N-{trans-2-[[2‘-(Acetylamino)cyclohexyl]oxy]acetyl}-l -alanyl-d -glutamic Acid: A Novel Immunologically Active Carbocyclic Muramyl Dipeptide Analogue
| Autor: | Vladimir Kotnik, Slavko Pečar, Danijel Kikelj, Branka Wraber-Herzog, Renate Rogi-Kohlenprath, Alojz Ihan, Helmut Hönig, Rok Grahek, Anton Stalc, Saša Simčič, Mirjam Hočevar, Lucka Povsic, Elizabeta Suhadolc, Lidija Mag. Klamfer |
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| Rok vydání: | 1998 |
| Předmět: |
Models
Molecular medicine.drug_class Stereochemistry T-Lymphocytes Plasma Cells Mice Inbred Strains Carboxamide Peptide Lymphocyte Activation Chemical synthesis Mice chemistry.chemical_compound Residue (chemistry) Adjuvants Immunologic Drug Discovery Immune Tolerance medicine Animals Moiety Cyclophosphamide chemistry.chemical_classification B-Lymphocytes Dipeptide Molecular Structure Macrophages Stereoisomerism In vitro chemistry Molecular Medicine Female Indicators and Reagents Acetylmuramyl-Alanyl-Isoglutamine Immunosuppressive Agents Spleen Muramyl dipeptide |
| Zdroj: | Journal of Medicinal Chemistry. 41:530-539 |
| ISSN: | 1520-4804 0022-2623 |
| DOI: | 10.1021/jm970509d |
| Popis: | A novel non-pyrogenic carbocyclic muramyl dipeptide (MDP) analogue, N-¿trans-2-[[2'-(acetylamino)cyclohexyl]oxy]acetyl¿-L-alanyl-D-glutamic acid, was obtained by replacement of the N-acetylmuramic acid part and the D-isoglutamine residue of the MDP molecule by a trans-2-[[2'-(acetylamino)cyclohexyl]oxy]acetyl moiety and D-glutamic acid, respectively. The title compound was selected as a promising candidate for further evaluation among several related analogues on the basis of an immunorestoration test in mice. This novel nor-MDP analogue protects mice against the immunosuppressive effect of cyclophosphamide and increases the nonspecific resistance of mice against fungal infection. It is an immunomodulator which enhances the maturation of lymphocytes B to plasma cells and increases the activity of lymphocytes B and lymphocytes T as well as that of macrophages but does not alter the number of these cells. |
| Databáze: | OpenAIRE |
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