An efficient synthesis of 5-aminolaevulinic acid (ALA)-containing peptides for use in photodynamic therapy

Tetrahedron

Volumn 61, Issue 29, 2005, Pages 6951-6958

  Rogers, Louis M A ^a   McGivern, Philip G ^b   Butler, Anthony R ^c   MacRobert, Alexander J ^d   Eggleston, Ian M ^b  

^a UNIVERSITY OF ST ANDREWS   (United Kingdom)

^b UNIVERSITY OF DUNDEE   (United Kingdom)

^c UNIVERSITY OF ST ANDREWS   (United Kingdom)

^d ROYAL FREE AND UNIVERSITY COLLEGE MEDICAL SCHOOL   (United Kingdom)

Author keywords

Aminolaevulinic acid; Peptide; Photodynamic therapy; Prodrug

Indexed keywords

AMINOLEVULINIC ACID; DIPEPTIDE; PEPTIDE; PRODRUG; URETHAN;

ARTICLE; ENANTIOMER; PHOTODYNAMIC THERAPY; PRIORITY JOURNAL; SYNTHESIS;

EID: 20444433242     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2005.05.036     Document Type: Article

References (24)

1. R. Bonnett Chem. Soc. Rev. 24 1995 19 33
2. R. Bonnett Chemical Aspects of Photodynamic Therapy 2000 Gordon and Breach Amsterdam
3. L. Milgrom, and A.J. MacRobert Chem. Brit. 1998 45 50
4. Q. Peng, T. Warloe, K. Berg, J. Moan, M. Kongshaug, K.-E. Giercksky, and J.M. Nesland Cancer 79 1997 2282 2308
5. A. Casas, and A. Batlle Curr. Med. Chem. 2 2002 465 475
6. R.F.V. Lopez, N. Lange, R. Guy, and M.V.L.B. Bentley Adv. Drug. Deliv. Rev. 56 2004 77 94
7. A. Casas, A.M.C. Battle, A.R. Butler, D. Robertson, E.H. Brown, A. MacRobert, and P.A. Riley Br. J. Cancer 80 1999 1525 1532
8. Y. Berger, A. Greppi, O. Siri, R. Neier, and L. Juillerat-Jeanneret J. Med. Chem. 43 2000 4738 4746
9. Y. Berger, L. Ingrassia, R. Neier, and L. Juillerat-Jeanneret Bioorg. Med. Chem. 11 2003 1343 1351
10. L.A. Maurcaurelle, and C.R. Bertozzi Tetrahedron Lett. 39 1998 7279 7282
11. O.B. Gadmar, J. Moan, E. Scheie, L.W. Ma, and Q. Peng J. Photochem. Photobiol. 67 2002 187 193
12. E.K. Jaffe, and J.S. Rajagopalan Bioorg. Chem. 18 1990 381 394
13. A.R. Butler, and S. George Tetrahedron 48 1992 7879 7886
14. Rogers, L. M.-A. "Synthesis and biological evaluation of 5-aminolaevulinic acid derivatives for improved photodynamic therapy", Ph.D., St. Andrews, 2001.
15. R.E. Shute, and D.H. Rich J. Chem. Soc., Chem. Commun. 1987 1155 1156
16. N. Thieriet, P. Gomez-Martinez, and F. Guibé Tetrahedron Lett. 40 1999 2505 2508
17. Nakanishi, H.; Rogers, L.-M.; Gerscher, S.; Butler, A. R.; Eggleston, I. M.; MacRobert, A. J. In preparation.
18. G.M. Dubowchik, and R.A. Firestone Bioorg. Med. Chem. Lett. 8 1998 3341 3346
19. T. Terada, and K. Inui Curr. Drug Metab. 5 2004 85 94
20. J.H. Jones The Chemical Synthesis of Peptides 1991 Oxford University Press Oxford
21. A. Hassner, and V. Alexanian Tetrahedron Lett. 19 1978 4475 4478
22. W.C. Still, M. Kahn, and A. Mitra J. Org. Chem. 43 1978 2923 2925
23. G.W. Anderson, J.E. Zimmerman, and F.M. Callahan J. Am. Chem. Soc. 85 1963 3039
24. S. Blumberg, and B.L. Vallee Biochemistry 14 1975 2411 2418