אסיף מאגר המחקר החקלאי

N-{trans-2-[[2'-(acetylamino)cyclohexyl]oxy]acetyl}-L-alanyl-D- glutamic acid: A novel immunologically active carbocyclic muramyl dipeptide analogue

Year:

1998

Source of publication :

Authors :

Volume :

41

Co-Authors:

Kikelj, D., Faculty of Pharmacy, University of Ljubljana, Aškerčeva 7, 1000 Ljubljana, Slovenia
Pečar, S., Faculty of Pharmacy, University of Ljubljana, Aškerčeva 7, 1000 Ljubljana, Slovenia
Kotnik, V., Faculty of Medicine, Inst. of Microbiology and Immunology, Korytkova 2, 1105 Ljubljana, Slovenia
Štalc, A., Research and Development Division, Lek d.d., Celovška 135, 1000 Ljubljana, Slovenia
Wraber-Herzog, B., Faculty of Medicine, Inst. of Microbiology and Immunology, Korytkova 2, 1105 Ljubljana, Slovenia
Simčič, S., Faculty of Medicine, Inst. of Microbiology and Immunology, Korytkova 2, 1105 Ljubljana, Slovenia
Ihan, A., Faculty of Medicine, Inst. of Microbiology and Immunology, Korytkova 2, 1105 Ljubljana, Slovenia
Klamfer, L., Faculty of Medicine, Inst. of Microbiology and Immunology, Korytkova 2, 1105 Ljubljana, Slovenia
Povšič, L., Research and Development Division, Lek d.d., Celovška 135, 1000 Ljubljana, Slovenia
Grahek, R., Research and Development Division, Lek d.d., Celovška 135, 1000 Ljubljana, Slovenia
Suhadolc, E., Faculty of Pharmacy, University of Ljubljana, Aškerčeva 7, 1000 Ljubljana, Slovenia
Hočevar, M., Faculty of Pharmacy, University of Ljubljana, Aškerčeva 7, 1000 Ljubljana, Slovenia
Hönig, H., Institute of Organic Chemistry, Technical University of Graz, Stremayrgasse 16, A-8010 Graz, Austria
Rogi-Kohlenprath, R., Institute of Organic Chemistry, Technical University of Graz, Stremayrgasse 16, A-8010 Graz, Austria

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Abstract:

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.

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