The synthesis of 5-fluorokynurenine and 6-fluorokynurenic acid asmetabolicprobes

Arkivoc

Volumn 2002, Issue 3, 2002, Pages 37-45

  Muirhead, Karen M ^a   Botting, Nigel P ^a  

^a UNIVERSITY OF ST ANDREWS   (United Kingdom)

Author keywords

5 Fluorokynurenine; 6 fluorokynurenic acid; Conrad Limpach type synthesis; Metabolic probes

Indexed keywords

5 FLUOROKYNURENINE; 6 FLUOROKYNURENIC ACID; ANILINE DERIVATIVE; ASPARTIC ACID; FLUORINE DERIVATIVE; KYNURENINE AMINOTRANSFERASE; N CARBOBENZYLOXY 5 OXO 4 OXAZOLIDINEACETYL CHLORIDE; N CARBOXYBENZYLOXY 5 FLUOROTRYPTOPHAN ETHYL ESTER; N TERT BUTOXYCARBONYL 4 FLUOROANILINE; OXAZOLIDINE DERIVATIVE; TRYPTOPHAN DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL STRUCTURE; ENZYME MECHANISM; FRIEDEL CRAFTS REACTION; IN VIVO STUDY; MOLECULAR PROBE; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; SYNTHESIS;

EID: 3242719612     PISSN: 14246376     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (21)

1. Harada, M.; Nishitani, H.; Koga, K.; Miura, I.; Kido, R. Acta Radiologica 1992, 33, 258-261.
2. Okuno, E.; Schmidt, W.; Parks, D. A.; Nakamura, M.; Schwarcz, R. J. Neurochem. 1991, 57, 533-540.
3. Botting, N. P. Chem. Soc. Rev. 1995, 24, 401-411.
4. Foster, A. C.; Whetsell, Jr., W. O.; Bird, E. D.; Schwarcz, R. Brain Res. 1985, 336, 207-214.
5. Wu, W.; Saeki, K.; Kawazoe, Y. Heterocycles 1996, 43, 1937-1942.
6. Brown, R. R.; Price, J. M. J. Am. Chem. Soc. 1955, 77, 4158-4159.
7. Ross, F. C.; Botting, N. P.; Leeson, P. D. Bioorg. Med. Chem. Lett. 1996, 6, 875-878.
8. S. Ranganathan, S.; Ranganathan, D.; Singh, S. K. Tetrahedron Lett. 1985, 26, 4955-4956.
9. Natalini, B.; Mattoli, M.; Pellicciari, R.; Carpenedo, R.; Chiarugi, A.; Moroni, F. Bioorg. Med. Chem. Lett. 1995, 5, 1451-1454.
10. Pellicciari, R.; Gallo-Mezo, M. A.; Natalini, B.; Amer, A. M. Tetrahedron Lett. 1992, 33, 3003-3004.
11. Itoh, M. Chem. Pharm. Bull. 1969, 17, 1679-1686.
12. Burger, K.; Gold, M.; Neuhauser, H.; Rudolph, M. Chem. Ztg. 1991, 115, 77-82.
13. Dale, J. A.; Dull, D. L.; Mosher, H. S. J. Org. Chem. 1969, 34, 2543-2549.
14. Dale, J. A.; Mosher, H. S. J. Am. Chem. Soc. 1979, 95, 512-519.
15. Surrey, A. R.; Hammer, H. F. J. Am. Chem. Soc. 1946, 68, 113-116.
16. Surrey, A. R.; Hammer, H. F. J. Am. Chem. Soc. 1946, 68, 1244-1246.
17. Soda, K., Tanizawa, K. Biochem. J. 1979, 86, 1199-1209.
18. Fitzgerald, D. F., Muirhead, K. M.; Botting, N. P. Bioorg. Med. Chem. 2001, 9, 983-989.
19. Harada, M.; Nishitani, H.; Koga, K.; Miura, I.; Kido, R. Acta Radiologica 1992, 33, 258-261.
20. Perrin, D. D.; W. L. F. Armarego, W. L. F.; Perrin, D. R. Purification of Laboratory Chemicals; Pergamon Press, Oxford, 1980.
21. Leeson, P. D.; Baker, R.; Carling, R. W.; Curtis, N. R.; Moore, K. W.; Williams, B. J.; Foster, A. C.; Donald, A. E.; Kemp, J. A.; Marshall, G. R. J. Med. Chem. 1991, 34, 1243-1252.