1980;104953.
31. Sorbye K., Carlsen P.H.J. Synth. Commun. 27:1997;2813.
32. Juaristi E., Diaz F., Cuellar G., Jimenez-Vazquez H.A. J. Org. Chem. 62:1997;4029.
33. Buck K.W., Duxbury J.M., Foster A.B., Perry A.R., Webber J.M. Carbohydrate Res. 2:1966;122.
34. Bradamante S., Vittadini G. Magn. Res. Chem. 25:1987;283.
35. Camps X., Hirsch A. J. Chem. Soc., Perkin Trans. 1. 1997;1595.
36. Hummelen J.C., Knight B.W., LePeq F., Wudl F. J. Org. Chem. 60:1995;532.
37. Gonzalez, K. A.; Wilson, L. J. Bioorg. Med. Chem. (in press).
38. 8 matrix is used in MALDI-TOF mass spectra. Peaks corresponding to plus 1 and 3 sulfur atoms are the most frequent. Alkali metal adducts (Na and K) are also frequently observed.
39. Lamparth I., Maichle-Mossmer C., Hirsch A. Angew. Chem., Int. Ed. Engl. 34:1995;1607.
40. Boltalina O.V., de La Vaissière B., Fowler P.W., Hitchcock P.B., Sandall J.P.B., Troshin P.A., Taylor R. Chem. Commun. 2000;1325.
41. Angelini G., De Maria P., Fontana A., Pierini M. Langmuir. 17:2001;6404.
42. Sano M., Oishi K., Ishi-i T., Shinkai S. Langmuir. 16:2000;3773.
43. Leo A., Hansch C., Elkins D. Chem. Rev. 71:1971;525.