2004
DOI: 10.1002/chin.200442171
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A Simple Synthesis of Dibenzo[b,g][1,8]naphthyridines.

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Cited by 3 publications
(3 citation statements)
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“…Damage to the outer membrane of gramnegative cells leads to the release of lipopolysaccharides, lipids, phospholipids, divalent cations necessary for lipopolysaccharide stability, and periplasniic enzymes that may disrupt membrane permeability (22, 73,168). Permeability control is also lost at low temperatures because of decreased membrane fluidity (63,113), and alterations in permeability have also been associated with chlorination (206) and alkalinity (177). Changes in permeability have led to the suggestion that certain treatments, such as heating, freezing, drying, and radiation, create small pores in the outer membrane (114).…”
Section: Stress-induced Cellular Modification and Injurymentioning
confidence: 99%
“…Damage to the outer membrane of gramnegative cells leads to the release of lipopolysaccharides, lipids, phospholipids, divalent cations necessary for lipopolysaccharide stability, and periplasniic enzymes that may disrupt membrane permeability (22, 73,168). Permeability control is also lost at low temperatures because of decreased membrane fluidity (63,113), and alterations in permeability have also been associated with chlorination (206) and alkalinity (177). Changes in permeability have led to the suggestion that certain treatments, such as heating, freezing, drying, and radiation, create small pores in the outer membrane (114).…”
Section: Stress-induced Cellular Modification and Injurymentioning
confidence: 99%
“…We reasoned that benzoyl esters of the prodrug enhance their cellular uptake, retention, and target carboxylesterase enzymes simultaneously. 27 We used the azido group at the reducing end to initiate copper(I) aided azide-alkyne click chemistry to build αor β-isomers of 4-deoxy-4-fluoro-2,3-dibenzoyl xylose azide (prodrug) and their corresponding hydrophilic, debenzoylated 4-deoxy-4-fluoro-xyloside (drug) library (see Supporting Information for experimental details). Copper(I) catalyzed azide-alkyne click chemistry afforded 1,4-disubstituted triazole rings on the reducing end of the sugar with a hydrophobic aglycon group on carbon-4.…”
Section: Synthesis Of 4-deoxy-4-fluoro-xylose-derived Inhibitorsmentioning
confidence: 99%
“…In contrast to ManNAc analogs, Sia analogs with large N-acyl substituents can be effectively metabolized into cell surface glycoconjugates. 208,[211][212][213] To further investigate this concept, Yarema and coworkers varied the size of the protecting group and measured the resulting changes in metabolic conversion and cell toxicity Figure 25 The sialic acid biosynthetic pathway. In fact, phosphorylation of ManNAc by ManNAc-6-kinase has been identified as the bottleneck in metabolism of N-acyl-substituted ManNAc analogs.…”
Section: Metabolic Flux Of Unnatural Sugar Analogs and Effects On Celmentioning
confidence: 99%