Synthesis of phosphorus-containing amino acid analogs as inhibitors of nitric oxide synthase

Bioorganic and Medicinal Chemistry Letters

Volumn 6, Issue 9, 1996, Pages 999-1002

  Cowart, Marion ^a   Kowaluk, Elizabeth A ^a   Kohlhaas, Kathy L ^a   Alexander, Karen M ^a   Kerwin Jr , James F ^a  

^a ABBOTT LABORATORIES   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ACID DERIVATIVE; ARGININE DERIVATIVE; N(G) METHYLARGININE; N(G) NITROARGININE; NITRIC OXIDE SYNTHASE; NITRIC OXIDE SYNTHASE INHIBITOR; PHOSPHINIC ACID DERIVATIVE; PHOSPHONIC ACID DERIVATIVE;

ANIMAL CELL; ANIMAL TISSUE; ARTICLE; BRAIN; CONTROLLED STUDY; DRUG SYNTHESIS; ENZYME INHIBITION; MACROPHAGE; NONHUMAN; RAT; STRUCTURE ACTIVITY RELATION;

EID: 0029992442     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/0960-894X(96)00144-8     Document Type: Article

References (11)

1. (a) Kerwin Jr., J. F.; Lancaster, J. R.; Feldman, P. L. J. Med. Chem. 1995, 38, 4343.
2. (b) Kerwin Jr., J. F. ; Heller, M. Medicinal Research Reviews 1994, 14, 23.
3. Feldman, P. L.; Griffith, O. W.; Stuehr, D. J. C&E News 1993, 71, 26.
4. Sosnovsky, G.; Lukszo, J.; Gravela, E.; Zuretti, M. F. J. Med. Chem. 1985, 28, 1350.
5. Baylis, E. K.; Campbell, C. D.; Dingwall, J. G. J. Chem. Soc. Perkin Trans. 1 1984, 2945.
6. 2O.
7. Lacoste, A. M.; Cassaigne, A.; Neuzil, E. C. R. Acad. Sci., Ser. D. 1972, 275, 3009.
8. - m/z 238. Melting points of compounds 11: mp 168-169 °C dec.; 13: mp 255-256 °C.
9. 3H-L-citrulline. The enzyme sources used were: nNOS, rat brain cytosol; iNOS, lipopolysaccharide-induced RAW macrophage cytosol.
10. (a) Yager, K. M.; Taylor, C. M.; Smith, A. B. III J. Am. Chem. Soc. 1994, 116, 9377.
11. (b) Hamilton, R.; Walker, B.; Walker, B. J. Tetrahedron Lett. 1995, 36, 4451.