Lipid A and related compounds. XXIX. Synthesis of biologically active N-acylated L-asparagine-containing D-glucosamine derivatives structurally related to lipid A

Y Suhara; M Arakawa; K Ikeda; K Achiwa

doi:10.1248/cpb.42.2526

Lipid A and related compounds. XXIX. Synthesis of biologically active N-acylated L-asparagine-containing D-glucosamine derivatives structurally related to lipid A

Chem Pharm Bull (Tokyo). 1994 Dec;42(12):2526-31. doi: 10.1248/cpb.42.2526.

Authors

Y Suhara¹, M Arakawa, K Ikeda, K Achiwa

Affiliation

¹ School of Pharmaceutical Sciences, University of Shizuoka, Japan.

PMID: 7697768
DOI: 10.1248/cpb.42.2526

Abstract

New beta-N-acylated L-asparagine-linked D-glucosamine derivatives, in which the reducing unit of lipid A has been mimicked by a lipoamino acid, have been synthesized. Compounds 1 and 2 exhibit mitogenicity and nitric oxide (NO) productivity.

MeSH terms

Animals
Cell Division / drug effects
Glucosamine / analogs & derivatives
Glucosamine / chemical synthesis*
Glucosamine / pharmacology
In Vitro Techniques
Lipid A / analogs & derivatives*
Lipid A / chemistry
Lipid A / pharmacology
Macrophages, Peritoneal / drug effects
Macrophages, Peritoneal / metabolism
Magnetic Resonance Spectroscopy
Mice
Mitogens / chemical synthesis*
Mitogens / pharmacology
Nitric Oxide / biosynthesis*
Spectrometry, Mass, Fast Atom Bombardment
Spectrophotometry, Infrared

Substances

Lipid A
Mitogens
Nitric Oxide
Glucosamine