Advanced search
Publication Cover
Xenobiotica
the fate of foreign compounds in biological systems
Volume 28, 1998 - Issue 9
Submit an article Journal homepage
22
Views
6
CrossRef citations to date
0
Altmetric
Research Article

Structural determination of metabolites of S-1153, a new, potent, non-nucleoside, anti-HIV agent in rat liver microsomes

T. OHKAWA Developmental Research Laboratories, Shionogi & Co., Ltd, 3-1-1, Futaba-cho, Toyonaka, Osaka 561-0825, Japan Discovery Research Laboratories I, Shionogi & Co., Ltd, 2-5-1, Mishima, Settsu, Osaka 566-0022, Japan Pharmaceuticals Research & Development Division, Shionogi & Co., Ltd., 12-4-5, Sagisu, Fukushima-ku, Osaka 553-0002, Japan
,
S. GOTO Developmental Research Laboratories, Shionogi & Co., Ltd, 3-1-1, Futaba-cho, Toyonaka, Osaka 561-0825, Japan Discovery Research Laboratories I, Shionogi & Co., Ltd, 2-5-1, Mishima, Settsu, Osaka 566-0022, Japan Pharmaceuticals Research & Development Division, Shionogi & Co., Ltd., 12-4-5, Sagisu, Fukushima-ku, Osaka 553-0002, Japan
,
S. MIKI Developmental Research Laboratories, Shionogi & Co., Ltd, 3-1-1, Futaba-cho, Toyonaka, Osaka 561-0825, Japan Discovery Research Laboratories I, Shionogi & Co., Ltd, 2-5-1, Mishima, Settsu, Osaka 566-0022, Japan Pharmaceuticals Research & Development Division, Shionogi & Co., Ltd., 12-4-5, Sagisu, Fukushima-ku, Osaka 553-0002, Japan
,
A. SATO Developmental Research Laboratories, Shionogi & Co., Ltd, 3-1-1, Futaba-cho, Toyonaka, Osaka 561-0825, Japan Discovery Research Laboratories I, Shionogi & Co., Ltd, 2-5-1, Mishima, Settsu, Osaka 566-0022, Japan Pharmaceuticals Research & Development Division, Shionogi & Co., Ltd., 12-4-5, Sagisu, Fukushima-ku, Osaka 553-0002, Japan
,
T. KURODA Developmental Research Laboratories, Shionogi & Co., Ltd, 3-1-1, Futaba-cho, Toyonaka, Osaka 561-0825, Japan Discovery Research Laboratories I, Shionogi & Co., Ltd, 2-5-1, Mishima, Settsu, Osaka 566-0022, Japan Pharmaceuticals Research & Development Division, Shionogi & Co., Ltd., 12-4-5, Sagisu, Fukushima-ku, Osaka 553-0002, Japan
,
K. IWATANI Developmental Research Laboratories, Shionogi & Co., Ltd, 3-1-1, Futaba-cho, Toyonaka, Osaka 561-0825, Japan Discovery Research Laboratories I, Shionogi & Co., Ltd, 2-5-1, Mishima, Settsu, Osaka 566-0022, Japan Pharmaceuticals Research & Development Division, Shionogi & Co., Ltd., 12-4-5, Sagisu, Fukushima-ku, Osaka 553-0002, Japan
,
M. TAKEUCHI Developmental Research Laboratories, Shionogi & Co., Ltd, 3-1-1, Futaba-cho, Toyonaka, Osaka 561-0825, Japan Discovery Research Laboratories I, Shionogi & Co., Ltd, 2-5-1, Mishima, Settsu, Osaka 566-0022, Japan Pharmaceuticals Research & Development Division, Shionogi & Co., Ltd., 12-4-5, Sagisu, Fukushima-ku, Osaka 553-0002, Japan
&
M. NAKANO Developmental Research Laboratories, Shionogi & Co., Ltd, 3-1-1, Futaba-cho, Toyonaka, Osaka 561-0825, Japan Discovery Research Laboratories I, Shionogi & Co., Ltd, 2-5-1, Mishima, Settsu, Osaka 566-0022, Japan Pharmaceuticals Research & Development Division, Shionogi & Co., Ltd., 12-4-5, Sagisu, Fukushima-ku, Osaka 553-0002, Japan
 show all
Pages 877-886 | Published online: 22 Sep 2008

References

  • BALANI, S. K., PITZENBERGER, S. M., KAUFFMAN, L. R., ARISON, B. H., RAMIIT, H. G., GOLDMAN, M. E., O'BRIEN, J. A., KING, J. D., HOFFMAN, J. M., ROONEY, C. S. and THEOHARIDES, A. D., 1992, Metabolism of a new HIV-1 reverse transcriptase inhibitor, 3 -[2-(benzoxazol-2-yBethy1]-5-ethyl-6-methylpyridine-2-(1H)-one (L-696,229), in rat and liver slices. Drug Metabolism and Dis-position, 20, 869–876.
  • BALANI, S. K., GOLDMAN, M. E., KAuFFmAN, L. R., VARGA, S. L., O'BRIEN, J. A., SMITH, S. J., OLAH, T. V., RAMJIT, H. G., SCHORN, T. W., PITZENBERGER, S. M., WILLIAMS, T. M., ROONEY, C. S. and THEOHARIDES, A. D., 1993, Biotransformation of 5-chloro-3-phenylthioindole-2-carboxamide (L-734,005) in rhesus monkey and rat liver microsomes to a potent HIV-1 reverse transcriptase inhibitor. Drug Metabolism and Disposition, 21, 598–604.
  • CLAIR, M. H. ST., MARTIN, J. L., TUDOR-WILLIAMS, G., BACH, M. C., VAVRO, C. L., KING, D. M., KELLAM, P., KEMP, S. D. and LARDER, B. A., 1991, Resistance to ddI and sensitivity to AZT induced by a mutation in HIV-1 reverse transcriptase. Science, 253, 1557–1559.
  • FUJIWARA, T., SATO, A., EL-FARRASH, M., MIKI, S., ABE, K., ISAKA, Y., KODAMA, M., WU, Y., CHEN, L. B., HARADA, H., SUGIMOTO, H., HATANAKA, M. and HINUMA, Y., 1998, S-1153, a new nonnucleoside RT inhibitor of HIV-1. Antimicrobial Agents and Chemotherapy (in press).
  • HuHH, J. R., 1991, HIV protease: a novel chemotherapeutic target for AIDS. Journal of Medical Chemistry, 34, 2305–2314.
  • MADYASTHA, K. M. and SRIVATSAN, V., 1988, Studies on the metabolism of /-menthol in rats. Drug Metabolism and Disposition, 16, 765–772.
  • MERLUZZI, V. J., HARGRAVE, K. D., LABADIA, M., GROZINGER, K., SKOOG, M., WU, J. C., SHIH, C., ECKNER, K., HATTOX, S., ADAMS, J., ROSEHTHAL, A. S., FAANES, R., ECKNER, R. J., KOUP, R. A. and SULLIVAN, J. L., 1990, Inhibition of HIV-1 replication by a nonnucleoside reverse transcriptase inhibitor. Science, 250, 1411–1413.
  • MITSUYA, H., YARCHOAN, R. and BRODER, S., 1990, Molecular targets for AIDS therapy. Science, 249, 1533–1543.
  • PAUWELS, R., ANDRIES, K., DESMYTER, J., SCHOLS, D., KUKLA, M. J., BRESLIN, H. J., RAEYMAECKERS, A., GELDER, J. V., W OESTENBORGHS, R., HEYKANTS J S CHELLEKENS, K., JANssEN, M. A. C., CLERCQ E. D. and JANSSEN, P. A. J., 1990, Potent and selective inhibition of HIV-1 replication in vitro by a novel series of TIBO derivatives. Nature, 343, 470–474.
  • POUWELS, R., BALZARINI, J., BABA, M., SNOECK, R., SCHOLS, D., HERDEWUN, P., DESMYTER, J. and CLERCQ, E. D., 1988, Rapid and automated tetrazolium-based colorimetric assay for the detection of anti-HIV compounds. Journal of Virological Methods, 20, 309–321.
  • SAARI, W. S., HOFFMAN, J. M., WAI, J. S., FISHER, T. E., ROONEY, C. S., SMITH, A. M., THOMAS, C. M., GOLDMAN, M. E., O'BRIEN, J. A., NUNBERG, J. H., QUINTERO, J. C., SCHLEIF, W. A., EMINI, E. A., STERN, A. M. and ANDERSON P. S., 1991, 2-Pyridinone derivatives: a new class of nonnucleoside, HIV-1 specific reverse transcriptase inhibitors. Journal of Medical Chemistry, 34, 2922–2925.
  • SARDANA, V. V., EMINI, E. A., GOTLIB, L., GRAHAM, D. J., LINEBERGER, D. W., LONG, W. J., SCHLABACH, A. J., WOLFGANG, J. A. and CONDRA, J. H., 1992, Functional analysis of HIV-1 reverse transcriptase amino acids involved in resistance to multiple nonnucleoside inhibitors. Journal of Biological Chemistry, 267, 17526–17530.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Order Reprints Request Corporate Permissions

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

Request Academic Permissions

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.

Related research

People also read lists articles that other readers of this article have read.

Recommended articles lists articles that we recommend and is powered by our AI driven recommendation engine.

Cited by lists all citing articles based on Crossref citations.
Articles with the Crossref icon will open in a new tab.