Synthesis and protective anti-infective action of anomeric lipophilic glycosides of N-acetylmuramyl-L-alanyl-D-isoglutamine

Zemlyakov, A. E.; Tsikalova, V. N.; Tsikalov, V. V.; Chirva, V. Ya.; Mulik, E. L.; Kalyuzhin, O. V.

doi:10.1134/s1068162006040091

Cited by 4 publications

(1 citation statement)

References 6 publications

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“…The methods of synthesis and chemical characteristics of substances were described previously [2]. Unmodified MDP was synthesized as described elsewhere [1] and served as the reference preparation.…”

Section: Methodsmentioning

confidence: 99%

Biological activity of anomeric pairs of lipophilic glycosides of N-acetylmuramyl-L-alanyl-D-isoglutamine

et al. 2008

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We studied the capacity of anomeric pairs of alpha- and beta-dodecyl, alpha- and beta-(1-pentylhexyl), and alpha- and beta-cyclododecyl glycosides of N-acetylmuramyl-L-alanyl-D-isoglutamine (muramyl dipeptide) to stimulate the nonspecific resistance of mice to intraperitoneal infection of Staphylococcus aureus and Escherichia coli cultures. Intraperitoneal pretreatment with the test substances in a wide dose range increased survival of infected animals. No differences were found between the biological effects of alpha- and beta-dodecyl and alpha- and beta-(1-pentylhexyl) glycosides of muramyl dipeptide. An inverse relationship was found between stimulatory activity and dose of alpha- and beta-cyclododecyl glycosides of muramyl dipeptide during sepsis caused by Staphylococcus aureus.

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Section: Methodsmentioning

confidence: 99%

Biological activity of anomeric pairs of lipophilic glycosides of N-acetylmuramyl-L-alanyl-D-isoglutamine

et al. 2008

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Zemplén Deacetylation

2010

Comprehensive Organic Name Reactions and Reagents

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The efficient removal of the O ‐acetyl protecting groups of carbohydrates by treatment of the O ‐acetylated substrates in methanol with a catalytic amount of sodium methoxide at room temperature is generally known as the Zemplén deacetylation, Zemplén de‐ O ‐acetylation, or Zemplen deacetylation. In addition, after the reaction, the O ‐acetyl‐protected carbohydrates are transformed into unprotected ones, in a manner analogous to the hydrolysis of an ester, thus this reaction is termed as the Zemplen saponification as well. However, it has been reported that the Zemplén deacetylation is probably not suitable for the deprotection of carbohydrates with disulfide linkages. This reaction has wide applications in carbohydrate chemistry.

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Mass spectrometric investigation of synthetic glycoside of muramyl dipeptide immobilized on fumed silica surface

Kulik

Azizova

Palyanytsya

et al. 2010

Materials Science and Engineering: B

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Synthesis and protective anti-infective action of anomeric lipophilic glycosides of N-acetylmuramyl-L-alanyl-D-isoglutamine

Cited by 4 publications

References 6 publications

Biological activity of anomeric pairs of lipophilic glycosides of N-acetylmuramyl-L-alanyl-D-isoglutamine

Biological activity of anomeric pairs of lipophilic glycosides of N-acetylmuramyl-L-alanyl-D-isoglutamine

Zemplén Deacetylation

Mass spectrometric investigation of synthetic glycoside of muramyl dipeptide immobilized on fumed silica surface

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