Abstract
A series of lipoamino acid-based glycolipids were synthesised. Suitably derivatised lipoamino acid derivatives were prepared and conjugated to monosaccharides (including glycosyl azides, isothiocyanates, thiols and sulphones) to yield novel O-, N-, S- and C-linked glycolipids in good yields. Their potential to improve the oral absorption of piperacillin is reported.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Administration, Oral
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Amino Acids / chemical synthesis
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Amino Acids / chemistry*
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Bacillus subtilis / drug effects
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Caco-2 Cells
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Chromatography, Liquid / methods
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Drug Delivery Systems*
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Drug Design
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Enterobacter aerogenes / drug effects
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Escherichia coli / drug effects
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Glycolipids* / chemical synthesis
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Glycolipids* / chemistry
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Glycolipids* / pharmacology
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Humans
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Microbial Sensitivity Tests
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Molecular Structure
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Monosaccharides / chemistry
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Piperacillin* / chemical synthesis
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Piperacillin* / chemistry
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Piperacillin* / pharmacology
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Pseudomonas aeruginosa / drug effects
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Staphylococcus aureus / drug effects
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Structure-Activity Relationship
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Tandem Mass Spectrometry / methods
Substances
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Amino Acids
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Glycolipids
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Monosaccharides
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Piperacillin