Linked Life Data

12467390

Source:http://linkedlifedata.com/resource/pubmed/id/12467390

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pubmed-article:12467390pubmed:abstractTextNocathiacin I (1) and nocathiacin IV (2) are novel indole-containing thiazolyl peptide antibiotics, which exhibit potent activity against key Gram-positive bacterial pathogens, including multi drug-resistant Staphylococcus aureus, Streptococcus pneumoniae, and Enterococcus faecium. New nocathiacins 7-12 were prepared from 2 by a condensation with glycolaldehyde followed by tandem reductive amination of the 2-oxoethyl intermediate 4. The latter was formed via Amadori rearrangement from initial 2-hydroxyethylideneamide 3. This transformation readily tolerates the complex architecture of nocathiacins and allows selective incorporation of water solubilizing groups to the primary amide in 2 without protecting group manipulation.lld:pubmed
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pubmed-article:12467390pubmed:authorpubmed-author:LeetJohn EJElld:pubmed
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pubmed-article:12467390pubmed:dateRevised2005-11-17lld:pubmed
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pubmed-article:12467390pubmed:articleTitleSynthesis of novel nocathiacin-class antibiotics. Condensation of glycolaldehyde with primary amides and tandem reductive amination of amadori-rearranged 2-oxoethyl intermediates.lld:pubmed
pubmed-article:12467390pubmed:affiliationBristol-Myers Squibb Co., Pharmaceutical Research Institute, 5 Research Parkway, Wallingford, Connecticut 06492, USA.lld:pubmed
pubmed-article:12467390pubmed:publicationTypeJournal Articlelld:pubmed
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