Synthesis and glycogen phosphorylase inhibitory activity of N-(β-d-glucopyranosyl)amides possessing 1,4-benzodioxane moiety

Bioorganic and Medicinal Chemistry

Volumn 17, Issue 18, 2009, Pages 6738-6741

  Czakó, Zoltán ^a   Juhász, László ^a   Kenéz, Ágnes ^a   Czifrák, Katalin ^a   Somsák, László ^a   Docsa, Tibor ^a   Gergely, Pál ^a   Antus, Sándor ^a,b  

^a UNIVERSITY OF DEBRECEN   (Hungary)

^b INSTITUTE OF EXPERIMENTAL MEDICINE   (Hungary)

Author keywords

Benzodioxane; Glycogen phosphorylase; Inhibitor; N ( d Glucopyranosyl)amide

Indexed keywords

1,4 BENZODIOXAN DERIVATIVE; GLYCOGEN PHOSPHORYLASE; GLYCOSYLTRANSFERASE INHIBITOR; N (BETA DEXTRO GLUCOPYRANOSYL)AMIDE DERIVATIVE; UNCLASSIFIED DRUG;

ACYLATION; ANIMAL TISSUE; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CIRCULAR DICHROISM; CONTROLLED STUDY; DEACETYLATION; DRUG SYNTHESIS; ENZYME INHIBITOR INTERACTION; NONHUMAN; PROTON NUCLEAR MAGNETIC RESONANCE; RABBIT; REACTION ANALYSIS; SKELETAL MUSCLE; STAUDINGER REACTION; STRUCTURE ACTIVITY RELATION;

AMIDES; ANIMALS; DIOXANES; GLYCOGEN PHOSPHORYLASE, MUSCLE FORM; MOLECULAR STRUCTURE; RABBITS; STRUCTURE-ACTIVITY RELATIONSHIP;

ORYCTOLAGUS CUNICULUS;

EID: 69349102811     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2009.07.052     Document Type: Article

References (25)

1. Hengesh E.J. In: Foye W.O., Lemke T.L., and Williams D.A. (Eds). Principles of Medicinal Chemistry (1995), Williams & Wilkins, Baltimore 581-600
2. Zimmet P., Alberti K.G.M.M., and Shaw J. Nature 414 (2001) 782
3. Green A., Hirsch N.C., and Pramming S.K. Diabetes-Metab. Res. Rev. 19 (2003) 3
4. Oikonomakos N.G. Curr. Protein Pept. Sci. 3 (2002) 561
5. Morral N. Trends Endocrin. Metab. 14 (2003) 169
6. Agius L. Best Pract. Res. Clin. Endocrin. Metab. 21 (2007) 587
7. Oikonomakos N.G., and Somsák L. Curr. Opin. Invest. Drugs 9 (2008) 379
8. Somsák L., Czifrák K., Tóth M., Bokor E., Chrysina E.D., Alexacou K.M., Hayes J.M., Tiraidis C., Lazoura E., Leonidas D.D., Zographos S.E., and Oikonomakos N.G. Curr. Med. Chem. 15 (2008) 2933
9. Somsák L., Nagy V., Hadady Z., Docsa T., and Gergely P. Curr. Pharm. Des. 9 (2003) 1177
10. Watson K.A., Mitchell E.P., Johnson L.N., Cruciani G., Son J.C., Bichard C.J.F., Fleet G.W.J., Oikonomakos N.G., Kontou M., and Zographos S.E. Acta Crystallogr., Sect. D 51 (1995) 458
11. Somsák L., Kovács L., Tóth M., O{combining double acute accent}sz E., Szilágyi L., Györgydeák Z., Dinya Z., Docsa T., Tóth B., and Gergely P. J. Med. Chem. 44 (2001) 2843
12. Györgydeák Z., Hadady Z., Felföldi N., Krakomperger A., Nagy V., Tóth M., Brunyánszky A., Docsa T., Gergely P., and Somsák L. Bioorg. Med. Chem. 12 (2004) 4861
13. Czifrák K., Hadady Z., Docsa T., Gergely P., Schmidt J., Wessjohann L.A., and Somsák L. Carbohydr. Res. 341 (2006) 947
14. Antus S., Baitz-Gács E., Gottsegen A., Kovács T., Szunyog J., Tóth T.S., and Wagner H. Liebigs Ann. (1993) 105
15. Czompa A., Dinya Z., Antus S., and Varga Z. Arch. Pharm. 333 (2000) 175
16. Varga Z., Czompa A., Kakuk G., and Antus S. Phytother. Res. 15 (2001) 608
17. Juhász L., Docsa T., Brunyánszki A., Gergely P., and Antus S. Bioorg. Med. Chem. 15 (2007) 4048
18. Czakó, Z.; Docsa, T.; Gergely, P.; Juhász, L.; Antus, S., in preparation.
19. Paulsen H., Györgydeák Z., and Friedmann M. Chem. Ber. 107 (1974) 1568
20. Kovács L., O{combining double acute accent}sz E., Domokos V., Holzer W., and Györgydeák Z. Tetrahedron 57 (2001) 4609
21. Antus S., Baitz-Gács E., Snatzke G., and Tóth T.S. Liebigs Ann. (1991) 633
22. Harrak Y., Rosell G., Daidone G., Plescia S., Schillaci D., and Pujol M.D. Bioorg. Med. Chem. 15 (2007) 4876
23. Tomiyama T., Wakabayashi S., and Yokota M. J. Med. Chem. 32 (1989) 1988
24. Thiery V., Coudert G., Bizot-Espiard J.G., Pfeiffer B., Renard P., Lindenbaum A., and Guillaumet G. J. Med. Chem. 44 (2001) 3904
25. Cheng Y.-C., and Prusoff W.H. Biochem. Pharmacol. 22 (1973) 3099