Identification of cyclicsulfonamide derivatives with an acetamide group as 11β-hydroxysteroid dehydrogenase 1 inhibitors

Chemical and Pharmaceutical Bulletin

Volumn 59, Issue 1, 2011, Pages 46-52

  Kim, Se Hoan ^a   Kwon, Sung Wook ^a   Chu, So Young ^b   Lee, Jae Hong ^a   Narsaiah, Banda ^b   Kim, Chi Hyun ^b   Kang, Seung Kyu ^b   Kang, Nam Sook ^b   Rhee, Sang Dal ^b   Bae, Myung Ae ^b   Ahn, Sung Hoon ^b   Ha, Duck Chan ^a   Kim, Ki Young ^b   Ahn, Jin Hee ^b  

^a Korea University   (South Korea)

^b Korea Research Institute of Chemical Technology   (South Korea)

Author keywords

11 hydroxysteroid dehydrogenase type 1; Anti diabetic agent; Cyclic sulfonamide; Diabetes

Indexed keywords

11BETA HYDROXYSTEROID DEHYDROGENASE 1; 11BETA HYDROXYSTEROID DEHYDROGENASE 2; 2 [3 BENZOYL 4 HYDROXY 1,1 DIOXIDO 2H BENZO[E][1,2]THIAZIN 2 YL] N [3 (TRIFLUOROMETHYL)PHENYL]ACETAMIDE; ACETAMIDE; CYTOCHROME P450; OXIDOREDUCTASE INHIBITOR; POTASSIUM CHANNEL HERG; SULFONAMIDE; UNCLASSIFIED DRUG;

ARTICLE; CONTROLLED STUDY; DRUG ACTIVITY; DRUG BIOAVAILABILITY; DRUG HALF LIFE; DRUG POTENCY; DRUG SAFETY; DRUG SELECTIVITY; DRUG STABILITY; DRUG SYNTHESIS; HUMAN; IC 50; IN VITRO STUDY; MOUSE; NONHUMAN; RAT;

11-BETA-HYDROXYSTEROID DEHYDROGENASE TYPE 1; 11-BETA-HYDROXYSTEROID DEHYDROGENASE TYPE 2; ACETAMIDES; ANIMALS; CYTOCHROME P-450 ENZYME SYSTEM; ENZYME INHIBITORS; ETHER-A-GO-GO POTASSIUM CHANNELS; HUMANS; MICE; SULFONAMIDES; THIAZINES;

EID: 78650810717     PISSN: 00092363     EISSN: 13475223     Source Type: Journal    
DOI: 10.1248/cpb.59.46     Document Type: Article

References (17)

1. Krozowski Z., Mol. Cell. Endocrinol., 84, C25-C31 (1992).
2. Kataoka S., Kudo A., Hirano H., Kawakami H., Kawano T., Higashihara E., Tanaka H., Delarue F., Sraer J.-D., Mune T., Krozowski Z. S., Yan K., J. Clin. Endocrinol. Metab., 87, 877-882 (2002).
3. Wild S., Roglic G., Green A., Sicree R., King H., Diabetes Care, 27, 1047-1053 (2004).
4. Masuzaki H., Paterson J., Shinyama H., Morton N. M., Mullins J. J., Seckl J. R., Flier J. S., Science, 294, 2166-2170 (2001).
5. Paterson J. M., Morton N. M., Fievet C., Kenyon C. J., Holmes M. C., Staels B., Seckl J. R., Mullins J. J., Proc. Natl. Acad. Sci. U.S.A., 101, 7088-7093 (2004).
6. Morton N. M., Paterson J. M., Masuzaki H., Holmes M. C., Staels B., Fievet C., Walker B. R., Flier J. S., Mullins J. J., Seckl J. R., Diabetes, 53, 931-938 (2004).
7. Kotelevtsev Y., Holmes M. C., Burchell A., Houston P. M., Schmoll D., Jamieson P., Best R., Brown R., Edwards C. R. W., Seckl J. R., Mullins J. J., Proc. Natl. Acad. Sci. U.S.A., 94, 14924-14929 (1997).
8. Wang Z., Wang M., Curr. Chem. Biol., 3, 159-170 (2009).
9. Siu M., Johnson T. O., Wang Y., Nair S. K., Taylor W. D., Cripps S. J., Matthews J. J., Edwards M. P., Pauly T. A., Ermolieff J., Castro A., Hosea N. A., LaPaglia A., Fanjul A. N., Vogel J. E., Bioorg. Med. Chem. Lett., 19, 3493-3497 (2009).
10. Sun D., Wang Z., Cardoxo M., Choi R., DeGraffenreid M., Di Y., He X., Jaen J. C., Labelle M., Liu J., Ma J., Miao S., Sudom A., Tang L., Tu H., Srsu S., Walker N., Yan X., Ye Q., Powers J. P., Bioorg. Med. Chem. Lett., 19, 1522-1527 (2009).
11. Zhu Y., Olson S. H., Graham D., Patel G., Hermanowski-Vosatka A., Mundt S., Shah K., Springer M., Thieringer R., Wright S., Xiao J., Zokian H., Dragovic J., Balkovec J. M., Bioorg. Med. Chem. Lett., 18, 3412-3416 (2008).
12. Johansson L., Fotsch C., Bartberger M. D., Castro V. M., Chen M., Emery M., Gustafsson S., Hale C., Hickman D., Homan E., Jordan S. R., Komorowski R., Li A., McRae K., Moniz G., Matsumoto G., Orihuela C., Palm G., Veniant M., Wang M., Williams M., Zhang J., J. Med. Chem., 51, 2933-2943 (2008).
13. Fotsch C., Wang M., J. Med. Chem., 51, 4851-4857 (2008).
14. Kim S. H., Ramu R., Kwon S. W., Kang S. K., Rhee S. D., Bae M. A., Ahn S. H., Ha D. C., Cheon H. G., Kim K. Y., Ahn J. H., Bioorg. Med. Chem. Lett., 20, 1065-1069 (2010).
15. Barf T., Vallgarda J., Emond R., Haggstrom C., Kurz G., Nygren A., Larwood V., Mosialou E., Axelsson K., Olsson R., Engblom L., Edling N., Ronquist-Nii Y., Ohman B., Alberts P., Abrahmsen L., J. Med. Chem., 45, 3813-3815 (2002).
16. Rew Y., McMinn D. L., Wang Z., He X., Hungate R. W., Jaen J. C., Sudom A., Sun D., Tu H., Ursu S., Villemure E., Walker N. P. C., Yan X., Ye Q., Powers J. P., Bioorg. Med. Chem. Lett., 19, 1797-1801 (2009).
17. Venkatachalam C. M., Jiang X., Oldfield T., Waldman M., J. Mol. Graph. Model, 21, 289-307 (2003).