Synthesis and Protective Activity of β-Glycosides of N-Acetylmuramyl-L-Alanyl-D-Isoglutamine with Alkylalicyclic and Arylaliphatic Aglycons

Autor:	V. V. Tsikalov, O. V. Kalyuzhin, V. N. Tsikalova, E. L. Mulik, A. E. Zemlyakov, V. Ya. Chirva
Rok vydání:	2005
Předmět:	chemistry.chemical_classification chemistry.chemical_compound chemistry Antibacterial resistance Stereochemistry N-Acetylmuramyl-L-Alanyl-D-Isoglutamine Organic Chemistry Glycoside Bioorganic chemistry Oxazoline Biochemistry Muramyl dipeptide Glycopeptide
Zdroj:	Scopus-Elsevier
ISSN:	1573-9163 1068-1620
DOI:	10.1007/s11171-005-0079-4
Popis:	The following glycosides of N-acetylmuramyl-L-alanyl-D-isoglutamine (MDP) were synthesized: β-4-tert-butylcyclohexyl MDP, β-2-(adamant-1-yl)ethyl MDP, β-2,2-diphenylethyl MDP, and β-2-(p-biphenyl) ethyl MDP. The starting peracetylated β-N-acetylglucosaminides were prepared by the oxazoline method. They were converted into 4,6-O-isopropylidene-N-acetyl-D-muramic acids, which were coupled with L-Ala-D-Glu(NH2)OBn. The target glycopeptides were obtained after their deprotection. The stimulation of the anti-infection resistance of mice against Staphylococcus aureus by the MDP glycosides was studied.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::bf2e97df5a425f8f3559a075e0029f77 https://doi.org/10.1007/s11171-005-0079-4 Zobrazit plný text záznamu Full text from SpringerLink