Metabolism and pharmacokinetics of novel oral prodrugs of 9-[(R)-2- (phosphonomethoxy) propyl]adenine (PMPA) in dogs

Pharmaceutical Research

Volumn 14, Issue 12, 1997, Pages 1824-1829

  Shaw, Jeng Pyng ^a   Sueoka, Cathy M ^a   Oliyai, Reza ^a   Lee, William A ^a   Arimilli, Murty N ^a   Kim, Choung U ^a   Cundy, Kenneth C ^a  

^a GILEAD SCIENCES   (United States)

Author keywords

9 (R) 2 (phosphonomethoxy)propyl adenine; Antiretroviral drug; Oral bioavailability; Prodrug

Indexed keywords

ANTIRETROVIRUS AGENT; BIS(ISOPROPYLOXYCARBONYLOXYNETHYL) 9 [2 (PHOSPHONOMETHOXY)PROPYL]ADENINE; BIS(N BUTYLOXYCARBONYLOXYMETHYL) 9 [2 (PHOSPHONOMETHOXY)PROPYL]ADENINE; BIS(NEOPENTYLOXYCARBONYLOXYMETHYL) 9 [2 (PHOSPHONOMETHOXY)PROPYL]ADENINE; BIS[(PIVALOYLOXY)METHYL] 9 [2 (PHOSPHONOMETHOXY)PROPYL]ADENINE; PRODRUG; TENOFOVIR; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ANIMAL TISSUE; ARTICLE; CONTROLLED STUDY; DOG; DRUG BIOAVAILABILITY; DRUG BLOOD LEVEL; DRUG HALF LIFE; DRUG HYDROLYSIS; DRUG METABOLISM; DRUG STABILITY; DRUG STRUCTURE; DRUG SYNTHESIS; INTESTINE; LIPOPHILICITY; LIVER HOMOGENATE; MALE; NONHUMAN; ORAL DRUG ADMINISTRATION; PHARMACOKINETICS; PRIORITY JOURNAL; TISSUE HOMOGENATE;

ADENINE; ADMINISTRATION, ORAL; ANIMALS; ANTI-HIV AGENTS; AREA UNDER CURVE; BIOLOGICAL AVAILABILITY; DOGS; DRUG STABILITY; ESTERASES; HALF-LIFE; INJECTIONS, INTRAVENOUS; INTESTINES; LIVER; MALE; ORGANOPHOSPHORUS COMPOUNDS; PHOSPHONIC ACIDS; PRODRUGS; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 0031430945     PISSN: 07248741     EISSN: None     Source Type: Journal    
DOI: 10.1023/A:1012108719462     Document Type: Article

References (22)

1. J. Balzarini, L. Naesens, P. Herdewijn, I. Rosenberg, A. Holy, R. Pauwels, M. Baba, D. G. Johns, and E. De Clercq. Proc. Natl. Acad. Sci. USA 86:332-336 (1989).
2. M. Wachsman, B. G. Petty, K. C. Cundy, H. S. Jaffe, P. E. Fisher, A. Pastelak, and P. S. Lietman. Antiviral Res. 29:153-161 (1996).
3. K. C. Cundy, P. Barditch-Crovo, R. E. Walker, A. C. Collier, D. Ebeling, J. Toole, and H. S. Jaffe. Antimicrob Agents Chemother. 39:2401-2405 (1995).
4. J.-P. Shaw, M. S. Louie, V. V. Krishnamurthy, M. N. Arimilli, R. J. Jones, Alison M. Bidgood, W. A. Lee, and K. C. Cundy. Drug Metab Dispos. 25:361-366 (1997).
5. W. A. Lee, J.-P. Shaw, C. Sueoka, K. C. Cundy, N. Bischofberger, S. Lacy, and S. Swaminathan. 4th Conferences on Retroviruses and Opportunistic Infection, January, Washington, D.C. (Abstract) (1997).
6. H. T. Serafinowska, R. J. Ashton, S. Bailey, M. R. Hamden, S. M. Jackson, and D. Sutton. J. Med. Chem. 38:1372-1379 (1995).
7. P. Barditch-Crovo, J. Toole, C. W. Hendrix, K. C. Cundy, D. Ebeling, H. S. Jaffe, and P. S. Lietman. J. Infectious Dis. 176:406-413 (1997).
8. J. Balzarini, A. Holy, J. Jindrich, L. Naesens, R. Snoeck, D. Schols, and E. De Clercq. Antimicrob. Agents Chemother. 37:332-338 (1993).
9. C.-C. Tsai, K. E. Follis, A. Sabo, T. W. Beck, R. F. Grant, N. Bischofberger, R. E. Benveniste, and R. Black. Science. 270:1197-1199 (1995).
10. N. Bischofberger, C. Miller, Z. Rosenberg. Presented at Ninth International Conference on Antiviral Research. Fukushima, Japan, 1996.
11. K. K. A. Van Rompay, J. M. Cherrington, M. L. Marthas, C. J. Berardi, A. S. Mulato, A. Spinner, R. P. Tarara, D. R. Canfield, N. Bischofberger, and N. C. Pedersen. Antimicrob. Agents Chemother. 40:2586-2591 (1996).
12. P. Barditch-Crovo, S. Deeks, J. Kahn, I. Redpath, A. Smith, F. Hwang, N. Hellmann, K. Cundy, J. Rooney, and P. Lietman. Tenth International Conference on Antiviral Research, Atlanta, Georgia (Abstract) (1997).
13. C. M. Sueoka, L. Griffin, and J.-P. Shaw. unpublished results.
14. J. Alexanders, R. Cargill, S. R. Michelson, and H. Schwam. J. Med. Chem. 31:318-322 (1988).
15. M. Safadi, R. Oliyai, and V. J. Stella. Pharm. Res. 10:1350-1355 (1993).
16. M. N. Arimilli, C. U. Kim, N. Bischofberger, J. Dougherty, A. Mulato, J.-P. Shaw, C. Sueoka, R. Oliyai, K. C. Cundy, and W. A. Lee. Antimicrob. Agents Chemother. (in press).
17. G. Powis. Drug Metabolism Review. 20:379-394 (1989).
18. J. Russell, D. Marrero, V. J. Whiterock, L. J. Klunk, and J. E. Starrett. J. Chromatogr. (Netherlands). 572:321-326 (1991).
19. PCNONLIN® Version 4.2. Statistical Consultants, Inc., Lexington, Kentucky.
20. R. E. Notari. In "Design of Prodrugs" (H. Bundgaard, ed.) p 135-156. Elsevier Science Publishers (1985).
21. StatView® Version 4.0. Abacus Concepts, Inc., Berkeley, California.
22. K. Krisch. In "The Enzymes", 3rd ed. Vol. 5a (P. D. Boyer, ed.) p 43-69. Academic Press (1971).