Synthesis of norbornane bisether antibiotics via silver-mediated alkylation
Data(s) |
01/01/2015
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Resumo |
A small series of norbornane bisether diguanidines have been synthesized and evaluated as antibacterial agents. The key transformation-bisalkylation of norbornane diol 6-was not successful using Williamson methodology but has been accomplished using Ag2O mediated alkylation. Further functionalization to incorporate two guanidinium groups gave rise to a series of structurally rigid cationic amphiphiles; several of which (16d, 16g and 16h) exhibited antibiotic activity. For example, compound 16d was active against a broad range of bacteria including Pseudomonas aeruginosa (MIC = 8 µg/mL), Escherichia coli (MIC = 8 µg/mL) and methicillin-resistant Staphylococcus aureus (MIC = 8 µg/mL). |
Identificador | |
Idioma(s) |
eng |
Publicador |
Royal Society of Chemistry |
Relação |
http://dro.deakin.edu.au/eserv/DU:30076866/pfeffer-synthesisofnorbane-2015.pdf http://www.dx.doi.org/10.1039/C5RA03321G |
Direitos |
2015, Royal Society of Chemistry |
Palavras-Chave | #Science & Technology #Physical Sciences #Chemistry, Multidisciplinary #Chemistry #INFECTIOUS-DISEASES-SOCIETY #ADENOSINE AGONISTS #DRUG DISCOVERY #BAD BUGS #FRAGMENTATION #PIPELINE #ROUTE #HOSTS #TOPOMIMETICS #DERIVATIVES |
Tipo |
Journal Article |