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• W2056533330 abstract "Synthesis of palmitoyl caprazol 7, which possesses a simple fatty acyl side chain at the 3‘ ‘‘-position of the diazepanone moiety, was carried out and their antibacterial activity was evaluated. The key elements of our approach include the improved synthesis of the key 5‘-β-O-aminoribosyl-glycyluridine derivative, installation of the palmitoyl side chain to the cyclization precursor, and the construction of the diazepanone by an intramolecular reductive amination. The second generation synthesis of (+)-caprazol was also established. Palmitoyl caprazol 7 exhibited antibacterial activity against Mycobacterium smegmatis ATCC607 (MIC = 6.25 μg/mL) with potency similar to that of the caprazamycins (CPZs). Palmitoyl caprazol 7 and N6‘-desmethyl palmitoyl caprazol 28 also exhibited antibacterial activity against drug-resistant bacteria including methyciline-resistant Staphylococcus aureus (MRSA) and vancomycin-resistant Enterococcus (VRE) strains (MIC = 3.13−12.5 μg/mL)." @default.
• W2056533330 created "2016-06-24" @default.
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• W2056533330 date "2007-12-20" @default.
• W2056533330 modified "2023-10-11" @default.
• W2056533330 title "Synthesis of Caprazamycin Analogues and Their Structure−Activity Relationship for Antibacterial Activity" @default.
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• W2056533330 doi "https://doi.org/10.1021/jo702264e" @default.
• W2056533330 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/18092805" @default.
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