Development of carbohydrate-derived inhibitors of acid sphingomyelinase

Bioorganic and Medicinal Chemistry

Volumn 18, Issue 2, 2010, Pages 939-944

  Roth, Anke G ^a   Redmer, S ^a   Arenz, Christoph ^a  

^a HUMBOLDT UNIVERSITY   (Germany)

Author keywords

Enzyme inhibitors; SAR studies; Sphingolipids

Indexed keywords

1,3 DI O BENZYL 2,4 DIBENZYLPHOSPHORYL 6 O DODECYLSULFONYL D GLUCOSE; 1,3 DI O BENZYL 2,4 DIBENZYLPHOSPHORYL 6 O ETHYLSULFONYL ALPHA/BETA D GLUCOSE; 1,3 DI O BENZYL 2,4 DIBENZYLPHOSPHORYL 6 O HEXYLSULFONYL D GLUCOSE; 1,3 DI O BENZYL 2,4 DIBENZYLPHOSPHORYL 6 O OCTYLSULFONYL D GLUCOSE; 1,3 DI O BENZYL 2,4,6 DIBENZYLPHOSPHORYL D GLUCOSE; 1,3 DI O BENZYL 6 O DODECYLSULFONYL D GLUCOSE; 1,3 DI O BENZYL 6 O ETHYLSULFONYL ALPHA/BEAT D GLUCOSE; 1,5 ANHYDRO 3 DEOXY D GLUCITOLE 2,4,6 TRIPHOSPHATE; 6 O DODECYLSULFONYL D GLUCOSE 2,4 BISPHOSPHATE; 6 O ETHYLSULFONYL D GLUCOSE 2,4 BISPHOSPHATE; 6 O HEXYLSULFONYL D GLUCOSE 2,4 BISPHOSPHATE; 6 O OCTYLSULFONYL D GLUCOSE 2,4 BISPHOSPHATE; ALKANESULFONIC ACID; CARBOHYDRATE DERIVATIVE; D GLUCOSE 2,4,6 TRISPHOSPHATE; INOSITOL PHOSPHATE; PHOSPHATIDIC ACID; SPHINGOMYELIN PHOSPHODIESTERASE; UNCLASSIFIED DRUG;

ARTICLE; STRUCTURE ACTIVITY RELATION;

ANIMALS; APOPTOSIS; CARBOHYDRATES; CELL LINE; DRUG EVALUATION, PRECLINICAL; ENZYME INHIBITORS; HUMANS; MOLECULAR CONFORMATION; RATS; SPHINGOMYELIN PHOSPHODIESTERASE; STEREOISOMERISM; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 76449107820     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2009.11.030     Document Type: Article

References (20)

1. Smith E.L., and Schuchman E.H. FASEB J. 22 (2008) 3419
2. Billich A., and Baumruker T. Subcell Biochem. 49 (2008) 487
3. Uhlig S., and Gulbins E. Am. J. Respir. Crit. Care Med. 178 (2008) 1100
4. Grassme H., Gulbins E., Brenner B., Ferlinz K., Sandhoff K., Harzer K., Lang F., and Meyer T.F. Cell 91 (1997) 605
5. Teichgraber V., Ulrich M., Endlich N., Riethmuller J., Wilker B., De Oliveira-Munding C.C., van Heeckeren A.M., Barr M.L., von Kurthy G., Schmid K.W., Weller M., Tummler B., Lang F., Grassme H., Doring G., and Gulbins E. Nat. Med. 14 (2008) 382
6. Goggel R., Winoto-Morbach S., Vielhaber G., Imai Y., Lindner K., Brade L., Brade H., Ehlers S., Slutsky A.S., Schutze S., Gulbins E., and Uhlig S. Nat. Med. 10 (2004) 155
7. Petrache I., Natarajan V., Zhen L., Medler T.R., Richter A.T., Cho C., Hubbard W.C., Berdyshev E.V., and Tuder R.M. Nat. Med. 11 (2005) 491
8. Lang P.A., Schenck M., Nicolay J.P., Becker J.U., Kempe D.S., Lupescu A., Koka S., Eisele K., Klarl B.A., Rubben H., Schmid K.W., Mann K., Hildenbrand S., Hefter H., Huber S.M., Wieder T., Erhardt A., Haussinger D., Gulbins E., and Lang F. Nat. Med. 13 (2007) 164
9. Tabas I. Circulation 110 (2004) 3400
10. Kölzer M., Werth N., and Sandhoff K. FEBS Lett. 559 (2004) 96
11. Elojeimy S., Holman D.H., Liu X., El-Zawahry A., Villani M., Cheng J.C., Mahdy A., Zeidan Y., Bielwaska A., Hannun Y.A., and Norris J.S. FEBS Lett. 580 (2006) 4751
12. Kölzer M., Arenz C., Ferlinz K., Werth N., Schulze H., Klingenstein R., and Sandhoff K. Biol. Chem. 384 (2003) 1293
13. Roth A.G., Redmer S., and Arenz C. ChemBioChem 10 (2009) 2367
14. Testai F.D., Landek M.A., Goswami R., Ahmed M., and Dawson G. J. Neurochem. 89 (2004) 636
15. Quintern L.E., Weitz G., Nehrkorn H., Tager J.M., Schram A.W., and Sandhoff K. Biochim. Biophys. Acta 922 (1987) 323
16. Lequart V., Goethals G., Usubillaga A., Villa P., Cecchelli R., and Martin P. Carbohydr. Res. 339 (2004) 1511
17. Barton D.H.R., and McCombie S.W. J. Chem. Soc., Perkin Trans. 1 (1574) 1975
18. Kocienski P., and Pant C. Carbohydr. Res. 110 (1982) 330
19. Wascholowski V., and Giannis A. Angew. Chem., Int. Ed. 45 (2006) 827
20. van Diggelen O.P., Voznyi Y.V., Keulemans J.L., Schoonderwoerd K., Ledvinova J., Mengel E., Zschiesche M., Santer R., and Harzer K. J. Inherit. Metab. Dis. 28 (2005) 733