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

Zoltán Czakó, László Juhász, Ágnes Kenéz, K. Czifrák, L. Somsák, T. Docsa, P. Gergely, S. Antus

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

A series of N-(β-d-glucopyranosyl)amides 5d-i were synthesized by PMe3 mediated Staudinger reaction of O-peracetylated β-d-glucopyranosyl azide (1) followed by acylation with carboxylic acids 3d-i and subsequent Zemplén deacetylation. The new compounds were tested for their inhibitory activity against rabbit muscle glycogen phosphorylase and the structure-activity relationships of these compounds are also discussed in this paper.

Original languageEnglish
Pages (from-to)6738-6741
Number of pages4
JournalBioorganic and Medicinal Chemistry
Volume17
Issue number18
DOIs
Publication statusPublished - Sep 15 2009

Fingerprint

Glycogen Phosphorylase
Acylation
Azides
Structure-Activity Relationship
Carboxylic Acids
Amides
Muscle
Rabbits
Muscles

Keywords

  • Benzodioxane
  • Glycogen phosphorylase
  • Inhibitor
  • N-(β-d-Glucopyranosyl)amide

ASJC Scopus subject areas

  • Pharmaceutical Science
  • Drug Discovery
  • Organic Chemistry
  • Molecular Medicine
  • Molecular Biology
  • Clinical Biochemistry
  • Biochemistry

Cite this

Synthesis and glycogen phosphorylase inhibitory activity of N-(β-d-glucopyranosyl)amides possessing 1,4-benzodioxane moiety. / Czakó, Zoltán; Juhász, László; Kenéz, Ágnes; Czifrák, K.; Somsák, L.; Docsa, T.; Gergely, P.; Antus, S.

In: Bioorganic and Medicinal Chemistry, Vol. 17, No. 18, 15.09.2009, p. 6738-6741.

Research output: Contribution to journalArticle

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AU - Kenéz, Ágnes

AU - Czifrák, K.

AU - Somsák, L.

AU - Docsa, T.

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