Phosphonic acid-containing analogues of mycophenolic acid as inhibitors of IMPDH

Bioorganic and Medicinal Chemistry Letters

Volumn 16, Issue 13, 2006, Pages 3479-3483

  Watkins, William J ^a   Chen, James M ^a   Cho, Aesop ^a   Chong, Lee ^a   Collins, Nicole ^a   Fardis, Maria ^a   Huang, Wei ^a   Hung, Magdeleine ^a   Kirschberg, Thorsten ^a   Lee, William A ^a   Liu, Xiaohong ^a   Thomas, William ^a   Xu, Jie ^a   Zeynalzadegan, Ameneh ^a   Zhang, Jennifer ^a  

^a GILEAD SCIENCES   (United States)

Author keywords

Enzyme inhibitor; Immunosuppression; IMPDH; Mycophenolic acid; Phosphonic acid; Transplant

Indexed keywords

CARBOXYLIC ACID; INOSITOL MONOPHOSPHATE DEHYDROGENASE; MYCOPHENOLIC ACID; OXIDOREDUCTASE; PHOSPHONIC ACID DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; DRUG ACTIVITY; DRUG DESIGN; DRUG INHIBITION; DRUG STRUCTURE; DRUG SYNTHESIS; ENZYME ASSAY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; STRUCTURE ACTIVITY RELATION;

DRUG EVALUATION, PRECLINICAL; ENZYME ACTIVATION; ENZYME INHIBITORS; IMP DEHYDROGENASE; MOLECULAR STRUCTURE; MYCOPHENOLIC ACID; PHOSPHONIC ACIDS; STEREOISOMERISM; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 33646844604     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2006.03.097     Document Type: Article

References (15)

1. Carr S.F., Papp E., Wu J.C., and Natsumeda Y. J. Biol. Chem. 268 (1993) 27286
2. Simtchak M.D., Fleming M.A., Futer O., Raybuck S.A., Chambers S.P., Caron P.R., Murcko M.A., and Wilson K.P. Cell 85 (1996) 921
3. Jain J., Almquist S.J., Shlyakhter D., and Harding M.W. J. Pharm. Sci. 90 (2001) 625
4. Pirsch J.D., and Sollinger H.W. Ther. Drug Monit. 18 (1996) 357
5. Lee W.A., Gu L., Miksztal A.R., Chu N., Leung K., and Nelson P.H. Pharm. Res. 7 (1990) 161
6. Bullingham R.E.S., Nicholls A.J., and Kamm B.R. Clin. Pharmacokinet. 34 (1998) 429
7. Papageorgiou C. Mini-Rev. Med. Chem. 1 (2001) 71
8. Lee W.A., He G.-X., Eisenberg E., Cihlar T., Swaminathan S., Mulato A., and Cundy K.C. Antimicrob. Agents Chemother. 49 (2005) 1898
9. Pankiewicz K.W., Lesiak-Watanabe K.B., Watanabe K.A., Patterson S.E., Jayaram H.N., Yalowitz J.A., Miller M.D., Seidman M., Majumdar A., Prehna G., and Goldstein B.M. J. Med. Chem. 45 (2002) 703
10. Fardis, M.; Mertzman, M.; Collins, N.; Kirschberg, T.; Thomas, W.; Polniaszek, R.; Watkins, W. J. J. Org. Chem., accepted for publication.
11. de la Cruz R.A., Talamás F.X., Vázquez A., and Muchowski J.M. Can. J. Chem. 75 (1997) 641
12. Nelson P.H., Carr S.F., Devens B.H., Eugui E.M., Franco F., Gonzalez C., Hawley R.C., Loughhead D.G., Milan D.J., Papp E., Patterson J.W., Rouhafza S., Sjogren E.B., Smith D.B., Stephenson R.A., Talamas F.X., Waltos A.-M., Weikert R.J., and Wu J.C. J. Med. Chem. 39 (1996) 4181
13. Colby T.D., Vanderveen K., Strickler M.D., Markham G.D., and Goldstein B.M. Proc. Natl. Acad. Sci. U.S.A. 96 (1999) 3531
14. McPhillips C.C., Hyle J.W., and Reines D. Proc. Natl. Acad. Sci. U.S.A. 101 (2004) 12171
15. Carr S.F., Papp E., and Natsumeda Y. J. Biol. Chem. 268 (1993) 27286