37. Synthesis of highly fluorinated di-O-alk(en)yl-glycerophospholipids and evaluation of their biological tolerance

Helvetica Chimica Acta

Volumn 79, Issue 2, 1996, Pages 405-425

  Ravily, Véronique ^a   Gaentzler, Sylvie ^a   Santaella, Catherine ^a   Vierling, Pierre ^a  

^a UNIVERSITÉ CÔTE D'AZUR   (France)

Author keywords

[No Author keywords available]

Indexed keywords

GLYCEROPHOSPHOLIPID; LIPOSOME;

ANIMAL EXPERIMENT; ARTICLE; CONTROLLED STUDY; DRUG SAFETY; DRUG SYNTHESIS; FLUORINATION; INTRAVENOUS DRUG ADMINISTRATION; MOUSE; NONHUMAN; NUCLEAR MAGNETIC RESONANCE;

EID: 0029967869     PISSN: 0018019X     EISSN: None     Source Type: Journal    
DOI: 10.1002/hlca.19960790209     Document Type: Article

References (35)

1. J. H. Fendler, in 'Membrane Mimetic Chemistry', Wiley-Interscience, New York, 1983
2. 'Liposome Technology', 2nd edn., Ed. G. Gregoriadis, CRC Press, Boca Raton, 1993, Vol. I, II, III.
3. D D. Lasic, in 'Liposomes: From Physics to Applications', Elsevier, Amsterdam, 1993.
4. D. D. Lasic, Angew. Chem. Int. Ed. 1994, 33, 1685
5. C. Santaella, P. Vierling, J. G. Riess, New J. Chem. 1991, 15, 685.
6. a) P. Vierling, C. Santaella, J. G. Riess, in 'Liposomes: New Systems and New Trends in Their Applications', Eds. F. Puisieux, P. Couvreur, J. Delattre, and J. P. Devissaguet, Edition de Santé, Paris, 1995;
7. b) C. Santaella, P. Vierling, J. G. Riess, T. Gulik-Krzywicki, A. Gulik, B. Monasse, Biochim. Biophys. Acta 1994, 1190, 25.
8. C. Santaella, P. Vierling, J. G. Riess, Angew. Chem. Int. Ed. 1991, 30. 567
9. a) F. Frézard, C. Santaella, P. Vierling, J. G. Riess, Biochim. Biophys. Acta 1994, 1192, 61;
10. b) ibid. 1994, 1194, 61.
11. C. Santaella, F. Frézard, P. Vierling, J. G. Riess, FEBS Lett. 1993, 336, 481.
12. R. Elbert, T. Folda, H. Ringsdorf, J. Am. Chem. Soc. 1984, 106, 7687; T. Kunitake, N. Higashi, Makromol. Chem. Suppl. 1985, 14, 81.
13. R. Elbert, T. Folda, H. Ringsdorf, J. Am. Chem. Soc. 1984, 106, 7687; T. Kunitake, N. Higashi, Makromol. Chem. Suppl. 1985, 14, 81.
14. F. Paltauf, A. Hermetter, Prog. Lipid Res. 1994, 33, 239.
15. C. Guillon, P. Vierling, J. Fluorine Chem. 1992, 59, 297.
16. a) D. J. Burton, L. J. Kehoe, Tetrahedron Lett. 1966, 42, 5163;
17. b) N. O. Brace, J. Org. Chem. 1971, 36, 1904; ibid 1962, 27, 4491.
18. b) N. O. Brace, J. Org. Chem. 1971, 36, 1904; ibid 1962, 27, 4491.
19. N. Garelli, P. Vierling, J. Org. Chem. 1992, 57, 3046.
20. H. O. Kalinowsky, D. Seebach, G. Crass. Angew. Chem. Int. Ed. 1975, 14, 762.
21. S K. Bahtia, J. Hajdu, Synthesis 1989, 16.
22. A. Hermetter, F. Paltauf, Chem. Phys. Lipids 1981, 29, 191.
23. F. H Mattson, R. A Volpenhein, J. Lipid Res. 1962, 3, 281, and ref. cit. therein.
24. A. N. Pinchuk, B. I. Mitsner, V. I. Shvets, Chem. Phys. Lipids 1991, 51, 263.
25. P. N. Guivisdalsky, R Bittman, J. Org. Chem. 1989, 54, 4643.
26. J.-M. Altenburger, L. Lebeau, C. Mioskowski, D Schirlin, Helv. Chim. Acta 1992, 75, 2538.
27. T. R. Gadek, Tetrahedron Lett. 1989, 30, 915.
28. R. Stumpf, P. Lemmen, Z. Naturforsch., B 1990, 45, 1729.
29. S. Gaentzler, P. Vierling, New J. Chem. 1993, 17, 337.
30. J. G Riess, S. Pace, L. Zarif, Adv. Mat. 1991, 3, 249.
31. J. G. Riess, J. Greiner, P. Vierling, in 'Organofluorine Compounds in Medicinal Chemistry and Biomedical Applications', Eds. R. Filler, Y. Kobayashi, and L M. Yagupolski, Elsevier, Amsterdam, 1993, pp. 339-380.
32. M. Miyashita, A. Yoshikoshi, P. A. Grieco, J. Org. Chem. 1977, 42, 3772.
33. P. J. Barry, B M. Craig, Can. J. Chem. 1955, 33, 716; A. Seher, H.-J. Drexler, Chem. Phys. Lipids 1976, 17, 182.
34. P. J. Barry, B M. Craig, Can. J. Chem. 1955, 33, 716; A. Seher, H.-J. Drexler, Chem. Phys. Lipids 1976, 17, 182.
35. W. L. Nelson, J. E. Wennerstrom, S. R. Sankar, J. Org. Chem. 1977, 42, 1006.