nocathiacin-i and glycolaldehyde

nocathiacin-i has been researched along with glycolaldehyde* in 1 studies

Other Studies

1 other study(ies) available for nocathiacin-i and glycolaldehyde

Article	Year
Synthesis of novel nocathiacin-class antibiotics. Condensation of glycolaldehyde with primary amides and tandem reductive amination of amadori-rearranged 2-oxoethyl intermediates. The Journal of organic chemistry, 2002, Dec-13, Volume: 67, Issue:25 Nocathiacin 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. Topics: Acetaldehyde; Amides; Anti-Bacterial Agents; Catalysis; Combinatorial Chemistry Techniques; Drug Resistance, Multiple, Bacterial; Enterococcus faecium; Intercellular Signaling Peptides and Proteins; Microbial Sensitivity Tests; Molecular Structure; Peptides; Peptides, Cyclic; Staphylococcus aureus; Streptococcus pneumoniae; Structure-Activity Relationship; Thiazoles; Water	2002

Article

Year

Synthesis of novel nocathiacin-class antibiotics. Condensation of glycolaldehyde with primary amides and tandem reductive amination of amadori-rearranged 2-oxoethyl intermediates.

The Journal of organic chemistry, 2002, Dec-13, Volume: 67, Issue:25

Nocathiacin 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.

Topics: Acetaldehyde; Amides; Anti-Bacterial Agents; Catalysis; Combinatorial Chemistry Techniques; Drug Resistance, Multiple, Bacterial; Enterococcus faecium; Intercellular Signaling Peptides and Proteins; Microbial Sensitivity Tests; Molecular Structure; Peptides; Peptides, Cyclic; Staphylococcus aureus; Streptococcus pneumoniae; Structure-Activity Relationship; Thiazoles; Water

2002